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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 Wappingers Falls
4.93 out of 5 average rating, 222 reviews

Tranquil Tree-House on the beautiful Hudson River

TirthRating, 5 stars5 days ago
Such an amazing stay with a beautiful view!! Had one of the best memorable day of my life with my girlfriend. All thanks to Roberta!
Top guest favourite
Home in Cornwall
4.98 out of 5 average rating, 44 reviews

Sunset House: near West Point, Hiking & Woodbury

CamilleRating, 5 stars3 weeks 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!
Top guest favourite
Home in Spring Glen
4.98 out of 5 average rating, 187 reviews

Creekside cottage on 65 acres of land

BaileyRating, 5 stars2 weeks ago
We had a lovely stay at this remote little cabin home! It feels more like staying at a friend’s house while they are out of town rather than other types of Airbnb rentals. This is someone’s home, with personality, coziness, and a great view! We saw a ton of wildlife, including beavers, deer, and a black bear, so there is plenty of nature small and large.
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 stars3 weeks 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, 166 reviews

Hiking Hideaway on the Ridge

ZohraRating, 5 stars1 week ago
Rosemary and Ed were warm hosts. They had great advice on where to join hiking trails surrounding their property. The space is welcoming, clean and as described. Rosemary kindly offered us some fresh veg from their garden! Would 100% recommend.
Guest favourite
Home in Fort Montgomery
4.92 out of 5 average rating, 37 reviews

West Point Cottage

SamanthaRating, 5 stars3 weeks ago
My partner and I booked Philomena and Derek’s place for Memorial Day wknd to attend a wedding at West Point. It was the perfect location and a cute space. We went to dinner at a restaurant nearby called the Bird and Bottle Inn which was also great.
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!

Family-friendly apartment rentals

Guest favourite
Flat in Cold Spring
4.94 out of 5 average rating, 109 reviews

Spectacular Cold Spring Views---Walk To Train

DanielRating, 5 stars4 months ago
Great stay and great hosts. Thank you!!!
Superhost
Flat in Beacon
4.85 out of 5 average rating, 601 reviews

Newly Restored 2BR

AmyRating, 5 stars2 weeks ago
Great spot! Very clean and lovely light. The railroad tracks into town were so fun to walk and having the water right there was so lovely and peaceful. We really enjoyed our stay! FYI - Apple maps directed us to a building just past his place for some reason but thankfully Graham has photos of the building in the check in process that helped us realize the map’s mistake :)
Top guest favourite
Flat in Beacon
5 out of 5 average rating, 127 reviews

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt

PaolaRating, 5 stars1 week ago
Constanza and Bill’s place was everything we could hope for. It was extremely clean and had all the amenities we needed. Constanza was also very responsive and helpful when it came to questions. The location was also very convenient for hiking and dining at local restaurants. We felt right at home and will definitely be back if we’re ever looking to stay in Beacon again :)
Top guest favourite
Flat in Chester
4.98 out of 5 average rating, 106 reviews

Private Country Getaway

CandaceRating, 5 stars5 days ago
We really enjoyed our stay as a family at this location. Everything was clean and comfy with lovely, peaceful surroundings. Since the weather cooperated, we were able to enjoy the gazebo and pool area which our children especially enjoyed. The host was extremely responsive and courteous and also offered some excellent recommendations for restaurants and fun things to do in the area. We will definitely plan to stay here again when we visit the area in the future!
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 Mohegan Lake
4.81 out of 5 average rating, 176 reviews

Yellow House one bedroom

AliciaRating, 5 stars1 month ago
Great cozy spot to visit family, with easy access to restaurants, shopping, and the highway. The apartment has a private entrance from the main house and has everything one would need for a stay.
Guest favourite
Flat in Cold Spring
4.87 out of 5 average rating, 189 reviews

Charming Apartment in the Heart of Cold Spring

SavannahRating, 5 stars5 months ago
Lovely stay in the peaceful town of Cold Spring. Location is great. Apartment was a bit cold, but that’s to be expected and the provided space heaters worked well. Will definitely stay again when in the area!

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, 848 reviews

Appalachian Lodge Top Floor w/views

LaurenRating, 5 stars2 weeks ago
I enjoyed my stay here! Gorgeous condo with an absolutely breathtaking view. Decided to stay here for my friends wedding and it couldn’t have been a more perfect spot. Thank you to Paul and family for allowing me to stay at your home.
Guest favourite
Apartment in Vernon Township
4.97 out of 5 average rating, 264 reviews

Appalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony

JasonRating, 5 stars3 weeks ago
I've been to the Appalachian a few times over the years...this unit was clean, updated and spot on...near the elevator and great view of both the pool area and the mountain.
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, 120 reviews

2 Bedroom + Parking Cozy Condo•Mountain Creek•

NancyRating, 5 stars3 weeks ago
We really enjoyed a night at the Cozy Condo! Fabiola was very responsive and helpful! The place really was very cozy and clean. It was exactly as listed and pictured. It’s decorated so cheerful and uplifting! Really nice place! Thanks Fabiola!!
Top guest favourite
Apartment in Beacon
4.99 out of 5 average rating, 584 reviews

Rustic Spa Retreat

HenryRating, 5 stars3 days ago
Very chill. Great kitchen and perfect mix of rustic and luxurious. Would happily visit again!
Top guest favourite
Apartment in Vernon Township
4.95 out of 5 average rating, 147 reviews

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

TeraRating, 5 stars1 month ago
Kurk's place is updated nicely. Bed is comfy. The tub is amazing! The resort is very nice, the scenery and mountains surrounding it are beautiful, and the condo all made for a relaxing stay!

Quick stats about holiday rentals that are kid-friendly in Highlands

  • Total rentals

    40 properties

  • Nightly prices starting at

    $90 SGD 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