
Kid-friendly holiday rentals in Highlands
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Highlands
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Highlands family-friendly rentals
Kid-friendly house rentals

Sunset House: near West Point, Hiking & Woodbury
Our family stayed here for my son's West Point graduation. This was our second visit and we were thrilled to be back. This house is well taken care of, clean, and relaxing. It's close to the town of Cornwall, grocery stores, etc so you have access to what you need. The hosts are responsive, helpful and welcoming. Highly recommend!

Bungalow near West Point on Hudson River
Loved being on the river. Cute bungalow. Easy to get around Hudson Valley sites. Near cute Cold Spring. A/C worked well. Loved having BBQ and eating out in the backyard by the Hudson River. Also watching the boats go by! Thanks much!!

Margaret's Heart
I did not stay but my son did and I got to look at the place I fell in love with it instantly. I felt at home everything was organized and clean. I definitely recommend to book with Rachel.

Spacious, bright 5 bedroom house near West Point
I stayed here with my family and we absolutely loved it. It had everything we needed and more. We like to cook on our trips and the kitchen had everything we needed and more. Best stocked kitchenware I have ever found in all my travel. Host is thoughtful and proactive. Highly recommend

Cozy House 3 Blocks From West Pt
Our stay was exceptional. We were visiting for graduation at West Point and I loved being so near West Point during the action of graduation week. I don’t think you could dream up a better grad week location. The house was well equipped for hosting celebratory lunches/dinners. It also provided easy access to “walking” breaks from family and to laundry etc. I loved the location! Bin was a caring host. It was obvious that he had/has a common sense hosting style. Plenty of parking available. Beds were very comfortable. Baths were lovely. We enjoyed the porch in between the unseasonably cold rain storms. I loved this house! Thank you, Bin!!

Hiking Hideaway on the Ridge
Rosemary was very nice, and the space was clean and had a lovely view. It's hard to tell from photos, but it's a large, bright studio apartment, with center stairs going up to the guest-dedicated full bath, which is directly off the host's kitchen. The bedroom area is not separate from the rest of the living space, however, if you were hoping for a dedicated bedroom.

A nice place to getaway
We’ve stayed at Filiz’s place a few times and it’s perfect! Quiet, clean, and easy to get to where we needed to be. We’ll be back!

Mountain Top Retreat
Andre's place was a beautiful home away from home. Sparkling clean inside and surrounded by serene natural beauty outside. Bring your bug spray if you're going for a hike!
Family-friendly apartment rentals

Spectacular Cold Spring Views---Walk To Train
It's the perfect get away, large, clean and warm atmosphere, makes you feel like home.

Foxglove Farm
Trisha’s place was the one that completely changed my perspective on air bnb, I really loved and enjoyed my entire experience as a whole. I’d definitely come back again thanks Trisha.

Top Floor 2BR - Just Renovated!
The apartment was beautiful and exactly as described. It was newly renovated, clean, easy to locate, and in a prime location. We met Graham when we got there. He was outside working on more renovations, and he became a friendly face and helpful resource throughout our stay. The patio was definitely worth it. It was so peaceful and serene to just sit in the hot tub and stare off at the creek and mountains. The less than 10 minute walk to town on the abandoned tracks was so easy, romantic, and fun. This is a great place to stay for couples or families!

Riversong on Hudson - Private Full 2nd Floor
Our stay was pleasant and soothing. Kathie was very responsive to any concerns and personally ensured they were addressed. The location of the house added a beautiful charm to the overall experience. She even arranged a bassinet for our 2-month-old after the booking, which made our stay much more convenient. I would highly recommend this place to anyone visiting the area. Suggestions: Since Kathie is environmentally conscious, one suggestion would be to consider installing a bidet or jet spray in the bathroom to help reduce toilet paper usage. Thank you

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt
Very hospitable hosts. They seemed to really have all the little details locked in that make a stay great.

Cozy 2nd floor apartment in Beacon
Great stay! Super clean and tidy. Minimal but has everything you would need. Location couldn't be more perfect!

The RED Door Suite
Easy access to local towns but private and secure. Exactly as described…no surprises! We would stay again when visiting.

Stylish affordable 2BR Steps from Thayer gate+prkg
Great hostess. Very attentive and helpful. She makes everything easy and is willing to help if needed. would strongly recommend.
Family-friendly apartment rentals

Mtn Creek - Water Park, Bike, Hike, Golf, Legoland
Great, well-equipped condo close to plenty of activities. Michael was super responsive and made check in a breeze.

Comfy Studio at Mountain Creek Resort
This is a beautiful place. Second time we’ve stayed there and I would like to come again next year!

Appalachian Lodge Top Floor w/views
Paul's place was just as described. My husband and I had difficulty figuring out the thermostat and he was quick to reply to our request for help. The pool and hot tub were great! Very comfortable bed.

Cozy West Point Hide Away and Cadet’s Get Away
Great Airbnb! Great Host! Perfect for visiting West Point

Newly renovated Sunset view 1 bedroom
Perfect spot for a weekend of mountain biking.

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa
This was a perfect stayfor the wedding weekend we attended. Location was perfect host was fantastic and the atmosphere was just what we needed. I would recommend this condo and host to anyone.

Modern Ski in/out/waterpark/King Bed/WIFI/Parking
It is a great location, with plenty of things to do in the immediate vicinity. The unit was quiet, clean, comfortable, and provided everything I needed for a week long stay. The owner was very responsive to any query, and I did not have any issues with the unit during my stay. I'd work with Henry again for a future stay in Vernon, NJ.

2 Bedroom + Parking Cozy Condo•Mountain Creek•
I had a great stay at Fabiola’s place! The room was very clean and had a fresh, pleasant smell. The townhome is located in a beautiful, green community that feels peaceful and well-maintained. It’s also super convenient—everything you need is just a short drive away. Fabiola is a thoughtful and welcoming host, and I’d definitely stay here again. Highly recommended!
Quick stats about holiday rentals that are kid-friendly in Highlands
Total rentals
40 properties
Nightly prices starting at
₹6,018 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Fairfield Beach
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve