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Pittsfield House Rentals

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    Don't let other travellers get your favourite Pittsfield area holiday rental. You're so close to securing your perfect getaway. Book today.
    159 Matching Rentals in the Pittsfield AreaView all 197 rentals
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    Charming mountain farmhouse1 / 27
    (2)Very good
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Killington area ski house1 / 16
    (1)Excellent
    Pittsfield
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Sweet Life1 / 26
    (1)Terrible
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    Pittsfield
    4 Bedrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pittsfield, Vermont is like something out of a greeting card with true old school Vermont charm, only 15 minutes from the slopes but miles from the hustle and bustle. If you are looking for some quiet relaxation and a place to enjoy your family and friends, you will find all that you need with a...
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    Location Information
    05762, Pittsfield, Vermont
    Holiday Rental House - 4 Bedrooms, Sleeps 8
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    Pittsfield
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Parking
    • Hot Tub
    • Cable/satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy all of the amenities available to you in this lovely condo - like a shared sauna and hot tub (available only during the colder winter months) - and settle in for a vacation filled with the perfect balance of R&R and outdoor fun! Located in the Wintergreen community in quiet Pittsfield,...
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    Location Information
    05762, Pittsfield, Vermont
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    The following rentals are within 15 kilometres of Pittsfield.
    Hawks View Chalet1 / 33
    (1)Excellent
    Stockbridge
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Hot Tub
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2017
    This home was meticulously decorated. The beds were very comfortable. Plenty of extra pillows and blankets. The mountain views were spectacular. The homes kitchen was well...
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    About this property
    Located in the heart of central Vermont, Hawks View Chalet is a 4-bedroom, four-season chalet with amazing views of the Green Mountains and the White River, an authentic “ski-lodge” stone fireplace and a relaxing 6-person hot tub. Its unique style reflects the ambience of a ski chalet with a...
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    05772, Stockbridge, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Hot Tub
    • Mountain Views
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the coolest vacation rentals in Killington, VT, this newly updated ski condo conveniently located at the base of the mountain across the street from the lifts! It comfortably sleeps 4-6 with complimentary health spa access! This unit in Building 1 features 2 bedrooms and 1.5 bathrooms, new...
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    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully updated condo is across the street from the lifts! With a queen size sleeper sofa with memory foam mattress and a unique extra long twin bunk over a queen size bed it comfortably sleeps up to 5 people. We are conveniently located at the top of the Killington Road, steps to...
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    05751, Killington, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Balcony
    • Mountain Views
    • Terrace
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This premium extra large two level is like your home away from home! The two downstairs bedrooms come equipped with a television, and the kitchen features a full-size fridge, stove, and dishwasher - as well as a full complement of utensils, cooking aids and appliances. A 50-inch flat screen HDTV...
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    05751, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Mt Green 1-B091 / 29
    (1)Excellent
    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Hot Tub
    • Balcony
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2017
    Enjoyed our time at Mountain Green. Weather was perfect. So easy checking in an out. Simple instructions. We will definitely be stayin again!
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    About this property
    One of the nicest vacation rentals in Killington, VT, this condo comfortably sleeps 2-4 and is conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The...
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    Location Information
    05751 9615, Killington, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Rochester
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Balcony
    • Housekeeping Included
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful rustic log home situated only 1/2 hour to either Killington or Sugarbush Ski Resorts and is nestled in the Green Mountain National Forest with VAST and hiking trails nearby. Centrally located to many popular areas of Vermont, yet secluded for a quiet, relaxing getaway. Just 3 miles from...
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    05767, Rochester, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Balcony
    • Sauna
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Picture yourself in this new luscious one bedroom Killington vacation condo rental with amazing views of the mountain.  This condo is located in the main building of the Mountain Green Ski Resort, so you can enjoy all the amenities it has to offer with out ever leaving the building.  Don't feel...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Sauna
    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As with many of our Killington, VT vacation rentals, this classic Killington ski condo and health spa conveniently located at the base of the mountain with free shuttle service to and from the lifts and night life just down the road! This unit in Building 2 comfortably sleeps 2-4, and features a...
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    05751, Killington, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ski-in/ski-out Sunrise townhome great for year-round retreats!1 / 45
    (3)Excellent
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Hot Tub
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2017
    Good roomy Condo with 3 bedrooms. Had access to a very nice Sports Center with indoor and outdoors pool, hot tub and sauna.
    Reviewed 25 April 2017
    Great location! Right on the hill. The fireplace was fantastic. The only complaint I have is we didn't stay long enough. Enjoy your stay
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    About this property
    This lovely Killington townhouse features ski-in/ski-out access and gorgeous mountain views. Located on the Sunrise Mountain slopes, this bright and open vacation rental is mere steps from beginner-level Sundog Trail. Ski down the mountain to Sunrise Village Triple Chairlift, or walk to Skye Peak...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Hot Tub
    • Mountain Views
    • Balcony
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy luxury at the top of Killington's Sunrise Village, with one of the best Killington vacation townhomes for rent you'll find! 5 large bedrooms and 3 high-end finely detailed bathrooms will make you feel like you're staying in a palace with a modern Vermont Mountain style ambiance. This...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Killington Mountain Retreat: Big, fun, vacation home in Killington Resort1 / 14
    (6)Very good
    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 28 Quick View
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    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2018
    House was very comfortable and we felt very at home. Our group ended up being diminished in size (only around 12 people) which I think it actually the ideal number of people for...
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    About this property
    The Killington Mountain Retreat is a vacation home located just off the main access road in Killington, Vermont. This three-floor, 7 bedroom home is fully equipped and furnished. In addition to the bedrooms, there is a large kitchen, living room, game room, media room, mud room and large outdoor...
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    05751, Killington, Vermont
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 28
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Mountain Views
    • Hot Tub
    • Sauna
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of our newly upgraded Killington, VT vacation rentals, Mt Green 1-DO2, is centrally located at the base of the mountain with stunning views! This unit in Building 1 features 2 bedrooms & 1 full bathroom with a tub/shower and 1/2 bath with a sink and vanity. The master bedroom has a queen bed...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Sauna
    • Balcony
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Bright and spacious Killington vacation condo rental located right across the street from the lifts comfortably sleeps 4-6, and is conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park, Killington Golf Course,...
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    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    'Serenity at Sunrise' 3BR Townhome by Bear Mtn1 / 24
    (1)Excellent
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 December 2016
    Great accommodations. Well appointed kitchen. Very comfortable and welcoming. Everything you need is there.
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    About this property
    'Serenity at Sunrise' is a spacious vacation rental townhome located in the Sunrise Village, and the ideal location for all-season family fun! Sleeping up to 6 guests, this 3-bedroom, 3-bathroom Killington property will instantly feel like home, with its open concept floor plan and well-appointed...
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    45751, Killington, Vermont
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Terrace
    • Hot Tub
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Views of the ski trails right from the enclosed porch of one of the best Killington vacation condos for rent you'll find! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park,...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington Mountain Slopeside Home1 / 18
    (8)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Shared Indoor Pool
    • Washer
    • Internet Access
    • Sauna
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 2015
    Great location (ski in, and almost ski out). Nicely furnished especially kitchen. Spacious, surprisingly so from outside appearance. Well maintained. Owner easy to work with.
    Reviewed 19 February 2014
    I found a perfect house to stay in for my family and friends for our Christmas holiday break. Was exactly what I was looking for: cozy and warm and close to the trails which was...
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    About this property
    This house on Killington has it all. With scenic mountain views in all directions, this contemporary 14-room home is located on Sunrise Mountain, one of Killington's six peaks. It's just a 50-yard walk to the ski trail that provides direct access to Killington's 200 slopes and trails. The home is...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Killington
    8 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    05751, Killington, Vermont
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 24
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    Bridgewater Country Cottage1 / 26
    (1)Very good
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2014
    WE chose this rental house because of its 5 minute walk to the Long Trail Brewery. Hubby and I and another couple and their 2 pre-teen daughters went to the 25th Anniversary...
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    About this property
    Winter, spring, summer and fall, there is always something to do and something to fall in love with our Killington vacation rentals, and Bridgewater Country Cottage is no different! Kids will love the rustic sturdy bunk beds and folks just love to relax in front of the fire, cozying up to a good...
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    Location Information
    05035, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Tanglewood Vista at Killington: Amazing Mountain Vacation Destination!1 / 47
    (1)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tanglewood Vista is a three-floor, five bedroom, three bathroom home that is located just off the main access road in Killington, Vermont. This puts you close to all the excitement of the shops, restaurant and bars and less than 2 miles to the resort. Our home is perfect for families or groups...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Sauna
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfection on the mountain! Charming and updated ski on/ski off condominium literally steps from the Sundog trail on Sunrise Mountain in Killington, Vt. Perfect for families. Ski down to the Sunrise chair lift to connect to Bear Mountain and the rest of Killington's 73 miles of terrain, or...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Terrace
    • Balcony
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As with many of our Killington, Vermont vacation rentals, this all-inclusive condo is the epitome of quiet and convenient.! Accommodates up to 4 people, an all-inclusive fully equipped kitchen. This is a one bedroom corner unit with one bathroom, wood fireplace in the living room with free fire...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington
    5 Bedrooms, 2 Bathrooms, Sleeps 21 Quick View
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    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My home 2 minutes to family-friendly, nightlife, shops, restaurants, city center, and 2 minutes to Killington ski slopes. The home at 61 East Lane is on a very private culdesac with 1 other home. Great for small to large groups of 2 to 20, families (with kids) singles,couples,special events, and...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 21
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    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Knotty and Nice (formally Hawks' Landing) located in the heart of Killington is a great little house with three bedrooms and 2 baths. This cozy ski chalet had hard wood floors and leather furniture. There is a wonderful wood burning stove to warm your bones after a day on the slopes. Hawks Landing...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Sunrise - W Glade J-11 / 27
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Sauna
    • Terrace
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 January 2015
    This is really ski on ski off. We were not disappointed. The space was clean, well stocked kitchen and nice linens.
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    About this property
    A fantastic skiers dream getaway at Killington's Sunrise Village! Come stay one of the nicest Killington vacation condos for rent around! This cozy single level 2 bedroom trail side condo with access to Bear Mountain and Killington. Comfortably sleeps 4-6 people and is the perfect place for a...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Sauna
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy one of our most spacious 2 bedroom Killington vacation condo rentals, 3-A13. This extra large condo even features a huge master bedroom with a private en-suite. Live like a king with private access from your own back door. There is a free three minute shuttle ride to the slopes and free...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Cabin at Killington: Left Unit - 4 BR, 2 BTH, Sleeps 12, Close to Mountain1 / 14
    (6)Excellent
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2017
    Very nice home, well kept and comfortable. Everything you need is available in the home. Very quiet area, no traffic on roads but access road is easy to get to. Would definitely...
    Reviewed 14 August 2013
    The house was spacious, clean and had all the necessaties. Overall we had a great time. The only drawback is that you share the house with another unit, and if they stay up...
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    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Mt Green 2-D011 / 35
    (1)Average
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Hot Tub
    • Mountain Views
    • Terrace
    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The location of Mountain Green is great - really close to the slopes and an easy drive to restaurants, etc. The apartment (and actually the whole resort), however, was fairly...
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    About this property
    If you're looking for one of the finest Killington, Vermont vacation rentals around, come stay in this two bedroom, one and a half bath ski *** revival! Though it's a condo it feels like a house, all on its own, nestled high in the mountains. Decorated with the classic, but modern, ski *** theme,...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Condo w/ shared pool & hot tub, shuttle to the slopes!1 / 32
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 February 2018
    It was a great stay. The house was big enough to fit all of us(4). There was a fire place in the living room that heated up the room sufficiently.
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    About this property
    Conveniently situated close to Pico Mountain and the six peaks of Killington, this condo is the ideal spot for a summer or winter vacation. It comes complete with an outdoor deck and great community amenities, like an indoor pool, hot tub, sauna, gym, and seasonal tennis courts. You're just a few...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Mountain Views
    • Sauna
    • Terrace
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo, one of our all-time favorite Killington condo vacation rentals, has an open floor plan with a large outdoor porch. Located on the same level as the main entrance and restaurant so no elevators needed. The master bedroom has a queen bed with a queen fold out sofa bed and a TV. The second...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    6 Bedrooms, Sleeps 14 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This great country cabin in the woods is the perfect place to spend your Killington Vacation. The large living and kitchen area will accommodate all your family and friends while you celebrate the splendors of Vermont. There is a fire pit on the deck and a wonderful hot tub to relax and enjoy the...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 6 Bedrooms, Sleeps 14
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    Killington
    5 Bedrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    About this property
    The Snowy Owl House is one of the finest houses in the Killington region. There are five bedrooms including a master bedroom suite with your very own fireplace. After skiing, sit in your two person indoor jacuzzi and relax in your eight person sauna. The sunken living room has a HDTV with DVD, VCR...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 5 Bedrooms, Sleeps 12
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    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location is a key factor when it comes to Whiffletree condominiums! This three bedroom, two bathroom Killington vacation rental is ideal for a group who want to hit the slopes and ski home after a long, fun-filled day. This three bedroom, two bathroom Whiffletree unit has all of the amenities you...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Killington
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy our 2 bedroom, 1 bath. Right in the heart of the best skiing and snowboarding in Vermont! World class hiking. Spectacular landscapes/sightseeing. Across the street from Pico Mountain and 5 minutes to the Killington access road. Minutes to delicious local restaurants, night life, movie...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Townhome near ski slopes w/ shared hot tub, pool & private sauna!1 / 46
    (1)Excellent
    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Cable/satellite TV
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    • Washer
    • Sauna
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2017
    We go to Killington nearly every winter break for our annual family ski trip. The Woods are absolutely the best experience we've had to date--the in townhome amenities (full...
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    About this property
    Pristine snow in the wintertime, shining sun in the summer, and evergreen trees and mountain slopes along the horizon - Killington offers some of the most beautiful sights in Vermont. You can experience it all from the comfort of this amazing vacation townhome, alongside resort amenities like a...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Hot Tub
    • Grill
    • Private Indoor Pool
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a rare opportunity to experience one of the areas finest residences. Topridge is ideally located for ski on, ski off convenience, and offers panoramic views of Bear Mountain here at Killington. This elegantly furnished, serene retreat features double height vaulted ceilings in the living...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    GlazebrookB41 / 19
    (1)Average
    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked quaintly away but accommodatingly close to the base of Ramshead, Glazebrook Townhouses are the perfect location for all of Killington's enjoyable amenities. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Internet Access
    • Hot Tub
    • Sauna
    • Mountain Views
    • Washer
    • Private Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Matterhorn House offers a one-of-a-kind Vermont ski vacation experience, arguably boasting some of the most incredible mountain views of any property in all of the resort! The private slopeside setting on the Great Eastern ski trail (service by the Killington Skyeship Gondola) has inspired an...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    TrailsideRetreat1 / 26
    (4)Very good
    Killington
    4 Bedrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Trailside Retreat is where you will have a true Killington experience. This big rental house is situated in a secluded and woodsy setting near the Skyeship Gondola. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, Sleeps 14
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    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    Cedar Rock Chalet is the place to be when you want to get away from it all! Located in the small Vermont town of Stockbridge, just 15 minutes drive to Killington. Cedar Rock boasts breathtaking views, seen right from the tranquil seclusion of your own vacation home. The main level of the home as...
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    Location Information
    05746, Stockbridge, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Heavenly in Killington The house can be used as two separate fully equipped units (by floor) or together. This listing is for entire house and both units. Enjoy this brand new modern luxury home offering an unparalleled experience. This stunning retreat comfortably sleeps sixteen and is located...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
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    Killington
    4 Bedrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winter or summer, dog-friendly Lakewood Lodge, on Kent Pond, is the perfect location for a wonderful vacation with family and friends. Located just minutes from the the Killington Access Road, Lakewood Lodge is one short mile down Route 100N. You have the choice of going to the Killington Base...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, Sleeps 10
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    LUXURY, hot tub, private, 6 BR, 3 BA1 / 34
    (2)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Parking
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    • Balcony
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2017
    If you are looking for the perfect Vermont home experience, look no further! You've find it with CEDARWALK at Killington. Our family of 9 stayed Memorial Day weekend 2017 for a...
    Reviewed 2 June 2016
    The owner, Susan, was a pleasure to work with – personable, helpful and responsive – she made arrangements a breeze and offered suggestions for local activities, dining and...
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    About this property
    Welcome to CEDARWALK! In the heart of Killington you will find our beautiful private home (6 BD, 3 BA, sleeps 16) close to shops, restaurants and just two minutes drive to the Mountain for mountain biking and the Killington Summer Adventure Center. From our home you can explore all that Vermont has...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    2 Bedrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Hot Tub
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    • Private Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For your best ski from experience, spend it at Trail Creek condominiums! The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all abilities, zip lines and a free fall jump tower for the dare devils and more in the Adventure...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 2 Bedrooms, Sleeps 8
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Indoor Pool
    • Internet Access
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Sauna
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit property is ski off. You cannot ski on, but you can ski home. You may walk to the lifts, but if you have children you may consider driving up there (3min drive). You may walk 0.3 mile to the Sundog Ski Trail which will take you down Sunrise Village Triple Chair Lift. *** This unit...
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    Location Information
    05751, Killington, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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