Family-friendly holiday rentals in Charlemont
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Charlemont
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 Charlemont family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Colrain
4.94 out of 5 average rating, 158 reviewsSecluded Farmhouse Retreat - stunning views
Home in Chester
4.96 out of 5 average rating, 316 reviewsRiverfront Getaway
Cottage in Shaftsbury
4.99 out of 5 average rating, 608 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
Home in Northampton
4.87 out of 5 average rating, 574 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Apartment in Townshend
4.94 out of 5 average rating, 204 reviewsPrivate Apt. on Farm, great views and Hot tub,
Home in Newfane
4.97 out of 5 average rating, 116 reviewsPeaceful cabin close to skiing & Brattleboro
Home in Shaftsbury
4.94 out of 5 average rating, 126 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Cabin in Monterey
4.95 out of 5 average rating, 252 reviewsAmazing Berkshire Mountains Cabin
Family- and pet-friendly home rentals
Cabin in Readsboro
4.86 out of 5 average rating, 187 reviewsOff grid comfort cabin
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
Apartment in Ashfield
4.86 out of 5 average rating, 218 reviewsZachariah House Main St. Ashfield
Home in Guilford
4.93 out of 5 average rating, 177 reviewsPeaceful Country Home
Farm stay in Marlboro
4.89 out of 5 average rating, 580 reviewsCarriage Barn - Marlboro
Cabin in Brattleboro
4.89 out of 5 average rating, 449 reviewsCottage
Cabin in Shaftsbury
4.9 out of 5 average rating, 382 reviewsThe LoveNest -Charming private cabin on 65 acres
Chalet in Dover
4.93 out of 5 average rating, 268 reviewsA charming VT chalet
Family-friendly home rentals with a pool
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Bungalow in Easthampton
4.92 out of 5 average rating, 441 reviewsThe Creation Station
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @Jiminy Peak
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Townhouse in Dover
4.96 out of 5 average rating, 137 reviewsBear's Den - Mt Snow Townhome w/ Heated Pool!
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Barn in Pownal
4.94 out of 5 average rating, 78 reviewsArtist Bunkhouse Southern Vermont
Quick stats about holiday rentals that are family-friendly in Charlemont
Total rentals
20 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1.1K reviews
Nightly prices starting at
$261 NZD before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
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