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
Cottage in Shaftsbury
4.99 out of 5 average rating, 606 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
Cabin in Saugerties
4.86 out of 5 average rating, 176 reviewsContainer Cabin in the Catskills (Field)
Home in Colebrook
4.99 out of 5 average rating, 204 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in Shaftsbury
4.94 out of 5 average rating, 124 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Home in Round Top
4.96 out of 5 average rating, 162 reviewsEscape in the Catskills w/hottub
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 Hudson
4.95 out of 5 average rating, 251 reviewsLivingston Farmhouse Escape with hot tub and sauna
Family- and pet-friendly home rentals
Apartment in Sandisfield
4.92 out of 5 average rating, 228 reviewsSunny Berkshire Studio Apartment
Cottage in Craryville
4.91 out of 5 average rating, 484 reviewsColumbia County Getaway - Raspberry Ridge Cottage
Cottage in Claverack
4.98 out of 5 average rating, 247 reviews‘Clavashack’ Country Cottage
Farm stay in Kinderhook
4.86 out of 5 average rating, 207 reviewsBarn House: isolated sheep farm Hudson area
Farm stay in Coeymans Hollow
4.85 out of 5 average rating, 585 reviewsMagic Forest Farm's Mountain View Suite
Guest suite in Montague
4.93 out of 5 average rating, 166 reviewsGreat Falls Private Suite
Guest suite in Charlemont
4.9 out of 5 average rating, 183 reviewsUnique People & Pet-Welcoming Haven
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Family-friendly home rentals with a pool
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Home in New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Home in Woodstock
4.91 out of 5 average rating, 192 reviewsGlenford Studio & Pool w/Deck Mountain Views
Home in Saugerties
5.0 out of 5 average rating, 133 reviewsUpstate Modern Scandinavian Barn in the Catskills
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
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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