Vacation rentals in Windham County
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Top-rated vacation rentals in Windham 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
Home in Putney
4.94 out of 5 average rating, 332 reviewsVermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.
Nov 25 – Dec 2
Guesthouse in Brattleboro
4.93 out of 5 average rating, 421 reviewsMahalo Temple Retreat
Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.
May 5 – 12
Vacation rentals for every style
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Popular amenities for Windham County vacation rentals
Other great vacation rentals in Windham County
Cabin in Jamaica
4.99 out of 5 average rating, 180 reviewsNew Cabin in Jamaica
Sep 16 – 23
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
Sep 1 – 8
Tiny home in Dover
4.99 out of 5 average rating, 149 reviewsRustic Cabin in foothills of Green Mountains
Sep 28 – Oct 5
Cottage in Newfane
4.99 out of 5 average rating, 171 reviewsCozy Vermont Antique Sugar House with Fireplace
Mar 3 – 10
Cabin in Newfane
5.0 out of 5 average rating, 150 reviewsCustom cabin by the river in Newfane, VT
Jun 23 – 30
Guesthouse in Brattleboro
4.99 out of 5 average rating, 197 reviewsLight Filled Loft in the Vermont Countryside
Apr 20 – 27
Home in Newfane
4.95 out of 5 average rating, 169 reviewsAdorable home in Newfane
May 6 – 13
Apartment in Wilmington
4.88 out of 5 average rating, 278 reviewsGlobetrotter Retreat - Minutes to the Mountain
Aug 14 – 21
Cabin in Brattleboro
4.89 out of 5 average rating, 441 reviewsCottage
Aug 14 – 21
Chalet in Dover
4.93 out of 5 average rating, 260 reviewsA charming VT chalet
May 27 – Jun 3
Tiny home in Brattleboro
4.95 out of 5 average rating, 173 reviews"Mountain View" Hike In Cabin Retreat
Aug 24 – 31
Apartment in Vernon
4.96 out of 5 average rating, 130 reviewsFarm land view.
Apr 20 – 27
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