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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!
    72 Matching Rentals in the Plymouth AreaView all 345 rentals
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    Plymouth
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Plymouth
    10 Bedrooms, 3 Bathrooms, Sleeps 18 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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    • Waterfront
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottage is such a relaxing, calming place. We have added many 'must-have' conveniences with high quality creature comforts because it needs to be 'that' special place. We love entertaining at the cottage because the set-up is so 'entertainment friendly' and there is plenty of room for many...
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    Location Information
    Plymouth, Vermont 05056
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    The following rentals are within 15 kilometres of Plymouth.
    The Cabin at Killington: Left Unit - 4 BR, 2 BTH, Sleeps 12, Close to Mountain1 / 14
    (6)Excellent
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2017
    Very nice home, well kept and comfortable. Everything you need is available in the home. Very quiet area, no traffic on roads but access road is easy to get to. Would definitely...
    Reviewed 14 August 2013
    The house was spacious, clean and had all the necessaties. Overall we had a great time. The only drawback is that you share the house with another unit, and if they stay up...
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    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    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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    ☆ SKI ON & OFF ☆ Spruce Glen Townhome A on Great Eastern Trail w/Sauna, Fire1 / 26
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Sauna
    • Central Heating
    • Patio
    • 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
    New Ownership and New Updates this season! 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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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    ☆ SKI ON & OFF ☆ Spruce Glen Townhome B on Great Eastern Trail w/Sauna, Fire1 / 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 and New Updates this season! 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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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    ☆ SKI ON & OFF ☆ Spruce Glen Townhome D on Great Eastern Trail w/Sauna, Fire1 / 23
    (3)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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 and New Renovations this season! 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...
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    Location Information
    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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    • 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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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington
    8 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 24
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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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    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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 28
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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
    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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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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
    • Parking
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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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    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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    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 1 week ago
    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
    LITTLE BROOK HOUSE AT ECHO LAKE Looking for the perfect ski house for your group, convenient to Okemo and Killington? Little Brook House at Echo Lake is comfortable, homey and accessible to both, on VT-100 - 3.5 miles to Okemo's Jackson Gore lift, 11 miles to the Killington Skyeship. This...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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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 13 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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    About this property
    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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    Location Information
    Ludlow, Vermont 05758
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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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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    Location Information
    Killington, Vermont 05035
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    ☆ SKI ON & OFF ☆ Spruce Glen Townhome C on Great Eastern Trail w/Sauna, Fir1 / 23
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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...
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    About this property
    New Ownership and New Renovations this season! 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...
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    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    • Parking
    • Washer
    • Cable/satellite TV
    • Internet Access
    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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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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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    ☆ SKI ON & OFF ☆ Newly Renovated Trailside Townhome! Steam Shower, Hot Tub,1 / 16
    (3)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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 completely renovated 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,...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    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
    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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    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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    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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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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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
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    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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    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 24
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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
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    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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    6 BR Ski Chalet in VT Green Mountains1 / 40
    (4)Very good
    Ludlow
    6 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Waterfront
    • DVD Player
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    • 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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    Lake Rescue Chalet – A Large, Cozy Ski House Minutes from Okemo and Killington This house has it all – a glorious outdoor hot tub to sink into after a hard day skiing nearby Okemo or Killington. Six bedrooms. Two kitchens, two living rooms and two dining rooms. Plenty of room for your group of up...
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    Ludlow, Vermont 05149
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 16
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • 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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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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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
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    • 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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    Belmont, Vermont 05730
    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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    • Washer
    • Hot Tub
    • DVD Player
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    • 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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    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Make your next ski vacation one to remember with this amazing one-bedroom, one-bathroom home for six in Vermont! With a shared seasonal pool and walk to the slope access of Okemo Mountain, you're guaranteed fun no matter the time of year. Just a short walk from the beginner Sachem Trail and the...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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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
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    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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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    Belmont, Vermont 05730
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Location Information
    Mount Holly, Vermont 05758
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Killington
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Patio
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    • 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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    Killington, Vermont 05751
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Bridgewater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
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    • 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
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Sauna
    • Hot Tub
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Mountain Views
    • Internet Access
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    • 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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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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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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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you love the Vermont outdoors, this home is for you! Riverview is a 4-bedroom private home in the heart of Killington. Winter fun is minutes away with the Skyship gondola just 5 minutes from the home and 10 minutes to the main basin for all the night life Killington has to offer. Located on the...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Sauna
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    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
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    • Mountain Views
    • Hot Tub
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    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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    Killington
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Sauna
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    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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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Internet Access
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    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
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    • Shared Indoor Pool
    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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