
Pet-friendly vacation rentals in Brattleboro
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Brattleboro
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Modern Spacious Home with Mountain Views
Modern Home in Brattleboro with mountain view & many extras: Italian-Marble master-suite, Jacuzzi/Shower for 2, walk-in closet, king bed, grill, heated garage, cable, WiFi. Open-concept living room w/ cathedral ceiling, office, & movie screen. Large open kitchen w/ wine fridge. Second bedroom w/ loft. Explore hiking trails from backyard. Pets ok! 3 mins from Vermont Country Deli & I91 Exit 2. Walking distance to dog park, swimming holes. Downtown: 4 mins Mount Snow: 40 mins Stratton: 54 mins
Outdoor spacesWalkabilityCleanliness

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants
PetsWalkabilityLaundry

Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.
WalkabilityOutdoor spacesAccess

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”.
WalkabilityOutdoor spacesWifi

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.
WalkabilityOutdoor spacesGetting around

~Serene Barn Retreat~
Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.
Outdoor spacesPetsHot tub

Shakespeare’s Folly Side Farm and AirBnB.
Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly a dog, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.
PetsWalkabilityAccuracy

A Country Retreat-Enhanced Studio Apartment
Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.
PetsOutdoor spacesLong stay

Beautiful rustic woods and fields retreat.
Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment/ mini house. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $50 per trip per dog
WalkabilityOutdoor spacesAccuracy

Spacious Brattleboro home on river, walk to town
Spacious 3,000 sq. ft. home with 4 bedrooms (3 queens, 2 twins) and 4 bathrooms, 3 en-suite. Enjoy a formal living room with grand and upright pianos, a cozy TV room, and a fully equipped kitchen with eat-in area leading to a deck with stunning river and mountain views. Formal dining seats 12. Expansive grounds are perfect for relaxing or hosting special events. Just a 10-min walk to Brattleboro’s Main Street shops, cafes, and culture.
PetsWalkabilitySleep quality

Cabin getaway in Southern Vermont
Let us share our little piece of Vermont with you! Located off a dirt road, tucked into a corner of our working homestead, you'll find a space to relax, unwind, and reconnect. This cabin has everything you need for a private and comfortable escape. Downstairs you’ll find a comfortable leather couch, small kitchen, & bathroom with vanity & shower. The bedroom (located upstairs) has a queen sized bed. All linens provided.
WalkabilityOutdoor spacesKitchen

Cottage
The "Rustic" cottage is furnished with a queen bed, sofa and dining table. There is a small deck with patio furniture, fire ring with wood supplied, and a gas barbecue. It can accommodate 2 people comfortably. Private with parking. Host in separate house. Wi Fi from Xfinity, but please note that it can be patchy. Roku TV WI FI connected to router.
Outdoor spacesWalkabilityAmenities
Popular amenities for Brattleboro pet-friendly home rentals
Pet-friendly house rentals

Pinecone Pond 30 min ski Mt Snow, 45 to Stratton
Outdoor spacesPetsCondition

Clark Farm-2 Master-Suites, Great kitchen, views!
Outdoor spacesPetsAccuracy

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Outdoor spacesWalkabilitySkiing

Charming Chester Farmhouse Near VT Slopes
WalkabilityOutdoor spacesCheckout

The Sugarhouse
Outdoor spacesWalkabilityHeating

Lovers Honey Pond Treehouse with hot tub & sauna
WalkabilityOutdoor spacesHot tub

Peaceful Beautiful Mountain Home Spectacular Views
WalkabilityPetsRiver

Secluded Farmhouse Retreat - stunning views
PetsWalkabilityBiking
Pet-friendly home rentals with a pool

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Outdoor spacesPetsAir conditioning

Log Cabin Near Stratton/Mt Snow
PetsOutdoor spacesAmenities

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
Outdoor spacesPetsIndoor spaces

4BR Cabin with Hot Tub n Pools, 15 mins to Mt Snow
WalkabilityOutdoor spacesParking

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Outdoor spacesWalkabilityView

Ski Mountain View Estate
Outdoor spacesPetsBathroom

Hollywood Bungalow in the Berkshires #C0191633410
WalkabilityPetsLocation

Berkshire Getaway Ranch 3 acres + saltwater pool
Outdoor spacesPetsWifi
Private, pet-friendly home rentals

The Carriage Barn
Outdoor spacesWalkabilityNearby

Cozy Cabin in Southern VT
Outdoor spacesPetsSleep quality

Carriage Barn - Marlboro
WalkabilityPetsAir conditioning

Classic Vermont A-Frame | Fire Pit | Near Stratton
PetsOutdoor spacesHospitality

Apple Blossom Cottage: A Tiny House
Outdoor spacesWalkabilityDecor

Mountain side acres
WalkabilityOutdoor spacesAccuracy

Snug Chalet - Wi-Fi + Close to Mount Snow
Outdoor spacesPetsAmenities

Luxury “Tiny” House With Sauna (Timbery)
WalkabilityPetsView
Destinations to explore
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- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Mount Monadnock
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Camp Plymouth State Park
- Jamaica State Park
- Balderdash Cellars
- Bridge of Flowers
- Crotched Mountain Ski and Ride





