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, 139 reviewsHudson Valley Victorian with River Views
Home in Cold Spring
4.95 out of 5 average rating, 285 reviewsHilltop Hideaway Forest Villa on 13 acres!
Home in Beacon
4.96 out of 5 average rating, 318 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Guesthouse in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
Apartment in Stone Ridge
4.94 out of 5 average rating, 278 reviewsStone Ridge Historic District Apartment
Apartment in New Paltz
4.96 out of 5 average rating, 471 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Condo in Vernon Township
4.95 out of 5 average rating, 741 reviewsAppalachian Lodge Top Floor w/views
Condo in Vernon Township
4.97 out of 5 average rating, 149 reviewsComfy Studio at Mountain Creek Resort
Family- and pet-friendly home rentals
Cottage in Putnam Valley
4.9 out of 5 average rating, 221 reviewsLakefront Cottage near Hudson Valley
Apartment in Ossining
4.94 out of 5 average rating, 321 reviewsHudson River Peaceful Getaway
Farm stay in High Falls
4.87 out of 5 average rating, 821 reviewsDave's Milk Barn
Home in Cornwall-on-Hudson
4.92 out of 5 average rating, 132 reviewsCozy Riverfront Victorian in the Hudson Valley
Farm stay in Goshen
4.86 out of 5 average rating, 299 reviewsBright Farm House- Tranquil setting
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Guesthouse in South Salem
4.93 out of 5 average rating, 226 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Home in New Paltz
4.98 out of 5 average rating, 444 reviewsmidcentury modern in ground pool walk 2 trail/town
Family-friendly home rentals with a pool
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Barn in Bethel
4.98 out of 5 average rating, 207 reviewsEscape to a Restored New England Antique Milk Barn
Home in Yorktown Heights
4.89 out of 5 average rating, 123 reviewsCozy winter getaway 1 hr from NYC!
Cabin in Livingston Manor
4.97 out of 5 average rating, 259 reviewsExperience The Zen House
Cabin in Saugerties
4.99 out of 5 average rating, 125 reviewsLovely cabin by the stream
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
Guest suite in New Paltz
4.83 out of 5 average rating, 182 reviewsPrivate apartment in rural home
Home in Kerhonkson
4.94 out of 5 average rating, 327 reviewsCountry House: Rustic Charm With Modern Feel
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
$164 CAD before taxes and fees
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