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Grafton Family & Kid Friendly Rentals

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    All 20 Rentals in Grafton
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    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 10 miles of Grafton.
    Charming and cozy Log cabin near Stratton Vermont1 / 12
    (1)Excellent
    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Jamaica
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Jamaica
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bear Creek Condo just minutes from Stratton Mountain. Enjoy this newly remodeled condo with up to 12 of your friends/family. Two queen sized beds, two full sized bunk beds in the kids room. Large Screen TV in the Kids room and Family Room. Brand New Everything. Linens and Towels included for...
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    Jamaica, Vermont 05343
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Hugging Bear Inn - Tower Room1 / 10
    (1)Very good
    Chester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
    • Air Conditioning
    • Terrace
    • Balcony
    • DVD Player
    • Cable/satellite TV
    • Secure Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2015
    We stay in Vermont several times a year and this time we stayed at the Hugging Bear Innin Chester. Laura and her family are wonderful people and welcomed us into their home as...
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    About this property
    The Tower Room in Hugging Bear Inn and Shoppe, a bed 'n breakfast Inn. Cozy and romantic with queen-sized bed, full private bathroom with shower and air-conditioning for hot weather days. A round room (actually hexagonal) in the tower of this Victorian home overlooks the village green. Full Vermont...
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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chester
    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Terrace
    • Air Conditioning
    • Balcony
    • DVD Player
    • Porch
    • Internet Access
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This listing is an option for renting the entire Inn. Individual rooms can be rented as well. Please check our other listings for individual rooms. Thank you!!! Bed & Breakfast Inn and Teddy Bear and Toy Shop. The Inn - an historic Victorian residence circa 1850, is an enchanting B & B in the...
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    Chester, Vermont 05143
    Private Room - 6 Bedrooms, 7 Bathrooms, Sleeps 18
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    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Amare Guesthouse is a relaxed and inviting recently restored Victorian home steps from downtown Chester VT. From coffee to cocktails relax on one of the large porches. Walking distance to restaurants and pubs, rivers, farms, trails, antique shops, galleries, and a grocery store.  Enjoy small...
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    Chester, Vermont 05143
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Modern cabin in the woods - upscale seclusion in tranquil setting, dogs welcome!1 / 31
    (1)Very good
    Windham
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Cable/satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2018
    Having worked hard for a year on our new house in New Hampshire, my wife and I decided to unwind for a couple of days at this wooded cabin in Vermont for our 36h Wedding...
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    About this property
    If the mountains of Vermont are calling your name, come stay in this beautiful, modern cabin in the woods and revel in its superb blend of upscale design and quiet, tranquil seclusion. You can bring along your beloved dog, as well, for a small nightly fee! You'll be nestled in tall evergreens,...
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    Windham, Vermont 05359
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Chester
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Secure Parking
    • Porch
    • Internet Access
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A room with calming earth tones. This is a medium sized room with one queen and one full double bed, private bathroom with shower and air-conditioning for hot weather days. This listing is an option for renting an individual room in the Inn. The entire Inn can be rented as well. Please check our...
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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Chester
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Terrace
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Porch
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overlooking the village green, this bright and spacious room accommodates a family or group of people. Has two queen-sized beds and a love-seat sleeper sofa with a twin bed. Has wall-to-wall carpeting, private bath with shower and air conditioning for hot weather days. Also features a infrared...
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    Location Information
    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Windham
    6 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a picturesque, rustic contemporary 5000 sq. ft. home on 15 acres with a private drive. The location is 5 miles from Magic Mountain, 15 miles from Stratton, 16 miles from Bromely, and 17 miles from Okemo. VAST trails are a few hundred yards away for snowmobiles and walking. There are 5...
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    Location Information
    Windham, Vermont 05359
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 18
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    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Balcony
    • Grill
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience Jamaica in all its year-round glory: Swim in the rivers, lakes, canoe, kayak, sail, hike to the water falls ,leaf-peep, shop, ski Stratton, snow-shoe, cross-country, kayak, sail, walk across the bridge to the State Park. Jamaica village is a stone's throw away by foot. Make our...
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    Location Information
    Jamaica, Vermont 05343
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Andover
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are seeking to get away from the craziness of everyday life and take in natural beauty and the enjoyment of downhill and cross country skiing, snowshoeing, hiking, antique shopping, and cool resturants you found the right spot. Close to: Okemo, Bromley, Killington, Jackson Gore, and Magic...
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    Andover, Vermont 05143
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Large, Lovely, Affordable Mountain Home1 / 20
    (3)Very good
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Balcony
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 23, 2014
    First of all, I want to thank Mary for being very friendly in providing us with information and details on getting to their house. We (group of 7) did not get to meet them...
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    About this property
    The Windham Country House, a spacious contemporary home, sits on a secluded country road, providing you with peace, privacy and beautiful scenery, while being near many of southern Vermont's activities. GREAT ACCOMMODATIONS The Windham Country House has five large, lovely bedrooms and three full...
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    Location Information
    Windham, Vermont 05359
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Chester
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Mountain Views
    • Internet Access
    • Private Yard
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Carriage House is less than a mile to charming Chester Village-enjoy quaint restaurants and pubs, antique shops, art galleries, and a country market. Explore southern Vermont’s famous hiking trails, world class skiing, farms, winding rivers and breweries (near Harpoon & Long Trail) Close...
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    Location Information
    Chester, Vermont 05143
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Jamaica
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Central Heating
    • Mountain Views
    • Housekeeping Included
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular timberframe home. Quintessential Vermont experience. More ski lodge than house. The non-skiers will be very happy spending time here. A short 4-mile drive to the Stratton access road. (12 minutes door-to-door to the ski resort). One of the finest rental homes in Southern Vermont....
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    Location Information
    Jamaica, Vermont 05343
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 1843 Stone House is a pre-civil war home that is quaint and comfortable for 2 families or 3 couples. The house is full of charm while also providing modern amenities. The Chester Village green is a short walk from the house where shops and restaurants are housed in buildings from yesteryear....
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    Location Information
    Chester, Vermont 05143
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Windham
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a Vermont vacation from the pages of a magazine at this three-bedroom Windham home, a secluded country house with an open living space, an expansive deck and yard, and nearby access to picturesque villages, hiking trails, and ski slopes! This home sits on a grassy, tree-lined property...
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    Location Information
    Windham, Vermont 05359
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Jamaica
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Balcony
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Yard
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful home in a quiet area in the woods with magnificent views. An easy 10 minute ride to Stratton and other ski areas. Main floor of house includes master bedroom with king bed and bathroom suite including spa tub and stall shower. Fully stocked kitchen with eating kitchen as well as counter...
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    Location Information
    Jamaica, Vermont 05343
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    South Londonderry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Sauna
    • Parking
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious studio-style condo is located right in the heart of Stratten Village. The complex has shared amenities like an outdoor pool and hot tub, a sauna, and laundry facilities. The condo also offers an electric fireplace for plenty of ski chalet ambiance. What's nearby: Stratton Village...
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    Location Information
    South Londonderry, Vermont 05155
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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