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Pet Friendly Holiday Rentals in Stockbridge

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    Don't let other travellers get your favourite Stockbridge area holiday rental. You're so close to securing your perfect getaway. Book today.
    50 Matching Rentals in the Stockbridge AreaView all 265 rentals
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    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 15 kilometres of Stockbridge.
    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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    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 26 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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    Killington, Vermont 05035
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Colonial-style solid-timber home in a quiet setting; sanctuary.1 / 38
    (3)Very good
    Barnard
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Porch
    • Parking
    • Outdoor Dining Area
    • Mountain Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Had an absolutely fantastic time home was beautiful and so well equipped it was unbelievable ...can’t wait to go back again...
    Reviewed 4 November 2014
    In early October I stayed at Heidi's place with two of my sisters and our spouses. What an awesome place! When we arrived, there were lights on and a welcoming note left by...
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    About this property
    'Sanctuary' describes this green-built, two-story log home perfectly. Peaceful, quiet, nestled on a wooded mountainside in Vermont, it's the superlative setting to escape the noise of everyday life. A fully furnished screened back porch, complete with soft patio lights, padded porch swing, and...
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    Barnard, Vermont 05031
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    8 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • 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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    Killington, Vermont 05751
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 24
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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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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington Mountain Retreat: Big, fun, vacation home in Killington Resort1 / 13
    (6)Very good
    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 28 Quick View
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    Amenities & Details
    • 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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    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 28
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    Red Acre Cottage in the Green Mountains of Vermont1 / 57
    (2)Excellent
    Hancock
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Garden
    • Grill
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Fantastic house. Stayed here with our two kids for nearly a week and had a wonderful time. So mellow, well appointed, comfortable! Tasteful decoration, lovely yard, idyllic...
    Reviewed 22 July 2017
    We stayed at Red Acre for some Vermont summer hiking and sight seeing. The home is very impressive; spacious, clean and comfortable, with plenty of natural light. What a great...
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    About this property
    Red Acre Cottage is the quintessential Vermont country home. The architecture is reminiscent of early 1900s farmhouses from this area. It sits upon a ridge in the heart of Vermont in the Green Mountains. (Please note! Although the TripAdvisor listing says Hancock, the house is actually in...
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    Location Information
    Hancock, Vermont 05767
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tanglewood Vista at Killington: Amazing Mountain Vacation Destination!1 / 94
    (1)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • 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
    Killington, Vermont 05751
    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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    Amenities & Details
    • 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
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    ☆ SKI ON & OFF ☆ Spruce Glen Townhome A on Great Eastern Trail1 / 26
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Sauna
    • Central Heating
    • Parking
    • Mountain Views
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 December 2017
    Ryan was a pleasure to deal with and very responsive. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    New Ownership & New Renovations in 2018! Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sweet Life1 / 26
    (1)Terrible
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come ski Killington and Pico Peak mountains while staying in one of the loveliest Killington vacation condos for rent. This lovely Vermont Chalet located only 7 miles and a 15-minute drive from the Killington access road and shops! This beautiful Vermont Chalet is located on the side of a high...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    • Mountain Views
    • Hot Tub
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come experience the best of Killington by staying in this contemporary private home with 6 bedrooms, 4 bathrooms, sleeps 14. Great location for all of Vermont’s four seasons, the home is just across the road from Pico Mountain, 7 minutes to Killington Mountain or just 2 minutes two either...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Do we have the perfect location for you and your guest! This gorgeous 4 bedroom 3 bath tri-level townhouse sits near the top of Killington's Sunrise Mountain a ski on /ski off community. It features a large private master bedroom with a king bed, private bathroom with a step down in whirlpool...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    ☆ SKI ON & OFF ☆ Spruce Glen Townhome D on Great Eastern Trail1 / 23
    (3)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Parking
    • Patio
    • Sauna
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 December 2017
    Beautiful private location; nice, rustic condo with all the necessities. Convenient to Bear Mountain, right on the ski trail and just 10 minutes to Killington resort area and...
    Reviewed 11 December 2017
    Great Location... Ryan was very easy to get hold of. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    New Ownership & New Renovations in 2018! Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • Parking
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Ski -on, Ski-off 3 bedroom 3 bathroom condo is our pride and joy! 'The Lodges' are regarded as one of the most prestigious developments in the Killington area and offer top quality accomodation and priviliged apres ski facilities for the discerning skier. The location of The Lodges affords...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    ☆ SKI ON & OFF ☆ Spruce Glen Townhome B on Great Eastern Trail1 / 24
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Patio
    • Parking
    • Wi-Fi
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 December 2017
    Ryan was a pleasure to deal with and very responsive. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    New Ownership & New Renovations in 2018! Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    ☆ SKI ON & OFF ☆ Spruce Glen Townhome C on Great Eastern Trail1 / 23
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Wi-Fi
    • Parking
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 December 2017
    Ryan was a pleasure to deal with and very responsive. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
    See all reviews
    About this property
    New Ownership & New Renovations in 2018! Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the...
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    Location Information
    Killington, Vermont 05751
    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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    Amenities & Details
    • Washer
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A fantastic skiers dream getaway at Killington's Sunrise Village! Come stay in 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 romantic ski getaway or small family trip. Download our...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    ☆ SKI ON & OFF ☆ Trailside Condo Hot Tub, Gym, Pool and more1 / 16
    (3)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Sauna
    • Shared Indoor Pool
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    The location of this condo is great. Owner was easy to communicate with, and gave great instructions
    Reviewed 9 January 2017
    The condo is clean, has everything we need ( kitchen, cable TV, especially Wi-Fi since it is a must for our kids). Location is very convenience, we just step out of the door and...
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    About this property
    Our contemporary Killington trailside condo is perfect for a family or couples getaway! Premium location a few short steps and under 50 yards from the Sundog trail. Ski home for lunch and avoid the base lodges, shuttles and parking! Larger than most Sunrise 2 bedroom units, offering a finished...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Sauna
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Become part of the legend! Before you book ask about our FREE extended checkout option! Beautiful 3000+ square foot home located less than five minutes from the lifts in the heart of the Killington Access Road. Second to none amenities to include indoor regulation racquetball court, 7-person...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 20
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for the ultimate, romantic get away or the ultra affordable family ski vacation? These one bedroom units are located on the Great Eastern Ski Trail and are serviced by the Killington Skyeship Gondola (high speed, eight person, and HEATED)! Each deck has a private outdoor hot tub...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Sauna
    • Washer
    • Hot Tub
    • Grill
    • Internet Access
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You won't be far from the action in this dog-friendly mountain townhome, no matter the season! With both the slopes and some excellent golf courses nearby, you'll find plenty of ways to fill your days with fun and activity. As an added bonus, this dog-friendly vacation rental includes access to...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    The White House - Seven Bedroom Private Vermont Country Home with Outdoor Hot1 / 24
    (1)Excellent
    Killington
    7 Bedrooms, 3 Bathrooms, Sleeps 24 Quick View
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    • Parking
    • Hot Tub
    • Washer
    • Mountain Views
    • Internet Access
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2016
    On arrival the house is huge, although it sleeps 20 we would not have put lots into the big room however for our group of 8 it was fun. The Jacuzzi and the Pool Room a huge...
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    About this property
    This very spacious two level house, with plenty of country farmhouse charm, is conveniently located to restaurants and the night life as well as the Killington Ski Area. Large outside hot tub, pool table, 42' flat screen TV, in addition to new beds, bedspreads, and drapes. The fully equipped...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 24
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Balcony
    • Internet Access
    • DVD Player
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Slopeside Estate Apartment space is separate from the house, which represents an additional apartment above the detached garage on the property. That space can be rented to compliment your housing needs. The Slopeside Estate Apartment features one bedroom (king size bed) and a sleeping loft...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Patio
    • Hot Tub
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
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    About this property
    Come ski Killington and Pico Peak mountains while staying in this lovely Vermont Chalet located only 7 miles and a 15-minute drive from the Killington access road and shops! This beautiful Vermont Chalet is located on the side of a high mountain right off picturesque Route VT-100, and it...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 20
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    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Enjoy three levels of pure decadence at this gorgeous Killington vacation rental. Soak in the hot tub or recline in any of the three living rooms. With six bedrooms and two sleeping lofts, up to 16 people can get that much-needed shut eye! The slopes at Killington are just three miles away and...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    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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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Washer
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    Smoking allowed
    About this property
    The Navillus House has the distinction of sitting right on Killington’s number one novice ski trail, the Great Eastern, and is serviced by the Killington Skyeship Gondola (eight person, high speed and HEATED)! This home was completely rebuilt two years ago with no expense spared. The interior...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Dean Hill Chalet: This spacious five bedroom chalet located smack in the Center of the Killington Basin area. Just minutes away from Killington Road, Snowshed, Ramshead and Killington Base Lodges. In between you find all the ski shops, Restaurants, bars and night life Killington has to offer....
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    Pet friendly
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    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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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    A beautiful custom built home on 18 acres in the heart of Killington. This unique property was built for those who truly enjoy life, family and entertaining. Significant thought and care went into every detail of this 6, 000 square foot home. Features include, gourmet kitchen, open floor plan,...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Killington
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    About this property
    The Slopeside Estate features Five Bedrooms and Four Full Size Custom Bathrooms, covering four floors of elegant living space. The master bedroom suite features a king size bed with an en suite custom bathroom featuring a steam shower, heated towel bars, jetted tub and a Toto NeoRest electronic...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Bethel
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    *Spacious 2 bdrm. Apt.fully equipped kitchen*Beautiful rural setting in Heart of Vermont.Privacy, nature,stunning views.*Hollywood author Per Hampton of trilogy, SUNSET & VINE :Loose Lips, uses Hidden House as his writers retreat.Lounge on the sofa or on one of 2 porches or deck and get inspired or...
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    Bethel, Vermont 05032
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    If you are looking for more room to roam, while maintaining the ultimate in slopeside convenience and amenities, then treat your group to the Trailside Village Three Bedroom Townhouse Condo. These units have a wood burning fireplace and we supply all the wood you can burn, including fire starters!...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Smoking allowed
    About this property
    The '76' house is truly a special slopeside property. It is located in Killington’s Trailside Village, along the Great Eastern ski trail, which is Killington’s number one slopeside address! Designed by a famous architect, this home has lines in are beyond creative! The Trailside Village 76 House...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
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    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Wonderful three bedroom two bathroom home located in the mountains of Pittsfield, Vermont - a postcard Vermont town. Hawk Landing is surrounded by lush woods, offering a perfect getaway for families and small groups. Only a short drive to all that Killington has to offer. This wonderful family...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for more room to roam, while maintaining the ultimate in slopeside convenience and amenities, then treat your group to the Trailside Village Three Bedroom Townhouse Condo. These units have a wood burning fireplace and we supply all the wood you can burn, including fire starters!...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Charming doesn't begin to describe this Killington home. When you stay in this house you can look forward to amazing amenities, from a wood-burning fireplace to a communal spa to a jetted tub in the master bath. This home is in The Woods Resort and Spa, which is just four miles from Killington...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    As one of the rare ski-on/ski-off complexes in the Sunrise Mountain Village community, this vacation townhouse is perfect for your ultimate ski getaway with amazing amenities and a great location. This home has immediate access to the Sunrise Triple Chairlift. Grab the Diamond Express Shuttle to...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    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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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Killington
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Vistas at Sunrise provides a home of comfort and timeless beauty. The Architecture reflects the elegant simplicity of nature, and the tranquility of its surroundings. From the breathtaking front entrance, to the private balconies and baths, which adjoin each of the four bedroom suites, the...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    Killington
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This cozy cottage in the Green Mountains of Vermont is a stellar choice for your next New England getaway. Nestled in a grove of birch and pine, this three-story, dog-friendly home boasts a huge deck and lies just a short drive from Killington Ski Resort, the Green Mountain Golf Course, and the...
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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Killington
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Smoking allowed
    About this property
    We are proud to introduce the newest member of our family here in Killington, a spectacular 5,500 sq. ft. property known as The Top Star House. (227 Dean Hill Road, Killington, VT 05751) This special property is brand new and located in the heart of Killington, providing a unique opportunity to...
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    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    Killington
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Smoking allowed
    About this property
    The Mountainside House is a six bedroom, six and one half bath, 10,000 square foot, custom built property that is recognized as the finest slopeside estate in the Village of Killington. Each of the six bedroom suites has their own private bathroom. There is a half bath powder room off of the...
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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for the ultimate, romantic get away or the ultra affordable family ski vacation? These one bedroom units are located on the Great Eastern Ski Trail and are serviced by the Killington Skyeship Gondola (high speed, eight person, and HEATED)! Each deck has a private outdoor hot tub...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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