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
Cottage in Shaftsbury
4.99 out of 5 average rating, 599 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
13–20 Apr
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
7–14 Dec
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
22–29 Dec
Flat in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
14–21 Oct
Bungalow in Easthampton
4.92 out of 5 average rating, 430 reviewsThe Creation Station
21–26 Jul
Home in Northampton
4.87 out of 5 average rating, 566 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8–15 Sept
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
12–19 Jan
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
6–13 Sept
Family- and pet-friendly home rentals
Cabin in Brattleboro
4.89 out of 5 average rating, 442 reviewsCottage
12–19 Jul
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
11–18 Aug
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
8–15 Jun
Tiny home in Jamaica
4.94 out of 5 average rating, 1143 reviewsApple Blossom Cottage: A Tiny House
25 Mar – 1 Apr
Home in Guilford
4.94 out of 5 average rating, 173 reviewsPeaceful Country Home
6–13 Feb
Flat in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
20–27 May
Chalet in Dover
4.93 out of 5 average rating, 265 reviewsA charming VT chalet
10–17 Mar
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
19–26 Jul
Family-friendly home rentals with a pool
Guest house in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
2–9 Aug
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
18–25 Apr
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
10–17 Feb
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
12–19 Apr
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
13–20 Nov
Apartment in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
29 Sept – 6 Oct
Barn in Pownal
4.94 out of 5 average rating, 78 reviewsArtist Bunkhouse Southern Vermont
9–16 Sept
Townhouse in Dover
4.93 out of 5 average rating, 71 reviewsCozy Bear- 1 mile to Mt Snow Ski Home
21–28 Aug
Quick stats about holiday rentals that are family-friendly in Charlemont
Total rentals
20 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1.1K reviews
Nightly prices starting at
£128 before taxes and fees
Destinations to explore
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