Family-friendly holiday houses 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, 155 reviewsSecluded Farmhouse Retreat - stunning views
29 Mar – 5 Apr
Cottage in Shaftsbury
4.99 out of 5 average rating, 601 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
9 – 16 Jan
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
14 – 21 Oct
Bungalow in Easthampton
4.92 out of 5 average rating, 433 reviewsThe Creation Station
23 – 30 July
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
21 – 28 Oct
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
14 – 21 Nov
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8 – 15 Sept
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
26 Dec – 2 Jan
Family- and pet-friendly home rentals
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
11 – 18 Aug
Cabin in Brattleboro
4.89 out of 5 average rating, 443 reviewsCottage
9 – 16 July
Chalet in Dover
4.93 out of 5 average rating, 265 reviewsA charming VT chalet
11 – 18 Dec
Home in Guilford
4.94 out of 5 average rating, 173 reviewsPeaceful Country Home
13 – 20 Feb
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
16 – 23 Oct
Apartment in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
27 Oct – 3 Nov
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
9 – 16 Sept
Apartment in Northampton
4.99 out of 5 average rating, 727 reviewsNorth Street Nest, sunny downtown apartment
12 – 19 Nov
Family-friendly home rentals with a pool
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
12 – 19 Oct
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
8 – 15 Oct
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13 – 20 Sept
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
14 – 21 Nov
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
21 – 28 Nov
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
15 – 22 Oct
Barn in Pownal
4.94 out of 5 average rating, 78 reviewsArtist Bunkhouse Southern Vermont
2 – 9 June
Home in Pittsfield
4.97 out of 5 average rating, 39 reviewsBerkshire Lakefront Home W/Pool-100%Renovated
26 Apr – 3 May
Quick stats about accommodation & 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
$242 AUD before taxes and fees
Destinations to explore
- Cambridge Accommodation & holiday rentals
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