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Holiday Apartments in Winter Park

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    Travellers to Winter Park are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 462 Rentals in Winter Park
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    Ski In/Out Resort Village #3313 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 29
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Ski In/Out Resort Village #3133 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 32
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Ski In/Out Resort Village #3307 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 31
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Ski In/Out Resort Village #3129 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 37
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    We stayed at this condo in July and it was perfect! We had such a nice time. Extremely clean and was even nicer in person then i expected!
    Reviewed 13 August 2017
    Our family of 6 had a great time in Winter Park staying at this condo. It was across the street from all the action of the resort. Logan was helpful on the day of check in.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly remodeled 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3301 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 31
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2017
    3301 is a beautifully decorated unit in a mountain motif. From the stacked stone fireplace to the elk dinnerware - no details left out! Third floor walk out access to the...
    Reviewed 25 July 2017
    We had a wonderful stay at Frazier Crossing. The accommodations were fabulous! The condo was exceptionally clean and well appointed. We had absolutely everything we needed. The...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly remodeled 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4283 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 29
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Sauna
    • Housekeeping Included
    • Shared Indoor Pool
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2018
    This condo was the perfect weekend getaway for 2 couples from Denver. Beautiful condo - great patio overlooking the resort. The hot tub was perfect on the slightly cool...
    Reviewed 10 August 2017
    Our stay exceeded expectations. This condo was well-equipped and both the facilities and location were outstanding.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly remodeled 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Slopeside Luxury Villa - FREE Activities/Resort Discounts/Views/FREE Shuttle1 / 42
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • Shared Indoor Pool
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2018
    This spectacular house was a wonderful place to call home as we explored Winter Park. Located within walking distance of the village it is a perfect place to spend family time...
    Reviewed 23 August 2018
    This place is great! Perfect for a family or a group wanting to relax and enjoy the sunsets and live music in winterpark. It’s walking distance to so many activities and a short...
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    About this property
    Enjoy the ultimate Rocky Mountain experience when you stay at this slope-side paradise located just outside the bounds of Winter Park's Resort's ski slopes and the esteemed Base Village. Outfitted with all the modern comforts of home and much more, the exquisite blend of modern and mountain styles...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    New Downtown Winter Park Villa - FREE Activities/Resort Discounts/FREE Shuttle1 / 38
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Shared Indoor Pool
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2017
    Nice location, clean, adequate, could use whole stay worth hygiene products, shampoo, conditioner, soap:)Nicely decorated. Clean furnishings. The location was great for...
    Reviewed 24 July 2017
    This was our first trip to Winter Park and loved the area of the condo. Staying at Winter Park Village was very convenient. Condo was very nicely furnished and comfortable.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    80442, Winter Park, Grand County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Lakota Luxury Villa - FREE Activities/Resort Discounts/Hot Tub/FREE Shuttle/View1 / 45
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Our family of four stayed in the 190 Dreamcatcher South Villa— it was fabulous. We were less than 5 min away from skiing, snow w no biking and tubing. It was a blast!!
    Reviewed 23 October 2018
    The house was beautiful with an amazing view. It had all the accommodations we could ever want. The property manager, Logan, was amazing and helpful and answered all of our...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Ski In/Out Resort Village #3425 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 33
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Hot Tub
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Just a stone throw away from the Winter Park ski facilities. Very clean apartment with 2 bedrooms and 2 bathrooms. Perfect apartment size for a family of 5 (with a folding...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3509 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 28
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    This was a great condo for two couples. We were so close to the Winter park base. They have a great hot tub, also. Will definitely stay here again when coming to Winter Park.
    Reviewed 11 March 2017
    Our stay was great!! The hot tub was good and HOT!! Couldn't be happier!! Will stay there again without a doubt !!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Sauna
    • Housekeeping Included
    • Central Heating
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
    View all property information
    Location Information
    80442, Winter Park, Grand County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3235 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 30
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Shared Indoor Pool
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    We enjoyed our stay in this well constructed condo. Located within walking distance of shops, alpine slide etc it was super convenient! Care has been taken in selecting the...
    Reviewed 30 July 2017
    We are longtime visitors to Winterpark and we loved the location close to the base area were all the things we wanted to do were located. The hiking, biking, and skinny here are...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4474 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 33
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    My sister, niece, and I enjoyed our time in Winter Park immensely. The condo's location was perfect to enjoy hiking and activities at the resort. The hot tub was amazing!
    Reviewed 6 June 2017
    We have had a lovely stay in this lovely 2bedroom with patron condo. Would definitely return and might have to permanently move here!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly remodeled 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3613 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 28
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Housekeeping Included
    • Sauna
    • Shared Indoor Pool
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    This condo was just what we needed and its proximity to activities made our short trip out of town wonderful!
    Reviewed 3 April 2017
    Our stay at the Frazer Crossing Condos was amazing, the location is awesome and the size of the condo was perfect. The condo was also very clean with new appliances and modern...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Ski In/Out Resort Village #4475 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 31
    (37)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Sauna
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2017
    We stayed at Founders Point Village in Winter Park. It was amazing views, close to everything if you enjoy having something to do between 10 a.m. and 5 p.m. If you are a night...
    Reviewed 2 July 2017
    Loved this place only small issue was it's a 4th floor and elevators to far so we used stairs, loved view to the mountains and the resort, very quite place, shopping...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3302 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 29
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Housekeeping Included
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    The location is amazing - just a short walk over to Winterpark Village. This condo had plenty of space for our family of 4. The kitchen is fully stocked with cooking...
    Reviewed 31 July 2017
    Our week in Winter Park was wonderful. The condo was roomy and comfortable for our summer vacation. We enjoyed the great restaurants within walking distance and the constant...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly remodeled 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4654 - FREE Activities/Resort Discounts/Views/Hot Tub1 / 30
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Can walk to the slopes. Underground parking is a plus. Very nice updated accommodations. Will definitely be back.
    Reviewed 7 October 2018
    This location is a beautiful place to stay in the autumn, without the crowds, and astounding fall foliage to absorb, indescribable. One note: if you are looking to include...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Hot Tub
    • Shared Indoor Pool
    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Waterfront
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the ultimate Rocky Mountain experience when you stay at this rare slope-side paradise located right on the river, just outside the bounds of Winter Park's Resort's ski slopes and the esteemed Base Village. Outfitted with all the modern comforts of home and much more, the exquisite blend of...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Winter Park Place #16! Beautiful, elegant 2br/2bth1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Patio
    • Washer
    • Central Heating
    • Sauna
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2017
    This was such a beautiful and relaxing spot. The condo was well kept, only a few minutes from a small town, and in a beautiful location. Definitely will be back.
    Reviewed 11 July 2016
    The condo is beautiful, spacious, and relaxing. The pictures look great but it is still so much better in person. Kitchen and bathrooms are fresh, and functional. The shower and...
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    About this property
    This is a super cozy and elegant 2 bedroom/2 bathroom, over 1200 square foot condo with everything you need right at your finger tips, conveniently located 1/3 of a mile from Winter Park Resort. The living room is a place where you can relax and 'melt,' with a warm fireplace, open kitchen, dining...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Indoor Pool
    • Central Heating
    • Sauna
    • Housekeeping Included
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Housekeeping Included
    • Central Heating
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
    View all property information
    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Housekeeping Included
    • Mountain Views
    • Shared Indoor Pool
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trailhead Lodges is located in the heart of downtown Winter Park, with access to multiple trail systems. Sleeping up to ten, this unit faces the open space behind Trailhead lodges building 5, so you will be centrally located for your stay with a mountain view. The Lift, the local free...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Central Heating
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly remodeled 2 bedroom/2 bath condo sleeps up to 8...
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    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    p class='rtejustify'>Location: Timbers 6-1; Ground floor Bedding Configuration: King in the Master bedroom, Queen in the second bedroom, 2 Twin Bunk beds with a trundle bed in the third bedroom. Amenities in unit: PET-FRIENDLY (non-refundable pet deposit will apply), Free Wi-Fi access,...
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    80482, Winter Park, Grand County
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sawmill Station is located downtown Winter Park, Colorado, directly across from Hideaway Park. Hideaway Park hosts many summer and winter music festivals including the Winter Park Jazz festival. This holiday Vacation townhome is only a stone's throw from the main stage. So you can listen to the...
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    80482, Winter Park, Grand County
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    SnowBlaze is located downtown Winter Park, Colorado and only a short walk to shopping, restaurants and nightlife. This studio has a murphy bed, and pull out couch sleeping up to 4 adults. You will also have access to many onsite amenities, including an indoor pool, hot tub, game room, athletic...
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    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Central Heating
    • Shared Indoor Pool
    • Sauna
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SnowBlaze is located downtown Winter Park, Colorado and only a short walk to shopping, restaurants, and nightlife. This two bedroom two bathroom has a queen bed located in the master bedroom, and two twin beds located in the second bedroom along with a queen sized pull out couch in the living room...
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    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful home with stunning views of the Continental Divide. Sleeps 10 Located in the Town of Winter Park and a quick drive to Winter Park Resort and downtown dining and shopping. This 3,500 square foot home with two car garage is the perfect location for your next holiday in Winter Park....
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private and cozy top floor unit of the Crestview. Gorgeous views that face the forest with walking trails to one side and mountains to the other. Just a few short blocks to the live stage and parks. Smooth your tired muscles after a great day of play in one of the two hot tubs and then head across...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beautiful Mountain House - Luxury in a Rustic Mountain Setting1 / 27
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    This beautiful mountain home is centrally located in the Fraser Valley. It is luxury in a rustic mountain setting. The home is situated on a large wooded lot giving you the peace and tranquility you are looking for in a mountain getaway. Yet, the home is just minutes away from world class downhill...
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    Location Information
    80442, Winter Park, Grand County
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Central Heating
    • Sauna
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Housekeeping Included
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    • Mountain Views
    • Central Heating
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Cable/satellite TV
    • Sauna
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    About this property
    Perfect setting in the Colorado Mountains, with a home that has 8 sleeping areas (5 dedicated bedrooms, private game room has futon and queen air mattress available, living room and family room both have a sleeper sofa). The game room also includes a ping pong table! Enjoy the company of others,...
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    80442, Winter Park, Grand County
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 24
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Professional decor with a deliberate fashion-forward modern new age feel will almost distract you from the majestic resort and mountain views in this awesome new Lakota Trailside townhome with private hot tub. Hardwood floors lead you into this chic townhome where you will find futuristic fashion...
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    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 24041 / 32
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Throw on your boots and head straight out to the mountain! This cozy and conveniently located 2 bedroom condo has everything you need: flat screen TV's, great location right on the slopes, Continental Divide views from your private balcony, free ski lockers, access to hot tubs and more! Sleeping...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Dreamcatcher 7B Rental1 / 34
    (4)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Balcony
    • Internet Access
    • DVD Player
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dream Catcher 7B at Lakota is a luxurious 3 level vacation townhome with spectacular mountain views one quarter mile from the Winter Park ski area. Dreamcatcher sleeps 11. This 5 bedroom, 4.5 bathroom home includes 3 master suites; 2 with king beds, and 1 with a queen bed. One bedroom has a twin...
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    80482, Winter Park, Grand County
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Bright, Updated Top Floor Unit With Great Views1 / 18
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Sauna
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2018
    This condo was a very clean end unit with up to date kitchen. The condo is very close to the mountain that use of the free shuttle came right to the parking lot of the condo. We...
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    About this property
    This bright 952 sq. ft. two bedroom two bath condo has been updated and offers all that you need for your vacation. It is nestled in the back of the complex next to the national forest. This is a desirable end unit on the top floor which features vaulted ceilings and extra windows for lots of light...
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    Location Information
    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Become entranced by this wonderland cabin located in a quiet neighborhood sitting behind the mountain town of Winter Park. Upon entering Two Brothers cabin you'll notice the gourmet kitchen where any meal imaginable can be prepared right here. You'll then be drawn to the enormous deck spanning...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Slopeside ski in newly Remodeled townhouse, Private Hot Tub Newly renovated, 0.3 miles from base, slope views from deck, 3 bed/3 bath, PRIVATE Hot Tub! Private Hot Tub 3 Bed / 3 Bath 3 Showers / 2 Bath Tubs Laundry Room Full Kitchen with Granite Counter Tops Wine Fridge Private Deck Weber Gas...
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    80482, Winter Park, Grand County
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    About this property
    Relaxation at its best in the Colorado Mountains, with a home that has 6 bedrooms separated into four distinct and private areas. It also has three separate living areas. Enjoy the company of others, but you can always retreat to your own space. We love this house when hosting large groups of...
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    80442, Winter Park, Grand County
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 20
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Internet Access
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Parking
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom condo is located at the Snowblaze Complex in downtown Winter Park. Cozy up around the wood burning fireplace in the living room. The kitchen is fully equipped and offers a breakfast bar and is open to the dining room. Down the hallway is the main bathroom and bedroom with...
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    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Snowblaze C241 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Hot Tub
    • Sauna
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2016
    Snow blaze was a prefect little getaway in the Rockies. We were a little reluctant going with a condo instead of a cabin but snowblaze ended up being great. It was quiet yet...
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    About this property
    Enjoy this fully-remodeled, second-floor condo with it's bright and open living space, updated kitchen, large picture windows, and private deck with views. The prime location and modern mountain feel is perfect for your getaway. You'll also appreciate the covered parking and close bus shuttle stop...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Mary Jane Chalet1 / 29
    (3)Average
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Reviewed 4 July 2016
    We all loved our stay at the Chalet! The picture depicting the front doesn't really do it justice. It is very ample inside with comfortable furniture, cute decor and ample...
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    About this property
    Get the real mountain experience staying at the Mary Jane Chalet located just 1.5 miles from downtown Winter Park, Colorado! For a group of friends or for the perfect family getaway this residence sleeps up to 10 people. This property is pet-friendly and has a spacious outside pen for fido! It has...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    Zephyr Mountain Lodge 16011 / 34
    (27)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fun & inviting Zephyr condo has everything a family could want: the perfect ski-in/ski-out location, a fully functional kitchen & flatscreen TVs in all the rooms. Don't feel like playing chef tonight? No problem, pop on your shoes & visit one of the many restaurants right outside the front...
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    Location Information
    80482, Winter Park, Grand County
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to beautiful Winter Park in comfort and style when you stay at this 2-bedroom, 2-bathroom vacation rental condo that sleeps up to 7 lucky travelers. You'll be within a 5-minute walk of the complimentary ski shuttle to Winter Park Ski Resort and close to a variety of local shops and...
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    80482, Winter Park, Grand County
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    1
    Winter Park Holiday Rentals

    Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park holiday rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park holiday rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.

    Railroad Starts Winter Park

    The railroad started it all. Winter Park came into existence way back when the railroad constructed the Rocky Mountains/Moffat Tunnel and workers needed places to live in this rugged mountain wilderness. The City of Denver launched Winter Park as a ski resort in 1940 by constructing a ski tow at West Portal. Today there are 25 lifts servicing 143 designated ski trails on about 3,000 acres, of which over a third is off-piste terrain. And money-saving holiday rental homes, apartments, townhouses, and condos make Winter Park a comfortable year-round family resort.

    Winter Fun

    Winter Park usually kicks off skiing before Thanksgiving, as there are 26 trails and about 300 acres for the snowmaking machines. As the snow accumulates and winter season gets into full swing, your money-saving holiday rental also becomes your portal to glade skiing, cross-country skiing, snow cycling, snowboarding, snowshoeing, Snowcat tours and NASTAR racing. Guided touring opportunities abound for the whole family to learn about the native Rocky Mountain plants and animals. For holiday DVDs and training purposes, the Ski and Ride School rents helmet cams to capture the mogul runs and downhill action.

    Summer Fun

    Golf at Grand Elk, Headwaters, or one of the 9-hole courses up the highway near Granby. From Granby, it is a short drive to Rocky Mountain National Park. The kids will enjoy rounds of mountainside mini-golf and the Alpine Slide. Meanwhile fly fish the Fraser River. Wade in or take a boat to fish the Colorado River, while the kids practice clowning and juggling at Winter Park Circus Camp. Mountain bike, rollerblade or picnic along the five-mile Fraser River Trail. Checkout Trestle Bike Park, which has hosted Mountain States Cup cross country racing, slalom, downhill, and super D.

    More Winter Park Fun

    The whole family will enjoy the Old West post office and stage stop at Cozens' Ranch House Museum. Cowboy sing-a-long campfires and mountain man storytelling will leave the kids spellbound. Learn astronomy at the two-hour Star Safaris produced by the University of Colorado's Fiske Planetarium. Then relax at your money-saving Winter Park holiday rental, before your next adventure.

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