Tiny house holiday rentals in Windham County
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Top-rated tiny house rentals in Windham County
Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Windham County tiny house rentals
Family-friendly tiny house rentals
Cabin in Newfane
4.93 out of 5 average rating, 189 reviewsRiverrun Cottage
6–13 Jul
Cabin in South Londonderry
4.65 out of 5 average rating, 388 reviewsFernando’s picturesque hideaway - Lovebirds Cabin
23–30 Jul
Cabin in Londonderry
4.95 out of 5 average rating, 75 reviewsQuaint cottage near 4 ski resorts
30 Mar – 6 Apr
Cabin in Brookline
5.0 out of 5 average rating, 45 reviewsLast Frontier Log Cabin
2–9 Nov
Tiny home in Jamaica
4.88 out of 5 average rating, 243 reviewsBrookside Cabin -Swim-Fire Pit-7 min to Stratton
10–17 Jun
Cabin in Londonderry
4.75 out of 5 average rating, 354 reviewsArt Studio Barn - hot tub & sauna access #1 Airbb
18–25 Apr
Tiny house rentals with a patio
Campervan/RV in Stratton
5.0 out of 5 average rating, 4 reviewsBambi Inn Jamaica
8–15 Aug
Tiny home in Putney
5.0 out of 5 average rating, 16 reviews~Luxury Tiny Cabin~
18–25 Aug
Tiny home in Wilmington
4.83 out of 5 average rating, 23 reviewsThe Pines Cabin | New Tiny Home Near Mt Snow!
17–24 Sep
Treehouse in Putney
5.0 out of 5 average rating, 61 reviewsTreehouse Haven in Putney-All Seasons
2–9 Jan
Treehouse in Newfane
4.94 out of 5 average rating, 32 reviewsIdyllic getaway with wrap-around deck
24–31 May
Place to stay in Whitingham
4.96 out of 5 average rating, 24 reviewsSecluded Walden Cabin on Jacksonville Pond
22–29 Mar
Place to stay in Guilford
5.0 out of 5 average rating, 5 reviewsVikings Villages Resort - Double Bed Room
11–18 Jul
Home in Jamaica
4.83 out of 5 average rating, 69 reviewsRooted Moon Retreat…Sun filled cabin in the forest
8–15 Jan
Tiny house rentals with outdoor seating
Home in Winhall
4.98 out of 5 average rating, 138 reviewsModern Cabin with Hot Tub & EV Charging Station
26 Jul – 2 Aug
Cabin in Townshend
4.98 out of 5 average rating, 130 reviewsSolar Cabin at Big Picture Farm
8–15 Apr
Cottage in Londonderry
4.96 out of 5 average rating, 199 reviewsVermont Treehouse - Romantic Private Elegant
3–10 Oct
Cabin in Jamaica
4.9 out of 5 average rating, 136 reviewsJamaica Mod A Frame
2–9 Aug
Tiny home in Wardsboro
4.95 out of 5 average rating, 291 reviewsLittle Red House Vermont
25 Oct – 1 Nov
Cabin in Winhall
4.96 out of 5 average rating, 293 reviewsA-Frame Mountain Retreat near Manchester
26 Jul – 2 Aug
Tiny home in Chester
4.9 out of 5 average rating, 156 reviewsSage House at Camp Greenwood Vermont - w/ sauna!
14–21 Mar
Cabin in Brattleboro
4.94 out of 5 average rating, 54 reviewsSolar Cabin Farmstay
17–24 Jun
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