Family-friendly holiday rentals in Williamstown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Williamstown
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 Williamstown family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
14–21 Oct
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 Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
27 Sept – 4 Oct
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8–15 Sept
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
8–15 Sept
Home in Pittsfield
4.82 out of 5 average rating, 163 reviewsBeautiful House By The Lake W/Jetted Hot Tub
26 Mar – 2 Apr
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
17–24 Dec
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
16–23 Sept
Family- and pet-friendly home rentals
Farm stay in New Ashford
4.9 out of 5 average rating, 221 reviewsSheep Barn on the Greylock Valley Estate
23 Feb – 2 Mar
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
10–17 Apr
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
11–18 Aug
Tiny home in Jamaica
4.94 out of 5 average rating, 1145 reviewsApple Blossom Cottage: A Tiny House
26 Oct – 2 Nov
Flat in Cambridge
4.91 out of 5 average rating, 370 reviewsMountain View Apartment! Close to Saratoga!
29 Apr – 6 May
Chalet in Dover
4.93 out of 5 average rating, 265 reviewsA charming VT chalet
25 Mar – 1 Apr
Cabin in Shaftsbury
4.9 out of 5 average rating, 381 reviewsThe LoveNest -Charming private cabin on 65 acres
6–13 Oct
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
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
6–13 Nov
Bungalow in Easthampton
4.92 out of 5 average rating, 431 reviewsThe Creation Station
21–28 Jul
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
18–25 Mar
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
17–24 Nov
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sept
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
27 May – 3 Jun
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
17–24 Nov
Apartment in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
3–10 Feb
Quick stats about holiday rentals that are family-friendly in Williamstown
Total rentals
90 properties
Wifi availability
90 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
3.8K reviews
Nightly prices starting at
£56 before taxes and fees
Destinations to explore
- New Haven Holiday rentals
- Lake George Holiday rentals
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- Albany Holiday rentals
- Philadelphia Holiday rentals
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