Cabin holiday rentals in Windsor County
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Top-rated cabin rentals in Windsor County
Guests agree: these cabins are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for cabin rentals in Windsor County
Cabin rentals with a hot tub
Cabin in Landgrove
4.99 out of 5 average rating, 145 reviewsThe Owl’s Nest in Landgrove
17–24 Jan
Cabin in Sharon
4.92 out of 5 average rating, 246 reviewsCozy Cabin ‘birds nest’ off-grid seclusion
31 Oct – 7 Nov
Cabin in Plymouth
5.0 out of 5 average rating, 73 reviews~The ClubHaus~
24–31 Jan
Cabin in Cavendish
5.0 out of 5 average rating, 6 reviews1 Bed Ultra Modern Cabin in Woods with Hot Tub
24–31 Jul
Cabin in Killington
4.95 out of 5 average rating, 20 reviewsLuxury Ski Cabin, 2 bedrooms, den & 3 bathrooms
18–25 Aug
Cabin in Plymouth
4.88 out of 5 average rating, 8 reviewsPoppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo
13–20 Jan
Cabin in Stockbridge
4.97 out of 5 average rating, 37 reviewsRZEKA Cottage: Riverfront home in the Green mts.
6–13 Nov
Cabin in Ludlow
4.98 out of 5 average rating, 83 reviewsCozy Log Cabin with Hot Tub | 1/2 mile to Okemo
22–29 Jul
Pet-friendly cabin rentals
Cabin in Royalton
4.94 out of 5 average rating, 231 reviewsScandinavian design Cabin w/ private hiking trail
11–18 Aug
Cabin in Mount Holly
4.9 out of 5 average rating, 185 reviewsCozy Vermont Cabin near Okemo.
18–25 Jun
Cabin in Mailing Address: Windsor
4.98 out of 5 average rating, 120 reviewsFat Sheep Farm & Cabins - Sunrise Cabin
26 Jan – 2 Feb
Cabin in Stockbridge
4.89 out of 5 average rating, 18 reviews1920s "Golden Age" Cabin w/ Breathtaking Views!
10–17 Mar
Cabin in Rochester
5.0 out of 5 average rating, 17 reviewsThe Creek Cabin at Sky Hollow
30 Aug – 6 Sep
Cabin in Cavendish
4.89 out of 5 average rating, 18 reviewsCaretaker’s Cottage
20–27 Jul
Cabin in Mt Holly
4.93 out of 5 average rating, 95 reviewsClassic Green Mountain Cabin
14–21 Oct
Cabin in Cavendish
5.0 out of 5 average rating, 37 reviewsPine Ridge ~Cozy Log Cabin Near Okemo & Killington
22–29 Jul
Private cabin rentals
Cabin in Royalton
4.92 out of 5 average rating, 168 reviewsApple Hill Cabin at Four Springs Farm
7–14 Oct
Cabin in Bridgewater Corners
4.82 out of 5 average rating, 187 reviewsCozy Mountain Cabin Close to Killington &Woodstock
11–18 Oct
Cabin in Killington
4.85 out of 5 average rating, 116 reviewsCozy *Killington* Cabin with Copper Penny Floor
3–10 Jun
Cabin in Weston
5.0 out of 5 average rating, 232 reviewsIdyllic Vermont Cabin-Clean, Fast WiFi, Generator!
20–27 Sep
Cabin in Sharon
4.95 out of 5 average rating, 19 reviewsA-Frame cabin in the woods
18–25 Jun
Cabin in Thetford
4.92 out of 5 average rating, 53 reviewsLovely Rustic Cabin in the Upper Valley of VT & NH
31 Aug – 7 Sep
Cabin in Chittenden
4.96 out of 5 average rating, 96 reviewsCabin on The Hill
18–25 Mar
Cabin in Barnard
4.96 out of 5 average rating, 70 reviewsthe Cabin
25 Aug – 1 Sep
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