
Family-friendly holiday 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.
Holiday 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

Private Apt. on Farm, Hot Tub with views!

The Birchwood Cabin - Stunning Mountain Views

Log Cabin: Amazing Views, River Frontage, Hot Tub

Beautiful Timber Frame Retreat

Boulder House - Extraordinary Luxury in the Woods!

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

Mountain side acres

Vermont Getaway Apartment
Family- and pet-friendly home rentals

Spacious Brattleboro home on river, walk to town

#32 Top Floor-Newly Renovated! Room 32-Horizon Inn

Lilac Ridge Farm House

Apple Blossom Cottage: A Tiny House

Beautiful rustic woods and fields retreat.

Cozy private cottage in the woods of Vermont

Cozy Vermont Antique Sugar House with Fireplace

The Great Room in Historic Fitzwilliam
Family-friendly home rentals with a pool

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

Adams Farm-"The Little Farmhouse"

Moon Valley Country Retreat no clean fee pets yes

The Brick House on Washington Street

Triggers Cabin

Silver Brook Cabin

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Perfect Base for Your Berkshire Adventure
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a fire pit Brattleboro
- Rentals with a washing machine and dryer Brattleboro
- Rentals with outdoor seating Brattleboro
- Pet-friendly rentals Brattleboro
- Apartment rentals Brattleboro
- Rentals with pools Brattleboro
- Rentals with a patio Brattleboro
- House rentals Brattleboro
- Cabin rentals Brattleboro
- Rentals with a fireplace Brattleboro
- Family-friendly rentals Windham County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Dorset Field Club
- Bousquet Mountain Ski Area
- The Shattuck Golf Club
- Crotched Mountain Ski and Ride
- Hancock Shaker Village
- Mount Snow Ski Resort
- Northern Cross Vineyard
- Hooper Golf Course
- Hildene, The Lincoln Family Home
- Stratton Mountain Resort
- Fox Run Golf Club
- Pineridge Cross Country Ski Area
- Ekwanok Country Club
- Mount Sunapee Resort