House vacation rentals in Windsor County
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Top-rated house rentals in Windsor County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor County house rentals
House rentals with a pool
Home in Mendon
4.88 out of 5 average rating, 210 reviewsRanch at Mendon Mt Orchards
Home in Plainfield
4.89 out of 5 average rating, 120 reviewsHistoric Home on 17 acres of land. Go escape!
Home in Killington
5.0 out of 5 average rating, 30 reviews* Slope Side Sauna w/ Shuttle *
Home in Killington
4.98 out of 5 average rating, 46 reviewsGlamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
Home in Woodstock
4.98 out of 5 average rating, 53 reviewsDana Road House Sunlit VT Country Home w/HotTub
Home in Hartford
5.0 out of 5 average rating, 20 reviewsCozy, Renovated Quechee Treehouse
Home in Killington
5.0 out of 5 average rating, 31 reviewsBearmont! Pool, HotTub, AC, FirePit
Home in Chittenden
4.9 out of 5 average rating, 81 reviewsComfortable, relaxing large country home
Weekly house rentals
Home in West Windsor
4.98 out of 5 average rating, 127 reviewsFirewheel Hill: Private, contemporary house
Home in Lebanon
4.91 out of 5 average rating, 153 reviewsModern & Rustic Guest Cottage
Home in Rochester
4.98 out of 5 average rating, 124 reviewsModern Farmhouse on 25 Acres - Superb Views
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
Home in Hartford
4.96 out of 5 average rating, 103 reviewsMeadow Vista: 4BR Home w/ Sweeping Quechee Views
Home in West Windsor
4.97 out of 5 average rating, 60 reviewsBirdie's Nest Guesthouse
Home in Barnard
4.98 out of 5 average rating, 90 reviewsThe Looking Glass, a modernistic escape
Home in Hartland
4.95 out of 5 average rating, 40 reviewsCozy 1 bedroom home with private hot tub
Private house rentals
Home in Chester
5.0 out of 5 average rating, 16 reviewsCozy 1850 farmhouse in Stone Village of Chester
Home in Thetford
5.0 out of 5 average rating, 30 reviewsPop's Lodge
Home in Windsor
5.0 out of 5 average rating, 54 reviewsModern custom home on a side of Mt Ascutney
Home in Pomfret
5.0 out of 5 average rating, 43 reviewsPrivate Vermont Oasis Under 10 Mins from Woodstock
Home in Woodstock
4.98 out of 5 average rating, 47 reviewsPet Friendly Woodstock Home; Riverside Getaway!
Home in Bridgewater
5.0 out of 5 average rating, 27 reviewsMinutes to Skiing w/ Views and Hot Tub!
Home in Woodstock
4.97 out of 5 average rating, 32 reviewsCheerful 3-bedroom home close to village center
Home in Plymouth
4.97 out of 5 average rating, 31 reviewsKillington - Woodstock: Private Oasis w/ Hot-Tub
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