Pet-friendly vacation 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.
Vacation 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, 193 reviewsComfy and Cozy House on 67 acres
Apr 5 – 12
Home in Guilford
4.94 out of 5 average rating, 173 reviewsPeaceful Country Home
Mar 25 – Apr 1
Home in Brattleboro
4.95 out of 5 average rating, 100 reviewsFrosted Willows
Jan 5 – 12
Home in Dummerston
4.99 out of 5 average rating, 323 reviewsPinecone Pond
Nov 8 – 15
Home in Wilmington
4.99 out of 5 average rating, 171 reviewsVermont Sugar House Retreat
Oct 2 – 9
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Sep 13 – 20
Home in Putney
4.85 out of 5 average rating, 233 reviewsPreston’s Pond-Beautiful home on Tranquil Hilltop
Jan 3 – 10
Home in Brattleboro
4.94 out of 5 average rating, 100 reviewsSpacious Brattleboro home on river, walk to town
Sep 2 – 9
Pet-friendly home rentals with a pool
Cabin in Wardsboro
4.8 out of 5 average rating, 203 reviewsLog Cabin Near Stratton/Mt Snow
Jul 16 – 23
Cabin in Wardsboro
4.93 out of 5 average rating, 180 reviewsLeonard’s Log - Private Hot Tub, Fire Pit, A/C
Jul 30 – Aug 6
Cabin in Wilmington
4.91 out of 5 average rating, 103 reviewsModern Chalet- Hot Tub~Fire-Pit~Clubhouse~Mt Snow
Aug 22 – 29
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Jan 27 – Feb 3
Home in Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
Feb 21 – 28
Cabin in Wardsboro
4.91 out of 5 average rating, 207 reviewsLog Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
May 28 – Jun 4
Home in Wilmington
4.77 out of 5 average rating, 13 reviewsChimney Hill Retreat w/ Amenity Center & Fireplace
May 16 – 23
Cabin in Wilmington
4.9 out of 5 average rating, 29 reviewsBear Tracks Cabin - VT Escape
Jun 12 – 19
Private, pet-friendly home rentals
Hotel room in Wilmington
4.94 out of 5 average rating, 115 reviews#21 Newly renovated! Horizon Inn (Room 21)
Dec 6 – 13
Chalet in Jamaica
4.99 out of 5 average rating, 222 reviewsVermont Chalet
Jun 6 – 13
Tiny home in Wardsboro
4.94 out of 5 average rating, 290 reviewsLittle Red House Vermont
Jun 8 – 15
Cabin in Putney
4.98 out of 5 average rating, 355 reviewsVermont Retreat Cottage| Paradise in Nature
Sep 21 – 28
Farm stay in Marlboro
4.89 out of 5 average rating, 577 reviewsCarriage Barn - Marlboro
Dec 26 – Jan 2
Guesthouse in Putney
4.95 out of 5 average rating, 322 reviewsA Vermont Carriage House
Apr 25 – May 2
Tiny home in Jamaica
4.86 out of 5 average rating, 275 reviewsGreen Mountain Tiny House: a mountainside retreat
Mar 28 – Apr 4
Apartment in Dover
4.97 out of 5 average rating, 104 reviewsWest Dover Village River View
May 12 – 19
Destinations to explore
- Pet-friendly rentals Boston
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