Family-friendly vacation rentals in Highlands
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Highlands
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 Highlands family-friendly rentals
Family-friendly home rentals with a hot tub
Villa in Hopewell Junction
4.96 out of 5 average rating, 289 reviewsThe Mission House Sanctuary
Rental unit in New Paltz
4.96 out of 5 average rating, 511 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Home in Olivebridge
4.92 out of 5 average rating, 444 reviewsMountain-Top Catskills Getaway Cabin w/hot tub
Home in Cold Spring
4.95 out of 5 average rating, 303 reviewsHilltop Hideaway Forest Villa on 13 acres!
Condo in Vernon Township
4.95 out of 5 average rating, 171 reviewsComfy Studio at Mountain Creek Resort
Condo in Vernon Township
4.95 out of 5 average rating, 797 reviewsAppalachian Lodge Top Floor w/views
Cottage in Highland Lakes
4.97 out of 5 average rating, 303 reviewsThe Mountaintop Lakehouse that Time Forgot.
Guesthouse in Forestburgh
4.97 out of 5 average rating, 399 reviewsPrivate hot tub. Modern Guesthouse On 1879 Farm
Family- and pet-friendly home rentals
Home in Cornwall-on-Hudson
4.92 out of 5 average rating, 153 reviewsCozy Riverfront Victorian in the Hudson Valley
Home in West Caldwell
4.96 out of 5 average rating, 146 reviewsDesigner Cottage -historic estate -oasis
Guesthouse in South Salem
4.94 out of 5 average rating, 263 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Cabin in Boiceville
4.98 out of 5 average rating, 475 reviewsWinston's Place - Woodland Cozy Catskills Cabin
Home in New Paltz
4.98 out of 5 average rating, 468 reviewsmidcentury mod fireplace walk 2 hiking trl/village
Cottage in Poughkeepsie
4.92 out of 5 average rating, 330 reviewsBe in Nature at this Gorgeous Riverfront Cabin
Cabin in Red Hook
4.96 out of 5 average rating, 337 reviewsModern Upstate Cabin, near Rhinebeck NY
Rental unit in Carmel
4.87 out of 5 average rating, 292 reviewsPrivate space, with yard
Family-friendly home rentals with a pool
Home in Bushkill
4.9 out of 5 average rating, 105 reviewsLUX Lakefront, Game Room, Indoor Pool, Pickeball
Barn in Bethel
4.98 out of 5 average rating, 222 reviewsEscape to a Restored New England Antique Milk Barn
Home in Stormville
4.94 out of 5 average rating, 176 reviewsPrivate Hudson Valley Country Retreat
Home in Lagrangeville
4.84 out of 5 average rating, 133 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Condo in Vernon Township
4.87 out of 5 average rating, 190 reviewsNewly renovated bright and open 1 bedroom
Home in woodstock
4.86 out of 5 average rating, 504 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Home in Bushkill
4.95 out of 5 average rating, 327 reviewsEntire House One Bedroom Hot Tub Barrel Sauna
Home in Kerhonkson
4.95 out of 5 average rating, 346 reviewsCozy Country Cabin for Dogs, Families & Friends
Quick stats about vacation rentals that are family-friendly in Highlands
Total rentals
120 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
6.2K reviews
Pet-friendly rentals
40 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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