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Wilmington Holiday Rentals

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    Travellers to Wilmington are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 60 Rentals in Wilmington
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Condo on Haystack/Hermitage Ski Mountain1 / 20
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Mountain Views
    • Balcony
    • Central Heating
    • Wi-Fi
    • Washer
    • Grill
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2016
    Another great birthday weekend! This is where I go every year for a weekend in March with my husband, our adult children and their girlfriends. The skiers and boarders love...
    Reviewed 10 September 2016
    Beautifully decorated, spacious condo. Multiple bedrooms and bathrooms. Perfect location for skiing, hiking, biking or golfing. Close to many restaurants. Perfect getaway...
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    About this property
    1900sq feet / 3 floor condo located on entrance road to Hermitage/Haystack Mountain - easy access to ski resort. 4 miles to Mt. Snow. Located on VAST trails. Amazing skiing, golfing, hiking, biking, snowmobiling and lakes. Many fine new restaurants and boutique shopping located in area.
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    Wilmington, Vermont 05363
    Condo/Apartment - 3 Bedrooms, 3 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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    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 January 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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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 37 Three Streams way! Gary and Romer purchased the lot from Gary's brother back in the '80's. When it came time to build in 1988, our contractor offered 4 popular models. One of the models was called "The Norwich" - and since we lived in Norwich, CT, that is the model we selected....
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cabin minutes from Mount Snow and Pet Friendly1 / 11
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Grill
    • Porch
    • DVD Player
    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 January 2015
    Nice VT style house in the woods but minutes to town, Mt Snow, and other outdoor activities. This home is right down the road from the community indoor pool, hot tub...
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    About this property
    This 3 bedroom 2 bath home is located in the Chimney Hill resort community, Wilmington, Vermont. Two bedrooms on the main floor, and one bedroom and a loft on the second floor. Main level with living room, kitchen, and dining room. Beautiful finished basement is now a game room and TV room. Home...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a lovely Vermont chalet - style home with 3 bedrooms, 2 full baths, a fireplace, deck, cable TV with DVD player and an X-Box. This home has all the modern conveniences to make your stay as comfortable as your own home. It also comes with WiFi so you can stay connected.This house...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 2 bathroom home is a custom built log home. It has an interior that is tastefully decorated. It has a loft area and a fireplace to enhance the Vermont country essence. It also has internet available for those who need to stay connected. 4 Wheel Drive - RECOMMENDEDThis house...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a wonderful vacation home located across from the clubhouse. It has access to the snowmobile trails. This home has a wood fireplace and gameroom. This house includes Clubhouse and Amenity Privileges. Additional amenities include: pool table, coffee maker, wood-burning stove, washer/dryer,...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Mountain Views
    • DVD Player
    • Washer
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set hilltop, just above the Chimney Hill Community Center (Clubhouse). Enjoy all that So. Vermont has to offer. Enjoy area activities and festivals, or, relax and recharge. Wilmington/Dover has what you are looking for. Ski, hike, snowmobile, bike, take in a good book or watch the big game....
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 3 bedroom home is a great vacation spot. It has lots to offer including a second living area, 3 color tv's and a sunroom. It also has a lovely deck to enjoy the beautiful Vermont surroundings. This house includes Clubhouse and Amenity Privileges. Additional amenities include: ski...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    CH #25  25-021 / 7
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2016
    The home was clean and very nice. Nestled in the woods with plenty of places to take the dog for a stroll. The clubhouse is amazing and run by such nice people who make you...
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    About this property
    A cozy 3 bedroom, 2 bath salt box with sunny exposure. Located in the Pond Loop Area with Tennis court and fishing pond for the summer and direct access to the Chimney Hill trail system for snowmobiling and hiking. Make this well kept home your vacation home away from home.This house includes...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is comfortable and cozy. Accepts pets. Has WiFi and surround sound.This house includes Clubhouse and Amenity Privileges. Additional amenities include: coffee maker, washer/dryer, basketball, volleyball, tennis.
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Satellite TV
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house includes Clubhouse and Amenity Privileges. Additional amenities include: pool table, coffee maker, wood-burning stove, washer/dryer, tennis, volleyball, basketball.
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Internet Access
    • Satellite TV
    • Central Heating
    • DVD Player
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • Central Heating
    • Grill
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Washer
    • Parking
    • Central Heating
    • Grill
    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 1 Quick View
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    • Washer
    • Terrace
    • Patio
    • Central Heating
    • Internet Access
    • Grill
    • Parking
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 1
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Parking
    • DVD Player
    • Washer
    • Satellite TV
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    • Grill
    • Central Heating
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    Pet friendly
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    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Grill
    • Satellite TV
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    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • DVD Player
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    Pet friendly
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Sauna
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    • Shared Indoor Pool
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    Pet friendly
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Wilmington, Vermont 05363
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Sauna
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 9
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    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Hot Tub
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    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Satellite TV
    • Central Heating
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    • Shared Indoor Pool
    • Patio
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    Smoking allowed
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Washer
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    • Grill
    • Satellite TV
    • Patio
    • DVD Player
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    Kid friendly
    Smoking allowed
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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