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Wilmington Family & Kid Friendly Rentals

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    Travelers to Wilmington are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    16 Matching Rentals in WilmingtonView all 36 rentals
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    Condo on Haystack/Hermitage Ski Mountain1 / 28
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    6 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    After a long day on the slopes come home and relax in privacy in your own hot tub. It also has a great 2nd living area and has all the comforts of home. It is private and located at the end of a cul-de-sac. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD...
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Mount Snow Area Home with 5 Bedrooms1 / 13
    (1)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 2016
    Very nice and cozy place to stay. I went for a long weekend with extended family and we had a great time. The main floor, with its renovations, is beautiful and was a great...
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    About this property
    Get away any time of the year to this great, quiet Mt. Snow area home. Close to Mt Snow, Downtown Wilmington, Lake Whitingham and Lake Raponda. Located within the Chimney Hill Association. You can relax, ski, snowmobile in the winter...swim, hike, bike in the summer...leaf 'peep ' in the...
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Porch
    • Internet Access
    • Waterfront
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This new lakefront log cabin is available the rental season! Minutes away from Mount Snow and Stratton, winter activities include: skiing, ice skating and ice fishing. Also 2 miles from the center of Wilmington. The property has 160 ft of water frontage on Spruce Lake. Fish for brook trout in...
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The location is ideal for families as the house is up on the hill with only a 3 minute walk to the clubhouse. When you walk up to the house enjoy the deep covered porch providing some shade in the summer while you sit in the Adirondack chairs listening to the babbling brook nearby. Then enter the...
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Additional amenities: Basketball, Biking, Clubhouse, Ground Level, Heated Pool-Clubhouse, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Mudroom/Entry, Rent: Short-Term, Tennis, Volleyball, Washer & Dryer
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    Wilmington, Vermont 05363
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful vacation home is the perfect place to spend quality time with family and friends! We are only 5 miles from Mt. Snow and 5 miles to Lake Whitingham making it centrally located for outdoor activities all year long. Our chalet-style home features a large, level lot for fun and games, a...
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Shared Indoor Pool
    • Cable/satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chalet/vacation home 7 miles to Mount Snow Resort/ski area. Located in Chimney Hill a 4 seasons resort community of single family vacation homes offers many amenities - clubhouse w/indoor & outdoor pools, gym, theater, game room. On-site tennis, fishing, ice skating ring w/warming hut, hiking...
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In this unique and peaceful house, the mountain views will greet you every morning through the bay window in the master bedroom. The porch offers a wider view of the same mountains as well as a gas grill. With a fully equipped kitchen, a luxurious shower, and two wood-burning stoves, this home has...
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • DVD Player
    • Private Yard
    • Air Conditioning
    • Shared Indoor Pool
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Chimney Hill Homestead, a perfect place to gather and make memories with family and friends or just get back to nature. Spend an afternoon sipping wine on our wraparound porch as you take in the view of the wooded scenery. There is something for everyone - hiking, kayaking...
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Swiss chalet style home located within the Green Mountain National Forest, and a short drive from Wilmington VT, Mount Snow, and Stratton Mountain Resort. This 3-bedroom, 1.5-bathroom home comfortably sleeps 8 adults. Enjoyable amenities include a new kitchen, updated bathroom, BBQ grill,...
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our house on Porcupine Lane is a bright, beautiful, four bedroom, two bathroom home. Located on two lots and surrounded by forest, it provides lots of privacy and is only a short walk up to the Duck Pond and its adjacent tennis court. There are new hardwood floors on the main level as well as a new...
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Additional amenities: Basketball, Biking, Clubhouse, Coffee Maker, Den/Second Living Area, Fire Pit, Heated Pool-Clubhouse, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Loft, Outdoor Furniture, Pool Table/Game Table, Rent: LTS, Rent: Short-Term, Tennis, Volleyball, Washer & Dryer, Wood...
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    Location Information
    Wilmington, Vermont 05363
    Cabin - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy our 4 bedroom, 2 bathroom home in the charming Chimney Hill area of Wilmington, VT. This home is a perfect getaway for those looking for easy living, rest, relaxation, and family fun. The house has 4 bedrooms and comfortable sleeps 8 adults. Master bedroom has a King bed, and there is...
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wilmington Flight and Weather Info
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    Albany Intl Airport
    48.1 miles from Wilmington
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