
Pet-friendly holiday rentals in Dummerston
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Dummerston
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

HeART Barn Retreat
Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment 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.

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+ hosts provide water, coffee, tea, milk, fresh eggs + homemade soap. There is an indoor compostable toilet + outhouse + outdoor shower. Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

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”.

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.

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

The Sugar House
The quintessential Vermont stay! The Sugarhouse is a fully furnished one bedroom cottage, formerly a working sugarhouse built in 1915 to house the boilers that converted raw sap to maple syrup. It is located on a quiet Vermont country road bordered by historic New England dry stone walls, maple trees, and the beautiful Scott Farm. While you’ll feel a world away, you’ll be only 5 miles from Interstate 91 and 10 minutes from Brattleboro or Putney.

Cozy Cabin in Southern VT
Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed.

Vermont Retreat Cabin, Romantic Winter Wonderland
A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Gorgeous Cabins of the East Coast ☽ Elevated design; thoughtful lighting; deeply romantic ☽ Quiet & private; star-studded skies ☽ Woodstove, deck, reading nook, firepit ☽ Local's Area Guide with our favorite spots ☽ Strong wifi, no TV ☽ Scrupulously clean using unscented products

Apartment on Main Street
One bedroom apartment with kitchenette (mini-fridge, coffee maker, microwave, dishes etc.), full bathroom with laundry, and open living space. I am an English teacher, so there are lots of books! Apartment is located in the Village of Saxtons River- within easy walking distance from the Market, Vermont Academy, our new Park, and Main Street Arts.

House on a hill
Keep it simple at this peaceful and centrally-located large studio home. Enjoy your coffee while sitting on the screened in porch with beautiful local views. Just 3 miles to Brattleboro, VT and 12 miles to Keene, NH you can spend the day hiking in VT and the night in downtown Keene.

Adorable home in Newfane
3 bedroom, 1 bath home. Fully equipped kitchen, cable and internet access. Pastoral meadow view. Quiet road. Private back yard with patio. Bordering on town forest. Close to popular swimming holes. 25 minutes to Mt. Snow, 15-18 to Brattleboro and Putney
Popular amenities for Dummerston pet-friendly home rentals
Pet-friendly house rentals

The Post Haus: one-of-a-kind modern VT experience

Comfortable farmhouse with stunning views

Peaceful Beautiful Mountain Home Spectacular Views

Snowy Vermont Winter Escape

Private & Cozy Farmhouse in New Hampshire

1890 House

Yellow Sweetie at the Base of Stratton

Lovers Honey Pond Treehouse with hot tub & sauna
Pet-friendly home rentals with a pool

The 1770 House

Rustic Sunny Vermont Home near Mount Snow

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

The Brick House on Washington Street

Woodsy Retreat Near Skiing, Private Pool in Summer

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Hollywood Bungalow in the Berkshires #C0191633410

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

The King's Cottage

Little Red House Vermont

The Birchwood Cabin - Stunning Mountain Views

Walk to Village/Lake Whitingham

Chalet Sonsie: A Sweetwater Stay

Vermont Chalet

The Carriage Barn

Cozy summer cottage in the woods of S. Vermont
Quick stats about holiday rentals that are pet-friendly in Dummerston

Total holiday rentals
Explore 20 holiday rentals in Dummerston

Nightly prices starting at
Dummerston holiday rentals start at € 77 per night before taxes and fees

Verified guest reviews
Over 1,960 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Dummerston holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dummerston rentals

4.9 Average rating
Dummerston stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a fireplace Dummerston
- Rentals with a patio Dummerston
- Rentals with a firepit Dummerston
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- Family-friendly rentals Dummerston
- Pet-friendly rentals Windham County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pats Peak Ski Area
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bromley Mountain Ski Resort
- Mount Tom State Reservation
- Crotched Mountain Ski and Ride
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Fox Run Golf Club
- Hooper Golf Course
- Pineridge Cross Country Ski Area
- The Shattuck Golf Club
- Northern Cross Vineyard
- Willard Mountain
- Brattleboro Ski Hill




