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
Home in Tomkins Cove
4.94 out of 5 average rating, 137 reviewsHudson Valley Victorian with River Views
Chalet in Cold Spring
4.89 out of 5 average rating, 372 reviewsMountain View Retreat
Home in Cold Spring
4.95 out of 5 average rating, 282 reviewsHilltop Hideaway Forest Villa on 13 acres!
Home in Beacon
4.96 out of 5 average rating, 311 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
Condo in Vernon Township
4.97 out of 5 average rating, 143 reviewsComfy Studio at Mountain Creek Resort
Apartment in New Paltz
4.97 out of 5 average rating, 467 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Guesthouse in Forestburgh
4.97 out of 5 average rating, 369 reviewsPrivate hot tub. Modern Guesthouse On 1879 Farm
Family- and pet-friendly home rentals
Apartment in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
Apartment in Ossining
4.94 out of 5 average rating, 311 reviewsHudson River Peaceful Getaway
Farm stay in High Falls
4.87 out of 5 average rating, 810 reviewsDave's Milk Barn
Farm stay in Goshen
4.85 out of 5 average rating, 296 reviewsBright Farm House- Tranquil setting
Cabin in Greenwood Lake
4.96 out of 5 average rating, 390 reviews"Cabinessence" on Greenwood Lake, 60 mi from NYC
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Guesthouse in Warwick
4.96 out of 5 average rating, 252 reviewsBellvale Guest House on Solar Powered Mini-estate
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Family-friendly home rentals with a pool
Home in Yorktown Heights
4.88 out of 5 average rating, 120 reviewsCozy winter getaway 1 hr from NYC!
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Guest suite in New Paltz
4.84 out of 5 average rating, 181 reviewsPrivate apartment in rural home
Barn in Bethel
4.98 out of 5 average rating, 203 reviewsEscape to a Restored New England Antique Milk Barn
Guest suite in New Paltz
4.95 out of 5 average rating, 327 reviewsMajestic Studio with Shawangunk Mountain Views
Condo in Vernon Township
4.97 out of 5 average rating, 222 reviewsAppalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony
Cabin in Livingston Manor
4.96 out of 5 average rating, 257 reviewsExperience The Zen House
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
Quick stats about vacation rentals that are family-friendly in Highlands
Total rentals
120 properties
Rentals with dedicated workspaces
60 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
5.6K reviews
Nightly prices starting at
$120 before taxes and fees
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