Cabin vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor County cabin rentals
Cabin rentals with a hot tub
Cabin in Landgrove
4.99 out of 5 average rating, 145 reviewsThe Owl’s Nest in Landgrove
Mar 30 – Apr 6
Cabin in Sharon
4.92 out of 5 average rating, 246 reviewsCozy Cabin ‘birds nest’ off-grid seclusion
Aug 31 – Sep 7
Cabin in Plymouth
5.0 out of 5 average rating, 73 reviews~The ClubHaus~
Jan 22 – 29
Cabin in Ludlow
4.97 out of 5 average rating, 77 reviewsPrivate Ski Cabin On Okemo Mt. With New Hot Tub!
Jun 3 – 10
Cabin in Cavendish
5.0 out of 5 average rating, 6 reviews1 Bed Ultra Modern Cabin in Woods with Hot Tub
Jun 15 – 22
Cabin in Plymouth
4.88 out of 5 average rating, 8 reviewsPoppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo
Jan 18 – 25
Cabin in Stockbridge
4.97 out of 5 average rating, 37 reviewsRZEKA Cottage: Riverfront home in the Green mts.
Nov 6 – 13
Cabin in Londonderry
4.75 out of 5 average rating, 354 reviewsArt Studio Barn - hot tub & sauna access #1 Airbb
Jun 21 – 28
Pet-friendly cabin rentals
Cabin in Fairlee
4.94 out of 5 average rating, 114 reviewsFairlee Log Cabin
Nov 19 – 26
Cabin in Mount Holly
4.9 out of 5 average rating, 185 reviewsCozy Vermont Cabin near Okemo.
Nov 26 – Dec 3
Cabin in Mailing Address: Windsor
4.98 out of 5 average rating, 120 reviewsFat Sheep Farm & Cabins - Sunrise Cabin
Feb 7 – 14
Cabin in Stockbridge
4.89 out of 5 average rating, 18 reviews1920s "Golden Age" Cabin w/ Breathtaking Views!
Oct 23 – 30
Cabin in Rochester
4.96 out of 5 average rating, 75 reviewsThe Hunter Cabin at Sky Hollow
Jun 15 – 22
Cabin in Cavendish
4.96 out of 5 average rating, 81 reviewsCopper Hill House - VT getaway near Ludlow & Okemo
Apr 12 – 19
Cabin in Cavendish
4.89 out of 5 average rating, 18 reviewsCaretaker’s Cottage
Jun 1 – 8
Cabin in Mt Holly
4.93 out of 5 average rating, 95 reviewsClassic Green Mountain Cabin
Oct 14 – 21
Private cabin rentals
Cabin in Royalton
4.92 out of 5 average rating, 168 reviewsApple Hill Cabin at Four Springs Farm
Oct 6 – 13
Cabin in Bridgewater Corners
4.82 out of 5 average rating, 187 reviewsCozy Mountain Cabin Close to Killington &Woodstock
Jun 14 – 21
Cabin in Weston
5.0 out of 5 average rating, 232 reviewsIdyllic Vermont Cabin-Clean, Fast WiFi, Generator!
Jul 21 – 28
Cabin in Thetford
4.92 out of 5 average rating, 53 reviewsLovely Rustic Cabin in the Upper Valley of VT & NH
Jan 13 – 20
Cabin in Hartford
5.0 out of 5 average rating, 27 reviewsCozy Quechee Corner Cabin
May 7 – 14
Cabin in Sharon
4.95 out of 5 average rating, 19 reviewsA-Frame cabin in the woods
Jun 17 – 24
Cabin in Ludlow
5.0 out of 5 average rating, 6 reviewsA-Frame - Wall of Windows with views of Okemo
Oct 14 – 21
Cabin in Chittenden
4.96 out of 5 average rating, 96 reviewsCabin on The Hill
Nov 10 – 17
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