House vacation rentals in Bennington County
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Top-rated house rentals in Bennington County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Bennington County house rentals
House rentals with a pool
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Jun 18 – 25
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
Jan 12 – 19
Home in Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
Sep 22 – 29
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb 10 – 17
Home in Wardsboro
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
Jun 5 – 12
Home in Wardsboro
5.0 out of 5 average rating, 30 reviewsMt Snow/Stratton Getaway w/Hot Tub, Fire Pit + AC!
Aug 26 – Sep 2
Home in Wilmington
4.9 out of 5 average rating, 20 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Jan 5 – 12
Home in Cambridge
4.97 out of 5 average rating, 29 reviewsCountry Hideaway
Oct 9 – 16
Weekly house rentals
Home in Bennington
4.85 out of 5 average rating, 153 reviewsBennington Guest Barn 3 Bedrooms
Oct 17 – 24
Home in Dorset
4.98 out of 5 average rating, 112 reviewsThe Nest at Birch Quarry
Feb 1 – 8
Home in Manchester
4.87 out of 5 average rating, 247 reviewsManchester Center with Mt. Equinox View / In Town
May 25 – Jun 1
Home in Winhall
4.88 out of 5 average rating, 138 reviewsThe Mushroom House of Manchester Vermont
Jul 1 – 8
Home in Manchester
4.88 out of 5 average rating, 116 reviewsPicture Postcard Mansion in Manchester Village
Jan 3 – 10
Home in Salem
5.0 out of 5 average rating, 11 reviewsCozy creekside home with a dreamy yard and trails
Jan 1 – 8
Home in Sunderland
4.97 out of 5 average rating, 63 reviewsSkyline Cabin: a luxury Vermont getaway w/ hot tub
Mar 11 – 18
Home in Pownal
4.9 out of 5 average rating, 10 reviewsFull two story home. Great view
Nov 10 – 17
Private house rentals
Home in Arlington
5.0 out of 5 average rating, 60 reviewsCharming Farmhouse Retreat+Hot Tub+2.5 Acres+Pets
Dec 7 – 14
Home in Shaftsbury
4.98 out of 5 average rating, 53 reviewsVT Mountain House Epic Views 350 Acre Farm Hot Tub
Jul 17 – 24
Home in Manchester
4.97 out of 5 average rating, 65 reviewsRiverfront Getaway w/ Mt Views
Mar 15 – 22
Home in Dorset
4.8 out of 5 average rating, 49 reviewsSKY COTTAGE
May 29 – Jun 5
Home in Dover
4.93 out of 5 average rating, 69 reviewsCozy Riverfront Home, 1mi to Mt Snow, On Moover
Sep 27 – Oct 4
Home in Wilmington
5.0 out of 5 average rating, 4 reviewsHot Tub|Mt Snow<12min|Fire pit ~ Rustic VT Retreat
Jun 1 – 8
Home in Arlington
5.0 out of 5 average rating, 24 reviewsSugar Shack Lodge
Nov 17 – 24
Home in Manchester
5.0 out of 5 average rating, 11 reviewsGather and Relax with Friends & Family
May 7 – 14
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