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Wintergreen House Rentals

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    RM 1,567 Average
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    Travellers to Wintergreen are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    23 Matching Rentals in WintergreenView all 38 rentals
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    WINTERGREEN MOUNTAIN HOUSE1 / 17
    (26)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet Friendly Virginia Blue Ridge Mountain Cabin Rental-Foxwood1 / 19
    (4)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Chestnut Place Mountain Lodge1 / 24
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    Dawn was a wonderful hostess. She was very helpful from the beginning. She text us several times on our way there to make sure we were going the safest route possible due to the...
    Reviewed 6 January 2018
    We rented the house for a family and friends holiday get together and everyone had a great time. The house was well located, had excellent views, and was nice and quiet. The...
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    About this property
    This is a SUPER beautiful modern home with 5 bedrooms, 3 full bathrooms and 2 half baths. All hardwood floors except for the tile kitchen.There are 2 big family rooms perfect for big families or groups of friends. 3 big flat screen TVs and pingpong. Two large dining room tables. Beautiful kitchen....
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    22958, Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    Fit for a KING ( king size beds!)1 / 67
    (11)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Children's Pool
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2019
    We usually go to the beach for our annual girls trip. 4 families now ages 15 to 40+ ;)! This time we wanted to do something different. The house was perfect with plenty of...
    Reviewed 13 November 2018
    Plenty of space for our group weekend getaway. The extra thoughtful touches, such as having the lights on for our arrival, and the fireplace set up for use were noticed and...
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    About this property
    Now HERE is a really great house! Fit for a KING or two. This house has 4 large bedrooms with 2 of them having KING size beds. Then there is a Queen & 2 twins and then the loft has a twin day bed that has a pop up trundle so this could be another KING (that makes 3) ..or they can separate into...
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    22958, Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)1 / 82
    (10)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Shared Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2018
    Dawn was one of a kind. She went further than any manager had to go. I was cooking a turkey & forgot the meat thermometer . She brought one up to me. How great is that. The...
    Reviewed 2 February 2017
    We had a large group of ski patrol women and this house was perfect! Dawn was great at communication and was always available via text. The location was great. The large...
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    About this property
    This is a really amazing home! It is so perfect for all kinds of groups because it has 3 SERIOUS master suites. You could say it is perfect for 'separate togetherness'. The main floor has the kitchen that overlooks a huge deck right on the 16th tee box of Devils Knob Golf course, a big dinning...
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    Location Information
    22958, Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Book Spring/Summer: Luxury Mountain House on Golf Course w/ Resort Membership1 / 13
    (7)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2017
    My wife and I are from Michigan and were looking for a central location to get together with our son, daughter-in-law, daughter, and 2 year old grandson who all live in...
    Reviewed 25 June 2014
    I recently rented this home for a bachelorette weekend for a friend who is more the outdoors type then the Vegas type. It was close to our home in Northern Virginia ~3 hours...
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    About this property
    Book now for Spring/Summer. June still available; most of July/Aug booked already. House is on mountain resort golf course and close to ski slopes. New living room furniture - not shown in these pictures. We have the Wintergreen Resort membership so you have access to resort facilities that...
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    Location Information
    22957, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Central Wintergreen Home - 70 Steps to Ski Slopes!1 / 39
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 May 2018
    This house is beautiful and perfect as a family getaway. It is quiet and peaceful. We never left the house or the mountain! Although you can do both very easily. The rooms...
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    About this property
    * 15% discount for 1 week bookings * Explore all the best of Wintergreen, Virginia from this newly built 5-bedroom, 4.5-bath vacation rental home. Boasting a spacious deck with views, an outdoor grill and access to a variety of members-only amenities, this home-away-from-home is sure to impress!...
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    Location Information
    22967, Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC1 / 16
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2017
    Beautiful setting, lovely house with toasty fireplace! Could not have been better! When we come back to Wintergreen, this will be our first choice to stay1
    Reviewed 18 September 2015
    A group of eight friends stayed at this home in the Wintergreen Resort to enjoy a wine tasting weekend. Eric was extremely helpful in the booking process, and his instructions...
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    About this property
    A skier's delight can be found at our Wintergreen vacation home on Squirrel Tree Lane, featuring ski in and ski out on the intermediate slope Tyro so that no time is wasted in traffic. Home is located 70' from the parking area, located in a private wooded area directly on the Tyro slope. The house...
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    Location Information
    22958, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3BR Wintergreen House w/Private Decks!1 / 22
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2018
    Our family enjoyed our stay and the house was great. Kitchen well equipped. Bedding really comfy. Allows pets and we enjoyed having our dog with us so family complete. Loved the...
    Reviewed 13 January 2018
    The house was clean, well equipped, and comfortable. I especially appreciate that they allow dogs. Our dogs are 12 and we like to travel with them when we can.
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    About this property
    For your next mountain getaway, why not stay somewhere that lets you truly take advantage of all the Blue Ridge Mountains have to offer? This premier Wintergreen vacation rental house does just that - ideally situated within walking distance of Wintergreen Resort, this home will let you enjoy easy...
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    Location Information
    22958, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Mountain Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the beauty of the Blue Ridge Mountains while retreating in this newly renovated Wintergreen vacation rental! Featuring 3 bedrooms, 3 bathrooms, and room for 7 guests, this home, complete with 2 decks, a fully equipped kitchen, and a wood-burning fireplace, is ideal for your next family or...
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    Location Information
    22967, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Sauna
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ultimate Blue Ridge Mountain getaway awaits you at this 3-bedroom, 2-bath vacation rental house which sleeps 6 in Wintergreen. Located at the summit of Eagle's Swoop, this home has ski-in/out access to Wintergreen Resort's main ski slope, along with a private hot tub surrounded by towering...
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    Location Information
    22967, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Mountain House1 / 9
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Secure Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 5 bedroom, 2 1/2 bath home located in the Blue Ridge Mountains at Wintergreen Resort, Va.We are a four season community, with golf, tennis, swimming, boating, hiking (Appalachian Trail), skiing, ice skating, tubing, horseback riding, wine tasting, and more, located on our near our...
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    Location Information
    23831, Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Cabin at Wintergreen - VA Mt. Resort Luxury Rental1 / 24
    (25)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Internet Access
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 January 2019
    From the moment you reach the end of the cul-de-sac and rest your eyes on the ancient timbers of the home, you will feel your life's stress melt away. Well appointed with every...
    Reviewed 3 February 2018
    My family and I headed to wintergreen for a ski vacation and found this gem of a vacation rental! It was well kept, clean, spacious, and overall great! Bonnie was easy to...
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    About this property
    **** GUEST PASSES - WI-FI - FLAT SCREEN TV - HOT TUB - SCREENED IN PORCH - 2 MASTERS - RELAXATION - PEACE - & TRANQUILITY ALWAYS **** Bonnie Fagan has designed and built a fabulously luxurious 4-bedroom, 3-bath, log and stone vacation home in the Wintergreen VA Resort. The Fagan's offer this...
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    Location Information
    22958, Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the Wintergreen Resort community, with resort amenities, this 3-bed, 2.5-bath house features everything you need for a mountain retreat! Up to 8 guests can sleep comfortably in this vacation rental, making it perfect for family or friends. Enjoy everything from a fully equipped kitchen...
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    Location Information
    22958, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Retreat at Wintergreen1 / 21
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    • Mountain Views
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Internet Access
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2016
    Our stay at The Retreat at Wintergreen was a perfect mountain getaway! The home is very spacious, inviting and comfortable. The well stocked kitchen which is open to the...
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    About this property
    The Wintergreen Retreat Is a spacious house with an open floor plan, four large bedrooms and four full bathrooms. Two bedrooms have king beds, one has a queen bed and another has two twins and a bunk bed. We also have two Pack and Plays. The two king bedrooms have private bathrooms. The main level...
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    Location Information
    22967, Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Luxury Custom Home in Wintergreen Resort Area!1 / 30
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Sauna
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2019
    This house had more than enough space for our group of 8 (2 families). Lots of room for everyone to spread out, and was a great location in relation to everything else in...
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    About this property
    Escape to the Wintergreen mountains in this custom 3-bedroom, 3.5 bathroom vacation rental home. Plush furnishings and modern amenities comfortably accommodate up to 10 guests throughout 3,500 square feet of well-appointed living space. This home is ideally situated on the Virginia mountainside in...
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    Location Information
    22967, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Mountaintop Lodge, Wintergreen Resort1 / 34
    (1)Excellent
    9 Bedrooms, 10 Bathrooms, Sleeps 24 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2018
    We had a wonderful weekend celebrating my 50th birthday with 16 amazing individuals!! Beautiful home.
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    About this property
    One of Wintergreen’s premier mountain lodges (near the top of the mountain), this beautifully appointed 9 bedroom & 9.5 bath luxury property is ideal for corporate and executive conferences and retreats, family reunions and vacations, bachelor, bachelorette, and wedding party venues, couples...
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    Location Information
    22967, Wintergreen, Virginia
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 24
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Sauna
    • Hot Tub
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare for a relaxing getaway in Virginia's Blue Ridge Mountains at this magnificent vacation rental home. This spacious abode boasts in Nellysford 2,380 square feet of living space, 3 bedrooms, and 2.5 baths to host 8 people! Situated in the Wintergreen Resort, you'll be perfectly located for...
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    Location Information
    22958, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful home overlooking the 1st green on Devils Knob Golf Course. The course open on April 20, 2019 for the season. There are 5 bedrooms, 5 full baths and 2 half baths. The home’s location is excellent: a short walk to the golf and tennis courts and club houses, Devils Grill Restaurant and the...
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    Location Information
    22967, Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Decorated by a professional artist and filled with the comforts of home, this Wintergreen Resort house promises a memorable stay! The 5-bedroom, 4-bathroom vacation rental features a furnished deck overlooking the golf course and access to a full array of amenities including a ski slope, spa,...
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    Location Information
    22967, Wintergreen, Virginia
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a wooded half acre lot on a quiet cul-de-sac, this 3-bedroom, 2-bathroom vacation rental home provides a feeling of privacy while offering easy access to everything the four-season Wintergreen Resort has to offer. Your group of 10 will enjoy a furnished deck, game room, and 2,000 square...
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    Location Information
    22958, Wintergreen, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adventure and leisure combine at this luxurious 4-bedroom, 3-bathroom vacation rental home for 12 in Wintergreen. Located within minutes of top-notch golf courses, skiing at the Mountain Inn, and dozens of hiking trails, this 2,876-square-foot home has something for everyone. In addition to the...
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    Location Information
    22958, Wintergreen, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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