
Family-friendly vacation rentals in Dummerston
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dummerston
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!
Indoor spacesFamilyTV

Treehouse Haven in Putney-All Seasons
Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.
FamilyIndoor spacesDecor

Sweet Vermont Tiny Home Get Away
Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.
KitchenIndoor spacesSolo travel

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”.
FamilyKitchenGetting around

Cozy tent in the trees on organic flower farm
Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.
Indoor spacesFamilySolo travel

~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.
FamilyIndoor spacesCheckout

Peaceful cabin close to skiing & Brattleboro
Country privacy close to the best of Southern VT! This spacious home is close to skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants. Open concept with fireplace, cook's kitchen, jet bathtub, gardens, winter hot tub off deck, and large patio and fire pit give the perfect vibes for your VT gathering. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat.
FamilyIndoor spacesHiking

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
Indoor spacesKitchenHeating

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.
KitchenFamilyTV

Log Cabin: Amazing Views, River Frontage, Hot Tub
A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.
Indoor spacesFamilyComfort

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.
Indoor spacesFamilyWalkability

Modern Cabin with Outdoor Spa on Vermont Farm
Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.
Indoor spacesKitchenCleanliness
Popular amenities for Dummerston family-friendly rentals
Family-friendly home rentals with a hot tub

Schoolhouse Spa Retreat on a Vermont Farm
FamilyKitchenGrill

Beautiful Timber Frame Retreat
Indoor spacesKitchenCondition

Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
FamilyIndoor spacesParks

Alpine Reflection + Hot Tub
Indoor spacesFamilyNearby

Cabin getaway in Southern Vermont
KitchenIndoor spacesNearby

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Indoor spacesFamilyComfort

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

Hot Tub Farmhouse - Buttercup Studio - Jamaica VT.
Indoor spacesKitchenPets
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains
KitchenFamilyCheckout

Shakespeare’s Folly Side Farm and AirBnB.
Indoor spacesKitchenOutdoor spaces

Clark Farm-2 Master-Suites, Great kitchen, views!
KitchenFamilyWifi

House on a hill
Indoor spacesKitchenHiking

Luxury “Tiny” House With Sauna (Timbery)
Indoor spacesKitchenValue

Snug Chalet - Wi-Fi + Close to Mount Snow
Indoor spacesKitchenPets

Spacious Brattleboro home on river, walk to town
KitchenIndoor spacesValue

The Chal-A-Frame Vermont
Indoor spacesFamilyWifi
Family-friendly home rentals with a pool

Log Cabin Near Stratton/Mt Snow
FamilyKitchenLong stay

Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin
FamilyIndoor spacesWalkability

4BR Cabin with Hot Tub n Pools, 15 mins to Mt Snow
Indoor spacesKitchenParking

The Brick House on Washington Street
FamilyIndoor spacesAccuracy

Silver Brook Cabin
FamilyIndoor spacesValue

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Indoor spacesKitchenQuiet

Walk to Mt. Snow-Spa-Summer Pool
Indoor spacesFamilyValue

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
FamilyKitchenCleanliness
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Portland Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Newport Vacation rentals
- Atlantic City Vacation rentals
- Providence Vacation rentals
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





