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Wilmington Vacation Rentals

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    Travelers to Wilmington are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    All 53 Rentals in Wilmington
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    Condo on Haystack/Hermitage Ski Mountain1 / 25
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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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    3 BR/2 Bath Post and Beam - Next to Haystack Golf Course.1 / 17
    (4)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Family vacation destination - farm cottage w/ onsite activities1 / 14
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Grill
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lakefront Log Cabin, Perfect Vacation Spot for Winter season fun.1 / 24
    (3)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    Pet friendly
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Quintessential Vermont Chalet1 / 23
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Central Heating
    • Patio
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    CH #025  025-021 / 10
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Internet Access
    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.
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Minutes from HERMITAGE AND MOUNT SNOW...3BR/2BTH TownHouse1 / 16
    NEW!
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Satellite TV
    • Parking
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This completely renovated townhouse features three bedrooms + a separate loft with Queen Sleeper and two full bathrooms. Brand new Gas stove. Open floor plan. Large deck with open mountain views and grill. 20 ft ceilings, large brand new windows. Large Washer Dryer. Full open kitchen, completely...
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 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.
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • 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.
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house includes Clubhouse and Amenity Privileges.
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Grill
    • Internet Access
    • Central Heating
    • Mountain Views
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a peaceful getaway at this lovely Wilmington, Vermont cabin. With 2 bedrooms, 1 bathroom and room to sleep 6 guests, families will feel right at home. You'll love the deck overlooking the stream, a big, open yard, and a great location near recreation, dining, and more! THE PROPERTY From the...
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    Wilmington, Vermont 05363
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Internet Access
    • Parking
    • Satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Central Heating
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • 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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Internet Access
    • Parking
    • Satellite TV
    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt.1 / 21
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Hermitage Club Member's Ski Chalet 4 bed plus loft - 3 full baths1 / 24
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 14 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
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Beautiful, New Custom Built Timber Frame Home, Sleeps 121 / 22
    (1)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Central Heating
    • Grill
    • Patio
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Mountain Log Cabin Getaway1 / 24
    (8)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Satellite TV
    • Shared Indoor Pool
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    • Hot Tub
    • Internet Access
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wilmington, Vermont 05363
    Rental Home - 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
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    Pet friendly
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful Country Getaway near Downtown Wilmington!1 / 24
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Washer
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    Pet friendly
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Gorgeous Renovated, 6BR/5BA  -  Available for 2018 Seasonal Rental - VAST Access1 / 21
    (2)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    Beautiful Mountainside 2 Bedroom 2 Bath Condominium1 / 13
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Wilmington, Vermont 05363
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Mountain Top, Family Friendly Home In Vacation Neighborhood1 / 22
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Sauna
    • Central Heating
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    • Hot Tub
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    • Shared Indoor Pool
    • Internet Access
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    Pet friendly
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    PLAY IN THE SNOW, EAT, DRINK&NO NEED TO DRIVE, YOU'RE IN THE MIDDLE OF TOWN!1 / 23
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Warm Cozy Cabin In The Beautiful Green Mountains In Vermont1 / 19
    (18)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Quiet location, beautiful views Hottub & Sauna Sleigh riding on property1 / 23
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1st Class -  Brand New Custom Barn Apartment1 / 23
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    4BR - Mount Snow Ski Home in Chimney Hill - HOT TUB and Clubhouse Included1 / 23
    (15)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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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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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful  Vermont Vacation Home- Mount Snow!!1 / 23
    (9)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 14
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    1,200 Square foot chalet. 15 minutes to Mt. Snow.  WIFI1 / 17
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    • Private Outdoor Pool (Unheated)
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Beautiful 4 Bedroom + Loft with Hot Tub near Town, Mt Snow and lake! - Sleeps 101 / 22
    (1)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Beautiful Mountain Home minutes to Mt. Snow, shops, restaurants, golfing, & more1 / 24
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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    Experience the best that Southern Vermont has to offer. Just off Lake Raponda1 / 24
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Spectacular 4 Season Home On Spruce Lake Near Mt. Snow1 / 24
    (12)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    Perfect Wilmington/Mt. Snow Getaway! Central To Village, Adam's Farm & Mt. Snow!1 / 12
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Winter Special, New 5Br, CAC, 2 Mstr Suites, Sled Hill, 5 Acres, Stream, Private1 / 24
    (6)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Newly Renovated Log Home Close To Mt. Snow And Hermitage/MT Views/Vast/Pond1 / 19
    (7)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Spacious 5 Bdrm A-Frame: Walk to Lake Raponda. Wooded Setting. Ski Mount Snow!1 / 21
    (6)Very good
    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 6 Bedrooms, 2 Bathrooms, Sleeps 10
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    New Lakefront Log Home1 / 23
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Wilmington, Vermont 05363
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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