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 East Chatham
4.79 out of 5 average rating, 184 reviewsHot tub in Berkshires! 3 Queen 2 Bath! Windswept!
Cabin in Becket
5 out of 5 average rating, 265 reviewsWaldtreff - quiet grand cabin
Home in Craryville
4.98 out of 5 average rating, 205 reviewsModern Home in Woods w/ Hot Tub 10 Miles to Hudson
Home in Ancramdale
4.93 out of 5 average rating, 135 reviewsUnwind in the country, stargaze in hot tub
Home in Chester
4.96 out of 5 average rating, 337 reviewsRiverfront Getaway
Home in Colebrook
4.99 out of 5 average rating, 216 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in Red Hook
4.88 out of 5 average rating, 225 reviewsWooded Retreat w/ Hot Tub and Trout River
Condo in Hancock
4.85 out of 5 average rating, 142 reviewsCozy Condo @ Jiminy Peak
Family- and pet-friendly home rentals
Guesthouse in Stephentown
5 out of 5 average rating, 394 reviewsDog Friendly Studio
Home in Hudson
4.95 out of 5 average rating, 100 reviewsCozy Modern Farmhouse, a close walk to Warren!
Cottage in Craryville
4.91 out of 5 average rating, 517 reviewsColumbia County Getaway - Raspberry Ridge Cottage
Farm stay in Ghent
4.91 out of 5 average rating, 229 reviewsRetrograss Farm Apartment
Home in Ghent
4.9 out of 5 average rating, 274 reviewsRenovated guesthouse on 52 acres!
Home in Ancram
4.82 out of 5 average rating, 109 reviewsSecluded Post-And-Beam Retreat
Cottage in Pine Plains
5 out of 5 average rating, 140 reviewsPatchin Mills Quaint Country Cottage
Home in Hudson
4.77 out of 5 average rating, 335 reviewsCozy, Charming Escape in Central Hudson w/ Yard
Family-friendly home rentals with a pool
Home in Hancock
4.86 out of 5 average rating, 44 reviewsJiminy Peak Peaceful Home in Berkshires
Home in Germantown
4.98 out of 5 average rating, 48 reviewsColumbia County Farmhouse with Pool
Home in Hillsdale
4.75 out of 5 average rating, 28 reviewsCharming 1800 Eyebrow Colonial
Home in Catskill
4.97 out of 5 average rating, 69 reviewsPrivacy and beauty on Catskill Creek with pool
Home in Ghent
4.88 out of 5 average rating, 301 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Canaan
4.99 out of 5 average rating, 83 reviewsBerkshire Lake House, gunite pool, Chef's Kitchen
Cabin in Red Hook
4.96 out of 5 average rating, 337 reviewsModern Upstate Cabin, near Rhinebeck NY
Home in Canaan
4.67 out of 5 average rating, 63 reviewsR3Bliss - Estate with Hot Tub, Tennis Court & Pool
Quick stats about vacation rentals that are family-friendly in Lenox
Total rentals
110 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
4.2K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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