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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

Guest favourite
Home in Highland Falls
4.98 out of 5 average rating, 100 reviews

Bear Mountain, Westpoint, & Hikers Retreat

MitchellRating, 5 stars1 month ago
Great place to stay for a relaxing weekend in the Hudson valley. Was extremely close to plenty of restaurants and things to see. I would definitely stay here again if I was coming back to the area.
Guest favourite
Home in Newburgh
4.91 out of 5 average rating, 47 reviews

Welcome to Newburgh's Cozy Cove

BrianRating, 5 stars2 weeks ago
This was a cute cozy cottage, just right for 3 people. This house was perfect for our quick getaway. Close to all local restaurants and store, but far enough away from all the busy roads. Owners were very friendly and helpful. Very quick to respond when we needed something. Would recommend to others.
Top guest favourite
Home in Cornwall
4.98 out of 5 average rating, 44 reviews

Sunset House: near West Point, Hiking & Woodbury

CamilleRating, 5 stars4 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 Highland Falls
4.97 out of 5 average rating, 121 reviews

Cozy House 3 Blocks From West Pt

PatriciaRating, 5 stars4 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, 167 reviews

Hiking Hideaway on the Ridge

LisaRating, 5 starstoday
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.
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!
Guest favourite
Home in Highland Falls
5 out of 5 average rating, 13 reviews

Sleek Escape: Modern 3 BR- 4 Min from West Point !

JulieRating, 5 stars2 weeks ago
We loved our time at Jason’s home! Is was easy to communicate with Jason, beautifully decorated and quick to West Point! We loved our week there and will definitely be back!

Family-friendly apartment rentals

Guest favourite
Flat in Cornwall-on-Hudson
4.92 out of 5 average rating, 110 reviews

Quaint Apartment in Cornwall on Hudson

CourtneyRating, 5 stars1 week ago
Great location, easily walkable area. Perfect size for the two of us
Guest favourite
Flat in Cold Spring
4.95 out of 5 average rating, 110 reviews

Spectacular Cold Spring Views---Walk To Train

RaulRating, 5 stars1 day ago
It's the perfect get away, large, clean and warm atmosphere, makes you feel like home.
Guest favourite
Flat in Newburgh
4.87 out of 5 average rating, 201 reviews

Riversong on Hudson - Private Full 2nd Floor

AbidRating, 5 stars3 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 Wappingers Falls
5 out of 5 average rating, 210 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

JessicaRating, 5 starstoday
We had a lovely stay at Ann Marie’s place. It’s just like the pictures, and she absolutely deserves her super host rating! She was friendly and incredibly responsive, provided recommendations for the area, and told us everything we needed to know. The place was clean and stocked with all sorts of extra amenities you don’t usually find with Airbnb (snacks, travel toiletries, extra towels, hotel bathrobes, wrapped chocolate by the bed, water/milk/juice in the fridge, and more). We had a lovely swim in the pool and enjoyed wandering around Beacon and surrounding area. We would love to come back! Thank you so much, Ann Marie!
Guest favourite
Flat in Cold Spring
4.94 out of 5 average rating, 601 reviews

Beautiful loft space

PatrickRating, 5 stars2 weeks ago
Peaceful weekend getaway. Location could not be more convenient- near the train, the river, and right on Main Street with access to so many great things to do. The place itself was lovely and the host provided fantastic recommendations in the area. Would love to come back for another visit.
Guest favourite
Flat in Highland Falls
4.83 out of 5 average rating, 277 reviews

Stylish affordable 2BR Steps from Thayer gate+prkg

BobbyRating, 5 stars2 weeks ago
Great location. Easy walking distance to our West Point but tour. Also central to everything in town if you're visiting. We were incredibly comfortable and it felt like I was at home. I cooked a couple meals there and it was so well stocked. When I come back, this is my top choice for places to stay.
Guest favourite
Flat in Beacon
4.91 out of 5 average rating, 629 reviews

Cozy Beacon Studio

ChelseaRating, 5 stars2 weeks ago
We had a lovely stay at Graham's place. The building is very close to main street in beacon and you can walk there on the road, or through a railroad track through the woods. There is a nice little outdoor area set up with a firepit and comfortable chairs. This apartment is on the bottom floor and there are two other bnb apartments on the floors above. The bed was very comfortable and the apartment was clean. Would stay again!
Guest favourite
Flat in Cold Spring
4.82 out of 5 average rating, 308 reviews

Spacious Studio in Hudson Valley

KathrynRating, 5 stars2 weeks ago
Lorelei’s place was clean, quiet and spacious, a great location for visiting Cold Spring, Beacon and FDR’s home, museum & library. We appreciated the chocolate bar, delicious donuts and good coffee!

Family-friendly apartment rentals

Superhost
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!
Superhost
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.
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.
Superhost
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!!
Superhost
Apartment in Beacon
4.99 out of 5 average rating, 585 reviews

Rustic Spa Retreat

HenryRating, 5 stars4 days ago
Very chill. Great kitchen and perfect mix of rustic and luxurious. Would happily visit again!
Superhost
Apartment in Vernon Township
4.85 out of 5 average rating, 163 reviews

One bedroom Condo at the Appalachian Resort

PatriciaRating, 5 stars1 month ago
Beautiful place! We really enjoyed our stay! Host was communicative
Superhost
Apartment in Vernon Township
4.95 out of 5 average rating, 148 reviews

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

DavidRating, 5 stars2 weeks ago
Came up from NYC for a chill weekend and the place was perfect. Peaceful with amazing views — exactly what we needed to relax. The room was clean and just like the photos, and all the amenities were great. Would definitely come back!
Superhost
Apartment in Hackensack
4.81 out of 5 average rating, 108 reviews

Spacious, Clean & Homey - parking, 2 TVs, laundry

StefaniaRating, 5 stars1 week ago
I stayed here with my mom and I must say that upon our arrival it was effortless to find the designated parking spot and the apartment. The instructions with pictures were very helpful and the host was very accommodating and quick to respond to any of my questions. We found the apartment very clean and it just felt right at home for us. Super comfortable couch and beds too. 10/10 would come back if I am in that area again. Thank you Trish!

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