Tiny house vacation rentals in Windsor County
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals in Windsor County
Guests agree: these tiny house rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windsor County tiny house rentals
Family-friendly tiny house rentals
Cabin in Londonderry
4.75 out of 5 average rating, 379 reviewsBeautiful Art Studio with hot tub/sauna #1 Airbnb
Cabin in Hartford
4.77 out of 5 average rating, 186 reviewsRustic Cabin Retreat
Cabin in Woodstock
4.95 out of 5 average rating, 198 reviewsHideaway Cabin by the Stream on 27 Acres
Farm stay in Royalton
4.83 out of 5 average rating, 243 reviewsA Simple Cabin at Four Springs Farm
Cabin in South Londonderry
4.64 out of 5 average rating, 404 reviewsFernando’s picturesque hideaway - Lovebirds Cabin
Cabin in Tunbridge
4.91 out of 5 average rating, 294 reviewsSpringhouse Cabin
Cabin in Royalton
4.92 out of 5 average rating, 177 reviewsApple Hill Cabin at Four Springs Farm
Home in Tunbridge
4.9 out of 5 average rating, 83 reviewsPrivate house on a hill
Tiny house rentals with a patio
Tiny home in Weathersfield
4.86 out of 5 average rating, 7 reviewsCozy Cabin in the Woods
Cabin in Royalton
4.91 out of 5 average rating, 11 reviewsCliffside Cabin # 2 South Royalton, VT
Cabin in Bethel
4.95 out of 5 average rating, 65 reviewsThe Gourmet Cabin at Stitchdown Farm
Tiny home in Rutland
4.98 out of 5 average rating, 40 reviewsCurious Little Cottage
Tiny home in West Windsor
5 out of 5 average rating, 34 reviewsRed Barn Cabin
Tiny home in Ludlow
4.6 out of 5 average rating, 20 reviewsCozy Tiny Home on Black River - Walk to Town
Home in West Windsor
4.98 out of 5 average rating, 91 reviewsBirdie's Nest Guesthouse
Cottage in Ludlow
5 out of 5 average rating, 6 reviewsNEW Guest Cottage on 23 Acres
Tiny house rentals with outdoor seating
Tiny home in Hartland
4.96 out of 5 average rating, 186 reviewsCabin on the Hill
Tiny home in Hartland
4.97 out of 5 average rating, 34 reviewsCozy tiny house w/private hot tub
Treehouse in Hancock
4.96 out of 5 average rating, 451 reviewsThe SugarMaple Treehouse @ Vermont ReTREEt
Cabin in Stockbridge
4.89 out of 5 average rating, 37 reviewsStunning Artist Retreat Cabin
Tiny home in Pittsfield
5 out of 5 average rating, 39 reviewsTiny Home: VT Mountain Cabin
Treehouse in Hartland
4.98 out of 5 average rating, 108 reviewsLovely Treehouse Stay at Wise Pines- NoBo
Cabin in Stockbridge
4.95 out of 5 average rating, 107 reviews1958 Classic "Hunting Cabin" w/ Breathtaking Views
Farm stay in South Royalton
4.84 out of 5 average rating, 215 reviewsCorncrib Tiny House Glamping Cabin
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