Family-friendly holiday rentals in Lanesborough
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lanesborough
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 Lanesborough 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
Cottage in Shaftsbury
4.99 out of 5 average rating, 599 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
31 Dec – 7 Jan
Home in Pittsfield
4.82 out of 5 average rating, 163 reviewsBeautiful House By The Lake W/Jetted Hot Tub
26 Mar – 2 Apr
Bungalow in Easthampton
4.92 out of 5 average rating, 431 reviewsThe Creation Station
21–28 Jul
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8–15 Sep
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
23–30 Dec
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
16–23 Sep
Home in Hudson
4.84 out of 5 average rating, 222 reviewsHudson Country Cottage, Fireplace, Pond, Hot Tub
12–19 Mar
Family- and pet-friendly home rentals
Guest house in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
8–15 Nov
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
8–15 Mar
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
11–18 Aug
Home in Williamstown
4.81 out of 5 average rating, 171 reviewsWalking distance to downtown
12–19 Mar
Chalet in Dover
4.93 out of 5 average rating, 265 reviewsA charming VT chalet
25 Mar – 1 Apr
Cottage in Craryville
4.91 out of 5 average rating, 482 reviewsColumbia County Getaway - Raspberry Ridge Cottage
14–21 Apr
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
22–29 Oct
Cottage in Claverack
4.98 out of 5 average rating, 244 reviews‘Clavashack’ Country Cottage
1–8 May
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
10–17 Sep
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
11–18 Sep
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
18–25 Mar
Flat in Rexford
4.96 out of 5 average rating, 324 reviewsNeed a Getaway??
31 Oct – 7 Nov
Townhouse in Hudson
4.94 out of 5 average rating, 194 reviewsPalazzo Hudson: Luxury Pool, Hot Tub, and Sauna
7–14 Apr
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 Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
27 May – 3 Jun
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
15–22 Oct
Quick stats about holiday rentals that are family-friendly in Lanesborough
Total rentals
110 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
20 properties allow pets
Total number of reviews
3.5T reviews
Nightly prices starting at
₹5,012 before taxes and fees
Destinations to explore
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