Vacation rentals in Bennington County
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Top-rated vacation rentals in Bennington County
Guests agree: these stays are highly rated for location, cleanliness, and more.
Cabin in Londonderry
4.93 out of 5 average rating, 308 reviewsStone Fence Cabin
Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond in S Londonderry, VT. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery and hiking right outside your front door. The Cabin has an open floor plan with a galley kitchen, dining/living area with pullout futon couch & 1 full bathroom. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!
Oct 4 – 11
Apartment in Bennington
4.94 out of 5 average rating, 154 reviewsNEW Escape the City- Vermont Studio
Our newly renovated studio apartment is located minutes from Bennington College, and sits on 7 acres of land in the Green Mountain National Forest. It's on the second floor of our home through a private entrance with a personal deck and outdoor seating. Take an afternoon to stroll to the Mile Around Woods, or hike to the white rocks! Walk the Ninja trail from the college to see the historic covered bridges, or drive 20-30 miles N to enjoy Vermont's best skiing, and shopping at designer outlets!
Feb 10 – 17
Apartment in Wilmington
4.88 out of 5 average rating, 277 reviewsGlobetrotter Retreat - Minutes to the Mountain
Newly renovated, fully furnished apt in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt sleeps 4 people in comfort. Private balcony overlooks rolling river. Steps from many restaurants, bars & shopping. Supermarket is a short walk. FreeMoover bus stop across the street - leave your car parked & ride for free to local destinations! No guest under 18 years old.
Aug 14 – 21
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Other great vacation rentals in Bennington County
Condo in Stratton
4.96 out of 5 average rating, 113 reviewsCozy condo within walking distance to the slopes.
May 1 – 8
Apartment in Manchester
4.99 out of 5 average rating, 168 reviewsStyle and Comfort- Perfect Year Round Location
Jun 2 – 9
Apartment in Arlington
4.87 out of 5 average rating, 124 reviewsBrian Peace of Heaven
Mar 20 – 27
Tiny home in Wilmington
4.98 out of 5 average rating, 128 reviewsBeautiful Timber Frame Retreat
Sep 4 – 11
Apartment in Wilmington
4.91 out of 5 average rating, 105 reviewsWalk To Wilmington Village (Reduced Spring Rate)
May 17 – 24
Guesthouse in Pownal
4.84 out of 5 average rating, 479 reviewsBauhaus Guest House in So. VT.
Jul 30 – Aug 6
Cottage in Sunderland
4.88 out of 5 average rating, 152 reviewsGreen Mountain Retreat
Apr 12 – 19
Cottage in Shaftsbury
4.96 out of 5 average rating, 109 reviewsRollin Cottage
Aug 9 – 16
Condo in West Dover
4.94 out of 5 average rating, 179 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
Dec 12 – 19
Home in Dover
4.93 out of 5 average rating, 67 reviewsCozy Riverfront Home, 1mi to Mt Snow, On Moover
May 10 – 17
Home in Shaftsbury
4.92 out of 5 average rating, 96 reviewsCheerful 1 bedroom cottage
Sep 27 – Oct 4
Cabin in Bennington
4.81 out of 5 average rating, 99 reviewsVermont Cabin - Secluded Woods on South Stream
Apr 29 – May 6
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