
Pet-friendly vacation rentals in Dummerston
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Top-rated pet-friendly home rentals in Dummerston
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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.
Outdoor spacesPetsBackyard

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
WalkabilityOutdoor spacesFamily

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)
PetsOutdoor spacesValue

Luxury “Tiny” House With Sauna (Timbery)
The Timbery: This is a new, fully handmade, timber frame "tiny" house featuring a custom Norwegian Sauna. The house is nestled in the forest, accessible by foot. With 17 vertical ft. of floor to ceiling windows, this property represents a unique experience to fully immerse yourself into nature. It is like lying down in a tent on the forest floor, except instead of wet sleeping bags and dirty hair, you enjoy a queen sized bed, in home theater, full kitchen, sauna and 71in soaking tub.
Outdoor spacesWalkabilityGetting around

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles
WalkabilityPetsEV charging

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”.
WalkabilityPetsSleep quality

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.
PetsOutdoor spacesLocation

~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.
WalkabilityPetsBackyard

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.
Outdoor spacesPetsDecor

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
Outdoor spacesPetsCondition

The Sugarhouse
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.
PetsWalkabilityCleanliness

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.
PetsOutdoor spacesDecor
Popular amenities for Dummerston pet-friendly home rentals
Pet-friendly house rentals

Modern Spacious Home with Mountain Views
Outdoor spacesPetsFamily

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

The Post Haus - One-of-A-Kind Modern VT Experience
Outdoor spacesWalkabilityAccess

Peaceful Beautiful Mountain Home Spectacular Views
WalkabilityOutdoor spacesSkiing

Charming Chester Farmhouse Near VT Slopes
Outdoor spacesPetsLaundry

Modern 3-bedroom A-frame in Londonderry w/ Pond
WalkabilityOutdoor spacesLayout

Secluded cabin on brook near skiing and lakes
Outdoor spacesPetsGetting around

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
PetsWalkabilityNearby
Pet-friendly home rentals with a pool

Mt Snow Chalet: Peaceful Escape w/Hot Tub
WalkabilityOutdoor spacesBackyard

Log Cabin Near Stratton/Mt Snow
WalkabilityOutdoor spacesHeating

4BR Cabin with Hot Tub n Pools, 15 mins to Mt Snow
Outdoor spacesWalkabilitySkiing

The Brick House on Washington Street
Outdoor spacesPetsBackyard

The 1770 House
WalkabilityPetsHot tub

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

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
PetsOutdoor spacesQuiet

Hollywood Bungalow in the Berkshires #C0191633410
WalkabilityOutdoor spacesGrill
Private, pet-friendly home rentals

A Country Retreat-Enhanced Studio Apartment
Outdoor spacesPetsBreakfast

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

Classic Vermont A-Frame | Fire Pit | Near Stratton
Outdoor spacesPetsAccuracy

The King's Cottage
WalkabilityOutdoor spacesQuiet

Mountain side acres
WalkabilityPetsIndoor spaces

The Woodland A-Frame
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The Mountain A-Frame at Mount Snow
WalkabilityPetsSkiing

#27 Top Floor-Newly Renovated! Horizon Inn-room 27
Outdoor spacesPetsParking
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
- Killington Resort
- Fox Run Golf Club
- Mount Monadnock
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Smith College
- Mount Sunapee Resort
- Mount Greylock
- Mount Holyoke College
- Camp Plymouth State Park
- The Montague Bookmill
- Jamaica State Park





