Kid-friendly holiday rentals in Highlands

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Highlands family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Cornwall
4.98 out of 5 average rating, 44 reviews

Sunset House: near West Point, Hiking & Woodbury

CamilleRating, 5 stars1 month ago
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!
Superhost
Home in Philipstown
4.73 out of 5 average rating, 152 reviews

Bungalow near West Point on Hudson River

RobinRating, 5 stars1 week ago
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!!
Guest favourite
Home in Newburgh
4.89 out of 5 average rating, 27 reviews

Margaret's Heart

AntRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Highland Falls
4.99 out of 5 average rating, 168 reviews

Spacious, bright 5 bedroom house near West Point

KrisRating, 5 stars3 weeks ago
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
Top guest favourite
Home in Highland Falls
4.97 out of 5 average rating, 121 reviews

Cozy House 3 Blocks From West Pt

PatriciaRating, 5 stars1 month ago
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!!
Guest favourite
Home in Beacon
4.89 out of 5 average rating, 167 reviews

Hiking Hideaway on the Ridge

LisaRating, 5 stars2 days ago
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.
Top guest favourite
Home in Mohegan Lake
4.95 out of 5 average rating, 57 reviews

A nice place to getaway

LizRating, 5 stars2 months ago
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!
Top guest favourite
Home in Cold Spring
5 out of 5 average rating, 44 reviews

Mountain Top Retreat

RachelRating, 5 stars1 day ago
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

Guest favourite
Flat in Cold Spring
4.95 out of 5 average rating, 110 reviews

Spectacular Cold Spring Views---Walk To Train

RaulRating, 5 stars3 days ago
It's the perfect get away, large, clean and warm atmosphere, makes you feel like home.
Guest favourite
Flat in Philipstown
4.91 out of 5 average rating, 232 reviews

Foxglove Farm

MichaelRating, 5 stars3 weeks ago
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.
Superhost
Flat in Beacon
4.83 out of 5 average rating, 682 reviews

Top Floor 2BR - Just Renovated!

SamanthaRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Newburgh
4.87 out of 5 average rating, 201 reviews

Riversong on Hudson - Private Full 2nd Floor

AbidRating, 5 stars5 days ago
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
Top guest favourite
Flat in Beacon
5 out of 5 average rating, 128 reviews

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt

JamesRating, 5 stars2 days ago
Very hospitable hosts. They seemed to really have all the little details locked in that make a stay great.
Top guest favourite
Flat in Beacon
4.9 out of 5 average rating, 599 reviews

Cozy 2nd floor apartment in Beacon

ElizaRating, 5 stars1 week ago
Great stay! Super clean and tidy. Minimal but has everything you would need. Location couldn't be more perfect!
Top guest favourite
Flat in Beacon
4.98 out of 5 average rating, 183 reviews

The RED Door Suite

DonRating, 5 stars1 week ago
Easy access to local towns but private and secure. Exactly as described…no surprises! We would stay again when visiting.
Guest favourite
Flat in Highland Falls
4.83 out of 5 average rating, 278 reviews

Stylish affordable 2BR Steps from Thayer gate+prkg

ApiahRating, 5 stars2 days ago
Great hostess. Very attentive and helpful. She makes everything easy and is willing to help if needed. would strongly recommend.

Family-friendly apartment rentals

Guest favourite
Apartment in Vernon Township
4.9 out of 5 average rating, 105 reviews

Mtn Creek - Water Park, Bike, Hike, Golf, Legoland

KristenRating, 5 stars1 month ago
Great, well-equipped condo close to plenty of activities. Michael was super responsive and made check in a breeze.
Guest favourite
Apartment in Vernon Township
4.95 out of 5 average rating, 191 reviews

Comfy Studio at Mountain Creek Resort

LaurieRating, 5 stars1 week ago
This is a beautiful place. Second time we’ve stayed there and I would like to come again next year!
Guest favourite
Apartment in Vernon Township
4.94 out of 5 average rating, 850 reviews

Appalachian Lodge Top Floor w/views

RebeccaRating, 5 stars5 days ago
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.
Top guest favourite
Apartment in Highland Falls
4.96 out of 5 average rating, 107 reviews

Cozy West Point Hide Away and Cadet’s Get Away

GinaRating, 5 stars2 weeks ago
Great Airbnb! Great Host! Perfect for visiting West Point
Guest favourite
Apartment in Vernon Township
4.89 out of 5 average rating, 209 reviews

Newly renovated Sunset view 1 bedroom

DaveRating, 5 stars1 week ago
Perfect spot for a weekend of mountain biking.
Guest favourite
Apartment in Vernon Township
4.93 out of 5 average rating, 322 reviews

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

JacquelineRating, 5 stars2 weeks ago
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.
Superhost
Apartment in Vernon Township
4.79 out of 5 average rating, 272 reviews

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

SamRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Vernon Township
4.97 out of 5 average rating, 121 reviews

2 Bedroom + Parking Cozy Condo•Mountain Creek•

IvyRating, 5 stars2 days ago
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

Destinations to explore