Family-friendly vacation rentals in Brattleboro
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Brattleboro
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Brattleboro family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Shaftsbury
4.99 out of 5 average rating, 599 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
Apr 13 – 20
Apartment in West Townshend
4.91 out of 5 average rating, 313 reviewsPrivate Apt on Farm, Magnificent views, Hot tub
May 18 – 25
Home in Newfane
4.97 out of 5 average rating, 114 reviewsPeaceful cabin close to skiing & Brattleboro
Jan 9 – 16
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
Jul 30 – Aug 6
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
Jan 25 – Feb 1
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
Feb 25 – Mar 4
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Sep 6 – 13
Home in Northampton
4.87 out of 5 average rating, 566 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Sep 8 – 15
Family- and pet-friendly home rentals
Guesthouse in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
Apr 20 – 27
Home in Newfane
4.95 out of 5 average rating, 170 reviewsAdorable home in Newfane
Mar 31 – Apr 7
Cottage in Jamaica
4.82 out of 5 average rating, 464 reviewsForest Cottage ~ 7min to Stratton, Private, Views
Jul 19 – 26
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Mar 29 – Apr 5
Cottage in Bernardston
4.88 out of 5 average rating, 286 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Mar 25 – Apr 1
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
Jul 19 – 26
Chalet in Dover
4.93 out of 5 average rating, 265 reviewsA charming VT chalet
Sep 18 – 25
Guest suite in Montague
4.93 out of 5 average rating, 163 reviewsGreat Falls Private Suite
Aug 26 – Sep 2
Family-friendly home rentals with a pool
Guesthouse in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
Dec 14 – 21
Bungalow in Easthampton
4.92 out of 5 average rating, 430 reviewsThe Creation Station
Jul 21 – 26
Farm stay in Rutland
4.97 out of 5 average rating, 317 reviewsFarm Living
Dec 27 – Jan 3
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
Jun 3 – 10
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Sep 8 – 15
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Dec 4 – 11
Apartment in Northampton
4.97 out of 5 average rating, 243 reviewsSunny Inspirit Apartment in best downtown location
Jul 17 – 24
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb 10 – 17
Quick stats about vacation rentals that are family-friendly in Brattleboro
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1.8K reviews
Nightly prices starting at
R564 ZAR before taxes and fees
Destinations to explore
- Cambridge Vacation rentals
- Salem Vacation rentals
- Lake George Vacation rentals
- Providence Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals Vermont
- Family-friendly rentals New York
- Family-friendly rentals New Hampshire
- Rentals with a fireplace Brattleboro
- Kid-friendly rentals Brattleboro
- Apartment rentals Brattleboro
- Cabin rentals Brattleboro
- Monthly Rentals Brattleboro
- Pet-friendly rentals Brattleboro
- Rentals with a fire pit Brattleboro
- Rentals with a washer and dryer Brattleboro
- Rentals with a patio Brattleboro
- Rentals with outdoor seating Brattleboro
- House rentals Brattleboro
- Family-friendly rentals Windham County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom