Family-friendly vacation rentals in Lenox
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lenox
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Lenox family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chester
4.96 out of 5 average rating, 316 reviewsRiverfront Getaway
Cabin in Monterey
4.95 out of 5 average rating, 252 reviewsAmazing Berkshire Mountains Cabin
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Home in Round Top
4.96 out of 5 average rating, 165 reviewsEscape in the Catskills w/hottub
Home in Hudson
4.95 out of 5 average rating, 253 reviewsLivingston Farmhouse Escape with hot tub and sauna
Home in Colebrook
4.99 out of 5 average rating, 204 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in Craryville
4.92 out of 5 average rating, 221 reviewsThe City Farmers Upstate. Farm house with hot tub
Home in Craryville
4.98 out of 5 average rating, 193 reviewsModern Home in Woods w/ Hot Tub 10 Miles to Hudson
Family- and pet-friendly home rentals
Cabin in Lee
4.9 out of 5 average rating, 103 reviewsSpring sale! Cabin with views in the Berkshires
Cottage in Lanesborough
4.85 out of 5 average rating, 254 reviewsWildlife Lakeside Cottage
Apartment in Sandisfield
4.92 out of 5 average rating, 229 reviewsSunny Berkshire Studio Apartment
Farm stay in Coeymans Hollow
4.85 out of 5 average rating, 591 reviewsMagic Forest Farm's Mountain View Suite
Farm stay in Kinderhook
4.86 out of 5 average rating, 209 reviewsBarn House: isolated sheep farm Hudson area
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Guest suite in Charlemont
4.9 out of 5 average rating, 185 reviewsUnique People & Pet-Welcoming Haven
Cottage in Claverack
4.98 out of 5 average rating, 248 reviews‘Clavashack’ Country Cottage
Family-friendly home rentals with a pool
Guesthouse in Williamstown
4.93 out of 5 average rating, 220 reviewsPerfect Base for Your Berkshire Adventure
Home in Ghent
4.87 out of 5 average rating, 274 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Cabin in Red Hook
4.96 out of 5 average rating, 310 reviewsModern Upstate Cabin, near Rhinebeck NY
Cabin in Saugerties
4.99 out of 5 average rating, 125 reviewsLovely cabin by the stream
Apartment in Earlton
4.93 out of 5 average rating, 281 reviewsSweet Farm Stay
Apartment in Rexford
4.96 out of 5 average rating, 330 reviewsNeed a Getaway??
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Townhouse in Hudson
4.94 out of 5 average rating, 196 reviewsPalazzo Hudson: Luxury Pool, Hot Tub, and Sauna
Quick stats about vacation rentals that are family-friendly in Lenox
Total rentals
100 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
3.7K reviews
Nightly prices starting at
$100 before taxes and fees
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