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
Oct 31 – Nov 7
Home in Cold Spring
4.95 out of 5 average rating, 282 reviewsHilltop Hideaway Forest Villa on 13 acres!
Jan 5 – 12
Home in Beacon
4.96 out of 5 average rating, 310 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Nov 24 – Dec 1
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
Apr 28 – May 5
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Mar 22 – 29
Apartment in New Paltz
4.97 out of 5 average rating, 466 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Apr 15 – 22
Guesthouse in Forestburgh
4.97 out of 5 average rating, 369 reviewsPrivate hot tub. Modern Guesthouse On 1879 Farm
Jul 23 – 30
Condo in Vernon Township
4.95 out of 5 average rating, 729 reviewsAppalachian Lodge Top Floor w/views
Sep 25 – Oct 2
Family- and pet-friendly home rentals
Camper/RV in Cold Spring
4.94 out of 5 average rating, 481 reviewsHudson Highlands Base Camp
Sep 12 – 17
Apartment in Ossining
4.94 out of 5 average rating, 307 reviewsHudson River Peaceful Getaway
Nov 19 – 26
Apartment in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
Oct 26 – Nov 2
Farm stay in High Falls
4.87 out of 5 average rating, 809 reviewsDave's Milk Barn
Dec 19 – 26
Farm stay in Goshen
4.85 out of 5 average rating, 295 reviewsBright Farm House- Tranquil setting
Jan 31 – Feb 7
Cabin in Greenwood Lake
4.96 out of 5 average rating, 388 reviews"Cabinessence" on Greenwood Lake, 60 mi from NYC
Feb 22 – Mar 1
Home in Cornwall-on-Hudson
4.92 out of 5 average rating, 131 reviewsCozy Riverfront Victorian in the Hudson Valley
Mar 13 – 20
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Dec 27 – Jan 3
Family-friendly home rentals with a pool
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Sep 30 – Oct 7
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Sep 15 – 22
Cabin in Red Hook
4.96 out of 5 average rating, 306 reviewsModern Upstate Cabin, near Rhinebeck NY
Aug 22 – 29
Barn in Bethel
4.98 out of 5 average rating, 203 reviewsEscape to a Restored New England Antique Milk Barn
Dec 24 – 31
Cabin in Livingston Manor
4.96 out of 5 average rating, 257 reviewsExperience The Zen House
Apr 3 – 10
Guest suite in New Paltz
4.84 out of 5 average rating, 181 reviewsPrivate apartment in rural home
Oct 24 – 31
Townhouse in Hunter
4.91 out of 5 average rating, 136 reviewsSpring into a Dynamic Stay at an Ideal Hunter Home
May 14 – 21
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 10 – 17
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
ﺩ.ﺇ441 before taxes and fees
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