We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in North Bennington

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    €298 Average
    €0€1,000+
    Suitability
    More filters
    All 114 Rentals in North Bennington
    Sort by:
    Default
    Don't let other travellers get your favourite North Bennington area holiday rental. You're so close to securing your perfect getaway. Book today.
    The following rentals are within 30 kilometers of North Bennington.
    Dover, VT
    5 of 5 bubbles
    7 Reviews
    4 Bedrooms, Sleeps 12Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Manchester, VT
    5 of 5 bubbles
    10 Reviews
    1 Bedroom, Sleeps 2Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Dover, VT
    5 of 5 bubbles
    6 Reviews
    2 Bedrooms, Sleeps 8Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Dover, VT
    5 of 5 bubbles
    5 Reviews
    2 Bedrooms, Sleeps 8Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Washer
    • Grill
    • Satellite TV
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 March 2017
    Perfect location and condo kept in excellent condition. Ski on/ ski off made such a difference and it is definitely a condo I'm keeping in mind for next years ski trip. Owner is...
    See all reviews
    About this property
    Condo building is sited on a beginners slope (lift served) at the Carinthia section of Mount Snow in the Green mountains of Southern Vermont. The Carnithia area has been converted to a series of terrain parks of varying difficulty. It is very popular with children and young adults. The unit sleeps...
    View all property information
    Location Information
    Dover, Vermont 05356
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Stratton Mountain, VT
    5 of 5 bubbles
    5 Reviews
    3 Bedrooms, Sleeps 8Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Mountain Views
    • Outdoor Dining Area
    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 January 2017
    Beautiful condo in Bromley Mountain our family loved to stay at the Sheys hideaway. Beautifully appointed condo very convenient to the mountain everything was clean and we...
    Excellent of 5 bubbles
    Reviewed 4 January 2016
    As all of the other reviews state, we also absolutely enjoyed our stay at "Sheky's Hideaway". We were very grateful and excited when we were able to book the condo with a group...
    See all reviews
    About this property
    A five minute drive from Bromley mountain, this condo is surrounded by everything that makes Vermont such a beautiful and natural state. For winter goers, you'll have your choice of three mountains within a 30 minute drive. For summer and fall goers, you'll have the opportunity to truly experience...
    View all property information
    Location Information
    Stratton Mountain, Vermont 05152
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Stratton Mountain, VT
    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 5Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Terrace
    • Parking
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 13 March 2017
    Owner was very accommodating and went above and beyond when we left a few items behind. The condo was perfect for me and a few friends. Close to the village. I would do this again!
    Excellent of 5 bubbles
    Reviewed 15 February 2017
    Fantastic condo very close to Stratton Mountain. Owner was very friendly and quick to respond to any questions I may have had.
    See all reviews
    About this property
    Fully renovated condo within easy walk to Stratton Village, with restaurants, shops and the slopes. Many Festivals throughout summer and fall. Granite countertops, tiled baths, new carpet, paint and furniture and outside deck. Winter views of the slopes. Free shuttle. Walk to Stratton Sports Center...
    View all property information
    Location Information
    Stratton Mountain, Vermont 05340
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    Manchester, VT
    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 6Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Grill
    • Patio
    • Balcony
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 23 September 2016
    Travelled from the UK to this beautiful house for my retirement celebration holiday with my family. Loved it from the moment we saw it. The location is peaceful but close to...
    See all reviews
    About this property
    Newly renovated home, with top of the line kitchen. Master bedroom retreat. A living room on both floors for entertaining. Open plan living on second floor. Central Air Conditioning. Stone fireplaces. Laundry onsite. Spectacular views from every window. Only a five minute drive from the center of...
    View all property information
    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Dover, VT
    5 of 5 bubbles
    2 Reviews
    3 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Secure Parking
    • Mountain Views
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 weeks ago
    The place is very clean and cozy. The house has all you need for household. The location is perfect. There is shuttle to Mount Snow and it's very convenient. My husband and I...
    Excellent of 5 bubbles
    Reviewed 7 March 2017
    The condo was exactly what we needed for a weekend away. 2 bed rooms (with loft space with additional beds over the living room), 2 1/2 baths, a full kitchen with a big table...
    See all reviews
    About this property
    Fully equipped townhome close to everything! In winter, hop on the free shuttle to the mountain and back, or cruise down the beautiful, private ski-home trail. In Spring and Summer, the trail is perfect for a hike. Bring your bike to the Valley Trail right across the street and enjoy a ride to West...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Dover, VT
    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 10Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Terrace
    • Patio
    • Housekeeping Included
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 13 March 2017
    The house is in a secluded aera yet close to Mount Snow and other attractions. It has modern and immaculate three bedrooms with queen size beds and bunk beds. The living room...
    See all reviews
    About this property
    SUMMER TIME IN BEAUTIFUL VERMONT! If you have a group or family coming to Vermont for a wedding, family outing, golf weekend, shopping or boating this is the place for you. Enjoy the beautiful 10' x 20' screen porch and great outdoor fire pit (seasonal).This 3 bedroom modern log home with loft, was...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Manchester, VT
    5 of 5 bubbles
    2 Reviews
    3 Bedrooms, Sleeps 10Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 18 March 2017
    Spacious and comfortable home close to Bromley and Stratton Mountains, and only a few minutes to downtown Manchester. The family room is great for the kids and the living room...
    Excellent of 5 bubbles
    Reviewed 28 December 2016
    It is a very spacious and comfortable location with a great view. It is perfectly equipped and super clean. It is very closed to the town as well as to the ski areas. You can...
    See all reviews
    About this property
    FIVE BEDROOM HOME, situated on a secluded road with the Bromley Brook in your backyard and 100 yards from the Lye Brook Falls Trail, Appalachian Trail, and Green Mountain Falconry School. Enjoy panoramic views of the Green Mountains while enjoying a tranquil and private setting located two miles...
    View all property information
    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    North Adams, MA
    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 8Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Waterfront
    • Porch
    • Mountain Views
    • Central Heating
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Windsor Cottage is a beautiful, newly renovated lakeside retreat located on Windsor Lake in North Adams, MA. where you can enjoy your own private water access from your front lawn. You will feel like you are in the middle of the forest, yet you are in walking distance to the town, Mass MoCA and...
    View all property information
    Location Information
    North Adams, Berkshires 01247
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Williamstown, MA
    4 Bedrooms, Sleeps 16Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Washer
    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lots of space, great yard, walk to everything: restaurants, museums, Williams College, theater, night life, etc. Plus, nearby ski and tubing areas. This beautifully maintained historic House On Main Street was known as the Victorian Tourist & Antique House in a by-gone era. It was originally...
    View all property information
    Location Information
    Williamstown, Berkshires 01267
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
    Make Enquiry
    West Wardsboro, VT
    5 of 5 bubbles
    4 Reviews
    2 Bedrooms, Sleeps 6Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Balcony
    • Washer
    • Satellite TV
    • Grill
    • Central Heating
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 16 November 2016
    The chalet was really easy to find, first of all. There were a couple of nearby grocery stores, and the place seemed mostly geared toward skiing, but we were too early for that...
    Very good of 5 bubbles
    Reviewed 14 July 2015
    I really loved this place overall. The top floor is very rustic and open with a great deck to hang out on. The bottom floor is a nice transition with plenty of places to sleep...
    See all reviews
    About this property
    Secluded 2 level chalet in Scandia Village off Stratton-Arlington Rd. about 7" to Mt. Snow and 20" to Stratton Mountain . ski area. West Wardsboro Market nearby, and within walking distance.... Dover Vt. about 7 miles south on Rt. 100. Wilmington, Vt. about 25" ride with many restaurants...
    View all property information
    Location Information
    West Wardsboro, Vermont 05360
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Dover, VT
    5 of 5 bubbles
    1 Review
    4 Bedrooms, Sleeps 12Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in the comfort of your own private indoor hot tub spa and sauna when you come off the slopes!! You'll enjoy our spacious 4 bedroom / 3 bath private home in a quiet neighborhood with cathedral ceilings and open floor plan. Finished lower level with large screen TV and ping pong table give...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Wilmington, VT
    4 of 5 bubbles
    1 Review
    5 Bedrooms, Sleeps 12Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    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...
    See all reviews
    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...
    View all property information
    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    North Adams, MA
    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 10Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Patio
    • Skiing: Property Is In A Ski Resort
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 11 September 2015
    Owners were very friendly and helpful. We enjoyed our stay very much. this is the place for a quiet vacation.
    Excellent of 5 bubbles
    Reviewed 6 July 2014
    Stephanie was helpful and accommodating of us and our last minute request . Sheafs it easy to stay, come and go and we found the location convenient yet private and remote from...
    See all reviews
    About this property
    I have a 2 to 3 bedroom first floor apartment located in a dead end street. This spacious 8 room apartment is surrounded by woods and minutes from downtown North Adams or Williamstown!! It is also walking distance to Mass MoCa (about a 10 minute walk)!!! Animals are welcome if needed. The master...
    View all property information
    Location Information
    North Adams, Berkshires 01247
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 10
    Make Enquiry
    Stratton Mountain, VT
    5 of 5 bubbles
    4 Reviews
    5 Bedrooms, Sleeps 11Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Private Garden
    • Parking
    • Wi-Fi
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 5 February 2017
    Al & LeAnn's home is the perfect home for a getaway from the city. The house is newly renovated and stocked with everything from kitchen tools & a fancy keurig to freshly...
    Excellent of 5 bubbles
    Reviewed 1 February 2017
    This is truly a place one would call a home away from home. It's spacious, has a well stocked kitchen, clean linens and towels, cozy living room, soft beds and probably...
    See all reviews
    About this property
    Perfect vacation home situated on a quiet street between Stratton and Mount Snow. 8 minutes to Stratton Sun Bowl Base , 15 minutes to Mount Snow. 30 Min to Manchester for shopping and Fine Dining Minutes to Grout Pond and Stratton Recreation Center to enjoy the great outdoors. 5 bedrooms 2 baths....
    View all property information
    Location Information
    Stratton Mountain, Vermont 05360
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Enquiry
    Arlington, VT
    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 9Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 21 August 2014
    We stayed at Brian's Peace of Heaven with our wedding party for our wedding weekend. The house was perfect! Beautiful setting, spacious, and very well appointed. Brian was...
    See all reviews
    About this property
    My log home sits on 5 acres 40 to left and 100 acres to right beautiful Mountain View Drive way 255 feet long. great room with gas Fire place all pine wood inside home Wi fi And Direct TV big screen above the Fire place . Washer and dryer with Back up Genitor gas Beautiful place.. Big rap around...
    View all property information
    Location Information
    Arlington, Green Mountains 05250
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    North Adams, MA
    3 Bedrooms, Sleeps 15Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • DVD Player
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located at the end of a dead end street. It has a huge, private backyard with 2 firepits, hammock, portable bar, grill and ample seating. Under one mile to downtown North Adams and about a 5 minute drive to Williamstown. This is a 3 bedroom, upstairs apartment (one bedroom has a...
    View all property information
    Location Information
    North Adams, Berkshires 01247
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 15
    Make Enquiry
    Manchester, VT
    5 Bedrooms, Sleeps 10Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy STUNNING views of Mount Equinox in three directions. There are 5 bedrooms, 7 beds, 2 full baths and one half bathroom. This is not your basic white-walled house - the rooms are painted with murals, faux-marbling, and fantastic tile work. Enjoy the nightly sunset from the Venetian tiled...
    View all property information
    Location Information
    Manchester, Green Mountains 05250
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Whitingham, VT
    5 of 5 bubbles
    5 Reviews
    3 Bedrooms, Sleeps 12Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Central Heating
    • Washer
    • Parking
    • Porch
    • Outdoor Dining Area
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 17 December 2015
    Hobbit Hollow is an ideal great-away for a large group of friends. The house is quirky and characterful. The kitchen and general amenities were perfect -- the former is very...
    Excellent of 5 bubbles
    Reviewed 17 November 2015
    We were like 7 people stayed in cabin, and the cabin is so spacious with extra beds. It is very near to the green mountains. The cabin is well maintained and lots of fire...
    See all reviews
    About this property
    This very private 3 bedroom home sits on 10 acres. Three levels. Enjoy the rustic charm and tranquility of this great Vermont Vacation Home. No other houses in sight. 3 miles from boat launch on Harriman Reservoir. -Fully stocked kitchen! Coffee maker, toaster oven, dish washer, everything...
    View all property information
    Location Information
    Whitingham, Vermont 05361
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    Stratton Mountain, VT
    5 Bedrooms, Sleeps 14Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Sauna
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Rates and Minimum Stays Are Different During Peak Holidays and Weekends Based On Availability & Demand. VERMONT SKI-IN SKI-OUT CHALET Beautiful Stratton Mountain Chalet across from Lower Wanderer Trail. We know you'll love our wonderful family ski chalet on Stratton Mountain. Enjoy the...
    View all property information
    Location Information
    Stratton Mountain, Vermont 05360
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Enquiry
    North Adams, MA
    5 of 5 bubbles
    8 Reviews
    2 Bedrooms, Sleeps 4Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Parking
    • Outdoor Dining Area
    • Grill
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 25 August 2015
    Descriptions are accurate. The house and grounds are very well kept. Extremely clean especially bathroom and kitchen. It is located at the end of a hard pack dirt road with no...
    Excellent of 5 bubbles
    Reviewed 24 August 2015
    The minute we entered the cottage we felt at home. A perfect secluded, warm and cosy getaway. Our only sorrow was that we could only stay for one night. We prepared dinner in...
    See all reviews
    About this property
    Cozy cottage with complete privacy on 142 acres and borders Monroe State Forest. Cottage offers 2 bedrooms, 1 bathroom, large living room, eat in kitchen, deck with grill, TV and DVD. Hiking and biking is available right outside your door. The Dunbar Brook Trail boasts great hiking and a grove of...
    View all property information
    Location Information
    North Adams, Berkshires 01247
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Dover, VT
    6 Bedrooms, Sleeps 24Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Sauna
    • Terrace
    • Parking
    • Satellite TV
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for an incredible venue for your next large-group retreat? Look no further than these homes in the hills of Vermont! From their great location near Mount Snow to a wide selection of amenities and home comforts, you couldn't ask for a better place for your next group getaway than this! Nice,...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 24
    Make Enquiry
    Dover, VT
    2 Bedrooms, Sleeps 4Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will have great memories of the ski season enjoying this sun-filled home. Some of the amenities available are: A Euro kitchen complete with stainless steel appliances, granite counters (also throughout the home) and cabinets stocked with any kitchenware you may need. Some of the many...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Dover, VT
    4 Bedrooms, Sleeps 9Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Mountain Views
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Birchview Lodge is situated in Dover Hills on a dead end gravel road, overlooking a beautiful, hilly, wooded landscape. You'll be 300 yards from the VAST snowmobile network, and just 10 minutes to Mt. Snow base lodge. Sitting on the back deck, basking in the early morning sunshine, enjoying the...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    Shaftsbury, VT
    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 5Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Mountain Views
    • Housekeeping Included
    • Washer
    • Central Heating
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 April 2015
    This property was ideal for a family of 4 who just wanted to get away from the city for a few days. The house was about half-way between Bennington and Manchester, accessible...
    See all reviews
    About this property
    Wyvernel cabin is located on 40 acres of private woodlands, with private drive and streams going thru the front of the property. Located in the quiet town of Shaftsbury, Vermont, the plot is surrounded by Green Mountain National Reserve and is walking distance of lake Shaftsbury. The property...
    View all property information
    Location Information
    Shaftsbury, Green Mountains 05262
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    Dover, VT
    2 Bedrooms, Sleeps 7Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Satellite TV
    • Grill
    • DVD Player
    • Mountain Views
    • Internet Access
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in West Dover, Vt. This very well cared for unit is in a quiet wooded complex right off route 100, 2.5 miles from Mt Snow has it all. A well stocked kitchen, 40 inch hi-def TV, internet radio, washer and dryer, new fridge with ice maker. Linens and towels are provided at no extra charge. In...
    View all property information
    Location Information
    Dover, Vermont 05356
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Manchester, VT
    5 of 5 bubbles
    3 Reviews
    2 Bedrooms, Sleeps 2Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Central Heating
    • Washer
    • Grill
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 30 August 2016
    I was blessed to be able to rent this beautiful property for 6 weeks from end of April till mid June 2016. Nothing is prettier than watching the season change to spring and...
    Excellent of 5 bubbles
    Reviewed 23 August 2016
    Fall in love with the great outdoors and be with your loved one! Why look more when you can rent a beautiful home, see breath taking views, great restaurants, quaint town and...
    See all reviews
    About this property
    One Seven Two is a luxury two-person vacation rental privately set on 5 pristine acres with close proximity to Manchester. A traditional timber frame with a large field stone fireplace and plenty of natural light, this is a perfect oasis for anytime of the year. The main level enjoys a large, open...
    View all property information
    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Make Enquiry
    Dover, VT
    8 Bedrooms, Sleeps 27Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Washer
    • Sauna
    • Satellite TV
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you're looking for a venue for an exciting group retreat with your friends at work, or a venue for a family reunion where you can get in some skiing, this West Dover duplex is perfect for your needs! A great location, excellent amenities, and more await you in this fantastic getaway. These...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 27
    Make Enquiry
    Wilmington, VT
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • DVD Player
    • Parking
    • Washer
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    15min. to Mt.Snow. 5 bedrooms, 3.5 baths, whirlpool in master bath, steam shower, open kitchen-greatroom floor plan with stone fireplace. Large screen porch with chaise for sleeping and hammock. Large open deck overlooking Lake Raponda. Canoe and kayak available. Very family friendly and charming....
    View all property information
    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Dover, VT
    3 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Welcome to Basecamp at Mount Snow** Our newly renovated ski condo(2016) in West Dover, VT, is conveniently located just 3 miles between Mount Snow and Haystack (Hermitage Club) at the Tara condominiums. It is a 3 bedroom with a loft for an additional sleeping option plus 2 full bathrooms. ~We...
    View all property information
    Location Information
    Dover, Vermont 05356
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Wilmington, VT
    3 Bedrooms, Sleeps 7Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • 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,...
    View all property information
    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Wilmington, VT
    5 of 5 bubbles
    4 Reviews
    3 Bedrooms, Sleeps 8Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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
    Excellent of 5 bubbles
    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...
    Very good of 5 bubbles
    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...
    See all reviews
    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.
    View all property information
    Location Information
    Wilmington, Vermont 05363
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Manchester, VT
    3 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • DVD Player
    • Central Heating
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home Sweet Home is our country home where we raised our family we are on a private road , by a golf course 5 minutes to Manchester and 5 minutes to the Vermont Summer Festival Bromley 10 minutes away Stratton 20 minutes, it is peaceful and quiet here.....we have loved our home for 30 years now its...
    View all property information
    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Dover, VT
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Parking
    • Washer
    • Balcony
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan a spectacular Green Mountain ski trip or a memorable hiking adventure at this six-bedroom West Dover property, a Vermont duplex with two individual townhomes that offer a private hot tub and deck, a cozy fireplace in each space, and a wonderful location just a short drive from Mount Snow. This...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Stratton Mountain, VT
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 5 bedroom luxury vacation home at Stratton Mountain in the Solstice Development is a rare find. Only one other home in Solstice is available for rent and this one is nicer. Originally owned by a billionaire, the house is fully furnished with highest quality furnishings, has a patio with a 8...
    View all property information
    Location Information
    Stratton Mountain, Vermont 05360
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Somerset, VT
    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 6Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 25 January 2016
    Yes, it's worth staying at this charming cabin on the lake for the views even in chiller times. We enjoyed a holiday time bedding 6 in their rooms. An easy to use kitchen with...
    See all reviews
    About this property
    Cozy Woodford Lakefront Cottage is perfect vacation spot for families and outdoor enthusiasts or those seeking relaxing get away. The cottage sits high overlooking Woodford Lake with a spectacular view of Vermont’s beautiful mountain range. Woodford is the highest evaluated town in all of the...
    View all property information
    Location Information
    Somerset, Vermont 06076
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Wilmington, VT
    3 Bedrooms, Sleeps 7Quick View
    Check In Check Out
    Show Prices
    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...
    View all property information
    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Dover, VT
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Grill
    • Mountain Views
    • Internet Access
    • Patio
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Ultimate in Vermont Country Living! Close enough to everything the mountain but still far enough away from it all. This 3500 square feet, three-level secluded home is available for year-round long and short-term rental. Located one and half miles from Mount Snow, this two acre property...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    Dover, VT
    3 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Parking
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the Green Mountains at this three-bedroom West Dover home, a comfortable retreat with a wood fireplace and a wonderful location close to the lifts at Mount Snow. This property is located on the ground floor of a duplex, which is surrounded by lush evergreens. You'll be just two miles...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Stratton Mountain, VT
    4 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous Hearthstone unit has 4 large bedrooms and 4 full baths with granite counters plus a loft with a pull-out sofa and desk area. The open kitchen with granite counters has every appliance you could want. The dining area has large dining table for great apres ski enjoyment. Large living...
    View all property information
    Location Information
    Stratton Mountain, Vermont 05360
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Wilmington, VT
    3 Bedrooms, Sleeps 12Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    Dover, VT
    3 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Mountain Views
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy apres ski from a raised stone grotto with fire-pit and appreciate extensive stonework with cascading waterfall, fish pond and garden shed. Superb care and complete renovations are obvious in this home. Thoughtful landscaping, large windows and lots of light make you feel the outdoors is part...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Wilmington, VT
    4.5 of 5 bubbles
    2 Reviews
    3 Bedrooms, Sleeps 7Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Washer
    • Central Heating
    • Grill
    • Porch
    • DVD Player
    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    See all reviews
    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...
    View all property information
    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Dover, VT
    4 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Washer
    • Parking
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect location to explore southern Vermont with convenient access to skiing, hiking, biking, paddling. Five minutes to Mt. Snow, our home comfortably accommodates a large group or a couple of families with plenty of space for everyone to spread out on three levels. Enclosed indoor hot tub, pool...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Dover, VT
    4 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • DVD Player
    • Balcony
    • Wi-Fi
    • Satellite TV
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home at Trailsedge is in an exclusive, secluded ski-in ski-out condo development which sits right on Mount Snow, Vermont’s closest major ski resort. Built in 2015 our home has an exceptional layout and location, it features 3,500 square feet of luxurious living space, four bedrooms plus a...
    View all property information
    Location Information
    Dover, Vermont 05356
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Wilmington, VT
    3 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely vacation home is furnished with a unique, inviting decor. 2 story contemporary home with woodburning fireplace and a deck for eating out. 4 Wheel Drive - RECOMMENDEDThis house includes Clubhouse and Amenity Privileges. Additional amenities include: coffee maker, washer/dryer,...
    View all property information
    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Dover, VT
    20 Bedrooms, Sleeps 50Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Satellite TV
    • Terrace
    • Sauna
    • Internet Access
    • Washer
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you in search of a spacious and comfortable Vermont escape for your next family reunion or group ski trip? At this 20-bedroom West Dover property, you'll enjoy six individual townhomes, nearby access to the slopes of Mount Snow, and an abundance of amenities that include five hot tubs, three...
    View all property information
    Location Information
    Dover, Vermont 05356
    Holiday Rental House - 20 Bedrooms, 16 Bathrooms, Sleeps 50
    Make Enquiry
    North Adams, MA
    1 Bedroom, Sleeps 2Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    • Patio
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I have a two bedroom downstairs apartment and a three bedroom upstairs apartment. I rent out the full apartments but I also rent out rooms (please ask for information). The house is located on a dead end street with a huge wooded backyard that includes a grill, picnic table and two fire pits....
    View all property information
    Location Information
    North Adams, Berkshires 01247
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Previous
    List your property
    Owner log in