
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

Vintage Vermont Cabin, Hot Tub, Fire Pit, Private

Beautiful Timber Frame Retreat

Boulder House - Extraordinary Luxury in the Woods!

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

Mountain side acres
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Stunning Studio in historic Downtown Bellows Falls

Snug Chalet - Wi-Fi + Close to Mount Snow

Beautiful rustic woods and fields retreat.

The Studio With a View. Bring your dog, too!

#27 Top Floor-Newly Renovated! Horizon Inn-room 27

Clark Cottage

Carriage Barn - Marlboro
Family-friendly home rentals with a pool

The 1770 House

Restored 1735 Granary I King Bed + Views & Pool

Adams Farm-"The Little Farmhouse"

Moon Valley Country Retreat no clean fee pets yes

The Brick House on Washington Street

Cozy Vermont Antique Sugar House with Fireplace

Walk to Mt. Snow-Spa-Summer Pool

Silver Brook Cabin
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
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a fireplace Brattleboro
- Cabin rentals Brattleboro
- Rentals with pools Brattleboro
- House rentals Brattleboro
- Apartment rentals Brattleboro
- Rentals with a patio Brattleboro
- Rentals with a washing machine and dryer Brattleboro
- Rentals with a fire pit Brattleboro
- Pet-friendly rentals Brattleboro
- Rentals with outdoor seating 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 Tom State Reservation
- Mount Sugarloaf State Reservation
- Dorset Field Club
- The Shattuck Golf Club
- Hooper Golf Course
- Bousquet Mountain Ski Area
- Hancock Shaker Village
- Northern Cross Vineyard
- Crotched Mountain Ski and Ride
- Mount Snow Ski Resort
- Stratton Mountain Resort
- Pineridge Cross Country Ski Area
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Mount Sunapee Resort
- Fox Run Golf Club