
Kid-friendly holiday rentals in Highlands
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Top-rated family-friendly rentals in Highlands
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Popular amenities for Highlands family-friendly rentals
Kid-friendly house rentals

Bear Mountain, Westpoint, & Hikers Retreat
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.

Welcome to Newburgh's Cozy Cove
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.

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!

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.

West Point Cottage
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.

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!

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

Quaint Apartment in Cornwall on Hudson
Great location, easily walkable area. Perfect size for the two of us

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

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

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
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!

Beautiful loft space
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.

Stylish affordable 2BR Steps from Thayer gate+prkg
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.

Cozy Beacon Studio
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!

Spacious Studio in Hudson Valley
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

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
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.

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•
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!!

Rustic Spa Retreat
Very chill. Great kitchen and perfect mix of rustic and luxurious. Would happily visit again!

One bedroom Condo at the Appalachian Resort
Beautiful place! We really enjoyed our stay! Host was communicative

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

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