
Pet-friendly holiday 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 spacesPetsAir conditioning

Carriage Barn - Marlboro
Our place is within easy reach of Mt Snow, Carinthia, Marlboro Music Festival, and the super sweet town of Brattleboro. The 2-level apartment is entirely private and self-contained. Bonus offerings include an abundance of fresh country air and proximity to miles of woods trails. It's ideal for couples, solo travelers, and it's pet-friendly too. A short walk through the woods brings you to a spring-fed lake that is quiet and pristine. Winter, spring, summer, fall. Each season has its own magic.
WalkabilityOutdoor spacesCleanliness

The 1770 House
Spring is the most dramatic time here. At the end of a dirt road with no cars or people you are one with nature. Ask to see if the pool and outdoor spa are open. In March and April our rates are discounted 20%. Enjoy our country retreat with breathtaking mountain and valley views. This expanded 1770 farmhouse gives you 4,500 sq. ft. of space for large family and friend get togethers. The house overlooks the Green River Valley with views of Vermont. There are six bedrooms and three bathrooms.
PetsOutdoor spacesSkiing

Clark Farm-2 Master-Suites, Great kitchen, views!
The historic Clark Farm boasts beautiful mountain views as well as of our apple orchard and early 19th Century barn. The farmhouse sleeps 8 comfortably with 2 king-size master suites that are tucked away each on their own floor. The queen room and the kids room (twins) share 1.5 baths in the "new" side of the house. The spacious light-filled farmhouse has an open floor plan with a gas fireplace in both the living room and tv/game room. Outdoors enjoy the 8 adirondack chairs and a fire pit .
WalkabilityPetsCleanliness

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 spacesFamily

The Hideaway Camp
The Hideaway Camp is a very private cabin on a 100 acre property. There are hiking/x country ski trails on the property and close access to the VAST trails. A scenic 20 acre pond for kayack and canoeing and a brook with a rustic cocktail deck overlooking it. the Jacksonville General store is 2 minutes away and it is warm and friendly with all the groceries you might need. The cabin is well stocked for cooking and with high speed internet you can Watch or stream favorite shows.
Outdoor spacesWalkabilityBack garden

1850’s 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.
WalkabilityPetsBathroom

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.
WalkabilityPetsWifi

Peaceful Beautiful Mountain Home Spectacular Views
15 Spectacular Acres! Plenty of room for the entire family or great for a couples getaway. This home has everything you need. There are brand new mattresses, quilts, linens, towels, cookware, plates and utensils for your comfort. The beautiful mountain views are seen from just about every room. There is a wood burning fireplace, 4 bedrooms and 2 full bathrooms. Both levels have 3 season porches to enjoy the views, coffee, reading or a meal.
PetsWalkabilityView

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.
PetsWalkabilityIndoor spaces

Secluded Farmhouse Retreat - stunning views
This beautiful farmhouse called "High Pocket" is nestled on a knoll at the end of a private dirt road with majestic views of Vermont. Come experience your own solar powered country getaway on 545 acres, 15 minutes away from Shelburne Falls and Greenfield, Ma. Pets welcome {$50- per stay per animal} please keep off furniture and bedding Level 2 EV Charger on north/east corner
Outdoor spacesPetsTV

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.
PetsWalkabilityAccess
Popular amenities for Brattleboro pet-friendly home rentals
Pet-friendly house rentals

Vermont lake house near Mt. Snow-fab 360 views!
Outdoor spacesPetsSkiing

Stone n' Sky Lodge
WalkabilityPetsCheckout

Secluded cabin on brook near skiing and lakes
PetsOutdoor spacesBeach

The Sugarhouse
Outdoor spacesPetsHiking

Family-friendly 4BR | Pools Hot Tub | Near Mt Snow
Outdoor spacesWalkabilityAccess

Adorable home in Newfane
WalkabilityPetsAmenities

MtSnow HotTub Pool Table AirHockey PingPong *Darts
Outdoor spacesPetsNearby

The Vermont Farmhouse|Hiking|Dog Trails|Village
Outdoor spacesPetsGetting around
Pet-friendly home rentals with a pool

Beautiful rustic woods and fields retreat.
PetsOutdoor spacesAir conditioning

Mt Snow Chalet: Peaceful Escape w/Hot Tub
WalkabilityPetsSkiing

Heated Pool, EV Charging, Hot Tub & Barrel Sauna
PetsWalkabilityPool

The Brick House on Washington Street
Outdoor spacesPetsHospitality

Log Cabin Near Stratton/Mt Snow
WalkabilityOutdoor spacesView

Hollywood Bungalow in the Berkshires #C0191633410
Outdoor spacesWalkabilityRiver

Berkshire Getaway Ranch 3 acres + saltwater pool
PetsOutdoor spacesDecor

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
WalkabilityOutdoor spacesHeating
Private, pet-friendly home rentals

Chalet Sonsie: A Sweetwater Stay
WalkabilityOutdoor spacesNearby

Netherwood - North Adams Guest House with Views
Outdoor spacesPetsAmenities

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
PetsOutdoor spacesParks

Snug Chalet - Wi-Fi + Close to Mount Snow
WalkabilityOutdoor spacesComfort

Cozy, Quiet Cottage on Country rd 2 mil from I-91
Outdoor spacesPetsQuiet

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
PetsOutdoor spacesHiking

A Country Retreat-Enhanced Studio Apartment
WalkabilityPetsAccess

Chalet Mount Snow/Stratton Skiing/hiking
PetsOutdoor spacesIndoor spaces
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Salem Holiday rentals
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Mount Monadnock
- Emerald Lake State Park
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Camp Plymouth State Park
- The Montague Bookmill
- Jamaica State Park
- Balderdash Cellars
- Bridge of Flowers





