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
Get the amount of space that is right for you
Popular amenities for Windsor County tiny house rentals
Family-friendly tiny house rentals
Cabin in Londonderry
4.75 out of 5 average rating, 376 reviewsStunning Art Studio with hot tub/sauna #1 Airbnb
Cabin in Hartford
4.77 out of 5 average rating, 185 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, 401 reviewsFernando’s picturesque hideaway - Lovebirds 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
Place to stay in Royalton
4.82 out of 5 average rating, 173 reviewsSmall cabin at Four Springs Farm -
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, 63 reviewsThe Gourmet Cabin at Stitchdown Farm
Tiny home in Rutland
4.97 out of 5 average rating, 38 reviewsCurious Little Cottage
Tiny home in West Windsor
5 out of 5 average rating, 32 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, 90 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, 182 reviewsCabin on the Hill
Tiny home in Hartland
4.97 out of 5 average rating, 32 reviewsCozy tiny house w/private hot tub
Farm stay in Chester
4.94 out of 5 average rating, 72 reviewsRivers Edge Farm’s Cozy Cabin
Treehouse in Hancock
4.96 out of 5 average rating, 447 reviewsThe SugarMaple Treehouse @ Vermont ReTREEt
Cabin in Stockbridge
4.91 out of 5 average rating, 35 reviewsStunning Artist Retreat Cabin
Tiny home in Pittsfield
5 out of 5 average rating, 38 reviewsTiny Home: VT Mountain Cabin
Cabin in Stockbridge
4.95 out of 5 average rating, 105 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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