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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.

Guest favorite
Chalet in Dover
A charming VT chalet
Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.
$159 per night
Guest favorite
Cottage in Newfane
Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.
$150 per night
Guest favorite
Apartment in Town of Rockingham
Stunning Studio in historic Downtown Bellows Falls
Beautifully curated and spacious studio located in historic downtown Bellows Falls, VT. Come to escape the hustle and bustle of a big city without giving up metropolitan amenities. With a great location, you can walk to the train station, local bars and restaurants, shops, movie theater, etc. From the studio, you are a short distance drive to many outdoor activities that Vermont has to offer such as hiking, kayaking, mountain biking, etc.
$90 per night

Popular amenities for Windham County pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Putney
Spacious Loft with View
$148 per night
Superhost
Home in Town of Rockingham
Beautiful Home in the Mountains - The Fox & Owl
$220 per night
Guest favorite
Home in Newfane
Adorable home in Newfane
$121 per night
Guest favorite
Home in Wilmington
Vermont Sugar House Retreat
$225 per night
Guest favorite
Home in Dummerston
The Sugar House
$250 per night
Guest favorite
Home in Dummerston
Pinecone Pond
$343 per night
Guest favorite
Home in Winhall
A+ Stratton shuttle, Hot Tub, Sauna, 2 masters
$480 per night
Guest favorite
Home in Jamaica
1850's VT Farmhouse on the River
$256 per night
Guest favorite
Home in Weston
Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
$220 per night
Guest favorite
Home in Londonderry
Wild Blossom Farmhouse - a lovely family getaway
$254 per night
Guest favorite
Home in Grafton
Ephriam Bruce House- ON RIVER IN VILLAGE CENTER
$249 per night
Guest favorite
Home in Winhall
The Mushroom House of Manchester Vermont
$271 per night

Pet-friendly home rentals with a pool

Guest favorite
Barn in Newfane
Beautiful rustic woods and fields retreat.
$120 per night
Superhost
Cabin in Wardsboro
Log Cabin Near Stratton/Mt Snow
$133 per night
Guest favorite
Tiny home in Brattleboro
"Mountain View" Hike In Cabin Retreat
$102 per night
Guest favorite
Cabin in Wardsboro
Leonard’s Log - Private Hot Tub, Fire Pit, A/C
$416 per night
Guest favorite
Home in Wilmington
The Vermont Barn (Mount Snow)
$450 per night
Guest favorite
Home in Peru
Beautiful Bromley/Manchester VT Retreat w/hot tub
$496 per night
Superhost
Cabin in Wardsboro
Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
$652 per night
Superhost
Vacation home in Dover
Walk to Mount Snow, Cozy, Clean and Comfortable
$162 per night
Guest favorite
Cabin in Wilmington
Modern Chalet- Hot Tub~Fire-Pit~Clubhouse~Mt Snow
$495 per night
Guest favorite
Apartment in Townshend
Robin Hill Guest House
$330 per night
Guest favorite
Chalet in Wilmington
Cabin | Chalet | Mt Snow | Hot Tub & Pool Access
$242 per night
Guest favorite
Chalet in Wilmington
Mt Snow Chalet: Peaceful Escape w/Hot Tub
$425 per night

Private, pet-friendly home rentals

Guest favorite
Cabin in Putney
Vermont Retreat Cottage| Cozy & Romantic Escape
$226 per night
Guest favorite
Barn in Marlboro
The Studio With a View. Bring your dog, too!
$84 per night
Guest favorite
Loft in Wilmington
Walk to Village/Lake Whitingham
$113 per night
Guest favorite
Apartment in Wilmington
**Happy Hour! Gorgeous & Modern Downtown Retreat**
$242 per night
Guest favorite
Chalet in Jamaica
Vermont Chalet
$399 per night
Superhost
Tiny home in Jamaica
Green Mountain Tiny House: a mountainside retreat
$150 per night
Superhost
Apartment in Town of Rockingham
Apartment on Main Street
$68 per night
Guest favorite
Cabin in Wilmington
Picturesque Cabin near Mt Snow
$187 per night
Guest favorite
Cottage in Jamaica
Forest Cottage ~ 7min to Stratton, Private, Views
$210 per night
Superhost
Farm stay in Marlboro
Carriage Barn - Marlboro
$155 per night
Guest favorite
Chalet in Readsboro
The King's Cottage
$219 per night
Guest favorite
Apartment in Putney
Peaceful Forest Studio
$100 per night

Destinations to explore