Pet-friendly holiday rentals in Windham County
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Top-rated pet-friendly home rentals in Windham County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Windham County pet-friendly home rentals
Pet-friendly house rentals
Home in Townshend
4.94 out of 5 average rating, 194 reviewsComfy and Cozy House on 67 acres
26 Jan – 2 Feb
Home in Guilford
4.94 out of 5 average rating, 173 reviewsPeaceful Country Home
3–10 Apr
Home in Brattleboro
4.95 out of 5 average rating, 100 reviewsFrosted Willows
20–27 Mar
Home in Dummerston
4.99 out of 5 average rating, 323 reviewsPinecone Pond
20–27 Jan
Home in Wilmington
4.99 out of 5 average rating, 171 reviewsVermont Sugar House Retreat
4–11 Oct
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
13–20 Sep
Home in Brattleboro
4.94 out of 5 average rating, 100 reviewsSpacious Brattleboro home on river, walk to town
5–12 Sep
Home in Winhall
4.9 out of 5 average rating, 184 reviewsA+ Stratton shuttle, Hot Tub, Sauna, 2 masters
17–24 May
Pet-friendly home rentals with a pool
Cabin in Wardsboro
4.8 out of 5 average rating, 203 reviewsLog Cabin Near Stratton/Mt Snow
16–23 Sep
Cabin in Wardsboro
4.93 out of 5 average rating, 180 reviewsLeonard’s Log - Private Hot Tub, Fire Pit, A/C
25 Aug – 1 Sep
Cabin in Wilmington
4.91 out of 5 average rating, 103 reviewsModern Chalet- Hot Tub~Fire-Pit~Clubhouse~Mt Snow
8–15 Sep
Home in Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
2–9 Sep
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
30 Jan – 6 Feb
Cabin in Wardsboro
4.91 out of 5 average rating, 207 reviewsLog Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
22–29 Sep
Chalet in Wilmington
5.0 out of 5 average rating, 60 reviewsMt Snow Chalet: Peaceful Escape w/Hot Tub
19–26 Nov
Cabin in Wilmington
4.9 out of 5 average rating, 29 reviewsBear Tracks Cabin - VT Escape
14–21 Jun
Private, pet-friendly home rentals
Flat in Dover
4.97 out of 5 average rating, 104 reviewsWest Dover Village River View
7–14 Jun
Chalet in Jamaica
4.99 out of 5 average rating, 222 reviewsVermont Chalet
19–26 Jul
Farm stay in Marlboro
4.89 out of 5 average rating, 577 reviewsCarriage Barn - Marlboro
22–29 Oct
Cabin in Putney
4.98 out of 5 average rating, 355 reviewsVermont Retreat Cottage| Paradise in Nature
13–20 Oct
Hotel room in Wilmington
4.94 out of 5 average rating, 115 reviews#21 Newly renovated! Horizon Inn (Room 21)
8–15 Dec
Guest house in Putney
4.95 out of 5 average rating, 322 reviewsA Vermont Carriage House
19–26 Aug
Cabin in Wardsboro
4.96 out of 5 average rating, 104 reviewsCabin w/ Hot tub, Sauna near Mt.Snow & Stratton
5–12 Dec
Tiny home in Wardsboro
4.94 out of 5 average rating, 290 reviewsLittle Red House Vermont
25 Aug – 1 Sep
Destinations to explore
- Pet-friendly rentals Boston
- Pet-friendly rentals Vermont
- Pet-friendly rentals New York
- Pet-friendly rentals New Hampshire
- Rentals with pools Windham County
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