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
Flat in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
16–23 Oct
Home in Newfane
4.97 out of 5 average rating, 115 reviewsPeaceful cabin close to skiing & Brattleboro
8–15 Apr
Cottage in Shaftsbury
4.99 out of 5 average rating, 599 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
31 Dec – 7 Jan
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
14–21 Oct
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
8–15 Sep
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
7–14 Oct
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8–15 Sep
Home in Lempster
4.88 out of 5 average rating, 367 reviewsDreamy lakefront cottage with views to die for!
12–17 Feb
Family- and pet-friendly home rentals
Guest house in Putney
4.95 out of 5 average rating, 322 reviewsA Vermont Carriage House
13–20 Dec
Home in Newfane
4.95 out of 5 average rating, 171 reviewsAdorable home in Newfane
30 Mar – 6 Apr
Tiny home in Jamaica
4.88 out of 5 average rating, 345 reviewsForest Cabin ~ 7min to Stratton, Cozy, Private
4–11 Jun
Cottage in Bernardston
4.88 out of 5 average rating, 287 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
30 Oct – 6 Nov
Guest house in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
11–18 Nov
Guest suite in Montague
4.93 out of 5 average rating, 163 reviewsGreat Falls Private Suite
2–9 Jan
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
8–15 Mar
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
12–19 Jun
Family-friendly home rentals with a pool
Guest house in Granville
4.9 out of 5 average rating, 786 reviewsMoon Valley Country Retreat no clean fee pets yes
16–23 Dec
Bungalow in Easthampton
4.92 out of 5 average rating, 431 reviewsThe Creation Station
21–28 Jul
Farm stay in Rutland
4.97 out of 5 average rating, 318 reviewsFarm Living
26 Jul – 2 Aug
Guest house in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
26 Sep – 3 Oct
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
11–18 Sep
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
17–24 Nov
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
6–13 Nov
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
27 May – 3 Jun
Quick stats about holiday 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
€ 28 before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
- Salem Holiday rentals
- Lake George Holiday rentals
- Providence Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
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