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Pet Friendly Holiday Rentals in Plymouth

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    Plymouth is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    71 Matching Rentals in the Plymouth AreaView all 285 rentals
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    Plymouth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Plymouth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Plymouth
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    The following rentals are within 15 kilometres of Plymouth.
    Hakuna Matata1 / 28
    (1)Very good
    Bridgewater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It means no worries, for the rest of your vacation. No service, no problem! That's what makes this home so special, the stress of work and everyday life seem to evaporate the second you arrive. Being surrounded by beautiful scenery, fresh clean air and the sounds of nature have made this a favorite...
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    Bridgewater, Vermont 05035 4409
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Sauna
    • Terrace
    • Balcony
    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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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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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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    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Killington Mountain Retreat: Big, fun, vacation home in Killington Resort1 / 41
    (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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    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 28
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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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    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
    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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    Killington, Vermont 05751
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 24
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    The Cabin at Killington: Left Unit - 4 BR, 2 BTH, Sleeps 12, Close to Mountain1 / 14
    (7)Very good
    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 25 October 2018
    Perfect for couple of families visiting. Neat and cozy. Easy access to market and locations. Well maintained. Cons: you need to communicate with couple of cabin host to get...
    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...
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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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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    ☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/Sauna, Fireplace1 / 17
    (3)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Washer
    • Sauna
    • Skiing: Property Is In A Ski Resort
    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
    Brand new upgrades include kitchen appliances, granite, living room furniture, luxury memory foam mattress and more. Spruce Glen offers a completely rare and much sought Vermont vacation experience, being the largest private, true ski on/off property in Killington! A carefully planned 4 townhome...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    ☆ SKI ON & OFF! ☆ Spruce Glen B on Great Eastern Trail w/Sauna+Fireplace1 / 16
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Mountain Views
    • Parking
    • Wi-Fi
    • Sauna
    • Skiing: Property Is In A Ski Resort
    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
    Spruce Glen offers a completely rare and much sought Vermont vacation experience, being the largest private, true ski on/off property in Killington! 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! Ski...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    ☆ SKI ON & OFF! ☆ Spruce Glen A on Great Eastern Trail w/Sauna, Fireplace1 / 15
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Sauna
    • Central Heating
    • Parking
    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    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
    Spruce Glen offers a completely rare and much sought Vermont vacation experience, being the largest private, true ski on/off property in Killington! 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! Ski...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Okemo chalet with Hot Tub1 / 26
    (5)Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Mountain Views
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our house is located 3.5 miles from the main entrance to Okemo Mountain. There's plenty of off-street parking available (5 cars without the need for jockeying them around). Open floor plan, wood stove (loaded firewood rack in mudroom) 5 TVs (ALL flat screens) Blu-Ray, DVD and VCR. Game room with...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Little Brook House at Echo Lake1 / 20
    (2)Excellent
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2018
    There were three couples among the group who enjoyed a week in the Little Brook House. Everything was as advertised. Each couple had their own “section” of the home, offering...
    Reviewed 5 December 2013
    Stayed here in late September. I didn't really know the area and wanted to explore so we were not there much during the day. There were only 2 of us and our dogs. We used the...
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    About this property
    THE BROOK HOUSE AT ECHO LAKE Looking for the perfect ski house for your group, convenient to Okemo and Killington? The Brook House at Echo Lake is comfortable, homey and accessible to both, on VT-100 - 4 miles to Okemo's Jackson Gore lift, 11 miles to the Killington Skyeship. This spacious,...
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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Sauna
    • Terrace
    • Balcony
    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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    Killington, Vermont 05751
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    The Lodges Bear Mountain Luxury ski-on/ski-off 3 bed 3 Bath LOW RATES-Mar/Apr1 / 50
    (1)Excellent
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Balcony
    • Parking
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This condo has a wonderful location and the price was great. The owner of the property was great to work with.
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    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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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    VERMONT cabin-- a country get-away, for fun & romance1 / 20
    (3)Excellent
    Belmont
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Central Heating
    • Outdoor Dining Area
    • Grill
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 September 2017
    Get place to get alone for our honeymoon. Secluded but not far from the romantic little Vermont towns with little shops. Ron and Dottie are willing to help with needs and...
    Reviewed 19 October 2016
    Second trip!!!! Love this spot!!!! Great cabin,awesome view, and Ron is wonderful to work with. Looking for a quiet, peaceful, close to everything spot near Ludlow Vt this is...
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    About this property
    A one-room Vermont mountain Cabin one mile to picturesque Belmont Village and Star Lake, and 6 miles to Okemo Resort and Ludlow. Enjoy this guest cabin on a knoll above our home, with a 500 sq. ft. deck overlooking Star Lake, meadows, mountain vistas and spectacular sunsets. Sleeps 1 or 2 guests...
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    Location Information
    Belmont, Vermont 05730
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    ☆ SKI ON & OFF! ☆ Spruce Glen C on Great Eastern Trail w/Sauna, Fireplace1 / 17
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Central Heating
    • Sauna
    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
    Brand new upgrades include kitchen appliances, granite, living room furniture, luxury memory foam mattress and more. Spruce Glen offers a completely rare and much sought Vermont vacation experience, being the largest private, true ski on/off property in Killington! A carefully planned 4 townhome...
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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! ☆ Renovated Trailside Townhome! NEW Steam Shower, Hot Tub, P1 / 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
    Brand new upgrades include luxury memory foam mattresses, bunk bed and double bed. Upscale alder, granite and stainless kitchen plus new marble steam shower. Our completely renovated contemporary Killington trailside condo is perfect for a family or couples getaway! Premium location a few short...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 BR Ski Chalet in VT Green Mountains1 / 39
    (4)Very good
    Ludlow
    6 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Central Heating
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    Place was nice and tidy when we arrived, having two floors was a plus with plenty of space for our family. Neighbors were friendly, one even had a really nice dog that came to...
    Reviewed 31 March 2017
    We had a great time. The home is near the ski areas, Okemo is just minutes down the road. We found the drive to the Killington Bear mountain lot to be very quick too. Some of my...
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    About this property
    Lake Rescue Chalet – A Large, Cozy Ski House Minutes from Okemo and Killington This comfortable six-bedroom chalet has a glorious outdoor hot tub to sink into after a hard day skiing nearby Okemo or Killington. With six bedrooms, two kitchens and two living/dining areas, you’ll have plenty of room...
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    Ludlow, Vermont 05149
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 16
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the nicest Killington vacation condos for rent, this 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...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    SKI Cottage -- 4th night is FREE Winter SPECIAL... minutes to Okemo1 / 32
    (2)Excellent
    Belmont
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Porch
    • Central Heating
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2016
    Our second stay in this cottage that is really a comfortable and beautifully situated house. You can relax at home in the shade or on the deck, enjoying the mountain views and...
    Reviewed 3 August 2015
    From arrival, this house was all that I had expected and hoped for. The location is great with so much to take advantage of close by: hiking, kayaking, swimming holes, Weston...
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    About this property
    LOCATION: Belmont, Vermont (near Okemo) A cozy Vermont mountain cottage one mile to picturesque Belmont Village and Star Lake, and 6 miles to Okemo Ski Resort and Ludlow. A private location with a deck overlooking Star Lake, meadows and mountain vistas (with a 75 mile view!). Sleeps 2 to...
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    Location Information
    Belmont, Vermont 05730
    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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    25 Acre Mtn Playground, 2 Bd, Great Ski Access, Close to Okemo, VAST trails1 / 26
    (1)Excellent
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Parking
    • Central Heating
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2016
    With a large, fully-serviceable kitchen, we baked bread and muffins, made homemade pizzas, and pasta, and even pancakes and bacon with no shortage of cookware. A washer /dryer...
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    About this property
    Modern 2 Bedroom Condo In A Charming Farmhouse, 25 Beautiful, Quiet Acres - 5 Miles To Okemo Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any season! The Big Barn Farm has two 2-bedrooom condos which have been completely updated...
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    Location Information
    Ludlow, Vermont 05153
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Washer
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    • DVD Player
    • Sauna
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    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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    Vermont Log Home On 21 Acres Btwn Okemo/killington1 / 35
    (4)Very good
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Porch
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2018
    This vacation rental is very charming and it is in a quiet and beautiful location. Bill is an excellent host and takes good care of his guests. He accommodated to our requests...
    Reviewed 12 March 2018
    Thank you Bill for keeping your home in such a magnificent mountain climate. Your house reminds me places that I have visited in my home country during my mountain trips. My...
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    Dreaming of a Vermont vacation? OUR 'HOME AWAY FROM HOME' IN MOUNT HOLLY IS LESS THAN THREE HOURS FROM BOSTON... and... LESS THAN FIVE HOURS FROM NEW YORK CITY...(the 'Ethan Allan Express' and 'The Vermonter' on Amtrak run daily from Penn Station to Rutland and Bellows Falls, Vermont...just in...
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    Ludlow, Vermont 05758
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Season Cabin - sleeping porch lake trails playground1 / 21
    (2)Excellent
    Mount Holly
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Porch
    • Parking
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    Has been an amazing week . We have hiked, canoeing, kayaking, enjoyed card and family stories by lamp light. Entire family has had fun , including our dog Cosmo. Loved the cabin...
    Reviewed 27 May 2015
    We had a fantastic time here it is in a very scenic beautiful location and it is very peaceful the owner even left us some homemade maple syrup and listings of stuff to do in...
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    About this property
    Ripley Hill Cabin, our largest cabin, is located on a hill overlooking the Farm Pond, one of two swimming spots. It has a wood stove and a field-stone fireplace to warm a chilly evening. The cabin has two private bedrooms. One has a full bed and the second has a full bed and a twin bed. There is a...
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    Mount Holly, Vermont 05758
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Clifford Country Bed & Breakfast, open May-October1 / 24
    (12)Excellent
    Mount Holly
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Parking
    • Shared Garden
    • Central Heating
    • Porch
    • Outdoor Dining Area
    • Mountain Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2017
    If you are looking for a nice getaway of buzzing city life to get in touch with Vermonts picturesque nature and landscapes. This is the place for you.We stayed during October...
    Reviewed 16 August 2017
    Emily is a fabulous hostess, a very good cook, and a master gardener. She used her garden veggies and herbs for our meals. Her B&B was warm and inviting and very clean...
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    About this property
    Not just a place to stay. Property features beautiful flower gardens, bountiful vegetable beds, woodland paths with seating areas for relaxation, children's toys and more. Conveniently located in the Okemo Valley in southern Vermont, easily accessible from New York or Boston for a weekend or...
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    Location Information
    Mount Holly, Vermont 05758
    Private Room - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Ski Chalet Close to Main St & Okemo Mtn1 / 26
    (1)Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Mountain Views
    • Washer
    • Patio
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2015
    My wife myself and two adult children spent a weekend in late August. The house was clean, well equipped and comfortable. There is plenty of beds for an extended family.The...
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    About this property
    New Listing 1st Night 1/2 Off! Charming Ski Chalet Close to Main St & Okemo Mtn Welcome to The Hromada Inn! (The 'H' is silent) Our home is located less than an half mile from Main Street, Ludlow and less than 2 miles from Okemo Mountain Ski Resort. Just purchased in August of 2013 our family...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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    Charming, dog-friendly home w/ huge deck & game room - minutes to Okemo1 / 32
    (1)Very good
    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2018
    Good dog friendly home in the woods. Very spacious for up to 10 people. Good price. A few notes: if you're looking for that VT fly fish or trout experience, not the right area...
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    About this property
    Year-round outdoor fun awaits at this lovely home in the hills of southern Vermont! Located right on the banks of Lake Rescue and just a few miles from Okemo Mountain Resort, this spacious rental accommodates up to 10 guests and features a huge deck, a game room, and a cozy wood-burning fireplace,...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Close to Okemo, 25 Acre Mtn Playground, 2 Bd, Great Ski Access, VAST trails1 / 13
    (1)Very good
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2017
    This is a terrific, family-friendly rental with all the amenities just a hop skip and jump from Okemo Mountain. The kids loved staying in this spacious home-away-from-home and...
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    About this property
    Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any season! The Big Barn Farm has two 2-bedrooom condos which have been completely updated with all the modern amenities. This listing is for the Lower Unit. The Big Barn Farm is a...
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    Ludlow, Vermont 05153
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Internet Access
    • Hot Tub
    • Washer
    • Sauna
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    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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    • 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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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Mountain Views
    • Internet Access
    • Sauna
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • Washer
    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
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Washer
    • Sauna
    • Patio
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
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    Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.1 / 27
    (1)Excellent
    Reading
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2018
    Are you looking for a true Vermont experience? Look no further than this comfortable, quaint, relaxing village farm house, with 4 bedrooms. Sleeps 8. We enjoyed walking in the...
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    About this property
    Ski dates still available! Convenient, updated village farmhouse, 2 hrs from Boston, mins to GMHA, Okemo, Killington, Ascutney, Suicide Six, XC skiing. WiFi, high-speed internet, Netflix, Pandora, smartTV. Fine dining, pubs, art galleries, Long Trail & Harpoon, cheese-making, apple-picking & maple...
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    Location Information
    Reading, Vermont 05062
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 22 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 22
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    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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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Patio
    • Grill
    • Internet Access
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Sauna
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    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
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    • 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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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Killington
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Washer
    Suitability
    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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    Bridgewater Corners
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Patio
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    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan to enjoy your next big family vacation or holiday celebration at this secluded and dog-friendly cabin close to a branch of the winding Ottauquechee River. Enjoy deluxe indoor and outdoor amenities, all within a short drive of historic villages and towns and prime skiing at Killington. A stay...
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    Location Information
    Bridgewater Corners, Vermont 02478
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Air Conditioning
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    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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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
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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