
Family-friendly holiday rentals in Highland Falls
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Top-rated family-friendly rentals in Highland Falls
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Popular amenities for Highland Falls family-friendly rentals
Family-friendly home rentals with a hot tub

A Cozy’s Woodstock Getaway Home
This space is so lovely, the hot tub worked perfectly and provided many cozy nights outside. The plants are BEAUTIFULLY tender and bring a loving atmosphere to the space. the linen sheets were so wonderful at the end of the day. we made it up the hill in a Honda insight, but if it were a tiny bit icy I don't think we would have been able to make it. definitely use 4wd if you have it. the hosts were very responsive. if the noise is too much in the bedroom at night (critters, rain,etc.) be sure to use the fan they provide, it helped us a lot :) the kitchen was a delight to use. sharp knives. big, metal surfaces. nice gas stove. big fridge.

Rhinebeck Home with an amazing outdoor space+H/tub
Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.

Mountain-Top Catskills Getaway Cabin w/hot tub
We had such a nice stay in Olivebridge. Wray’s home is beautifully decorated and extremely private, and just a half hour drive to Woodstock, where there are plenty of shops and restaurants to explore. The hot tub was a bonus, as was the very eclectic DVD collection. Highly recommend! Thanks again for having us!

Lakeside Style and Luxury
This was the first time my family and I went to the East Coast, we’re born and raised in CA. This location was PERFECT for a family reunion we had planned ahead of time and the pricing was immaculate. Big thanks to the hosts for being so helpful and having an amazing place!

Stunning Sullivan County Cabin w/HotTub/Spa &Pool
This A-frame escape was exactly what I needed — the perfect break from the city. The place is beautifully designed, cozy, and filled with thoughtful touches. The jacuzzi was absolutely incredible, especially under the stars at night, and the A-frame structure made the whole stay feel like a peaceful retreat.

The Mountaintop Lakehouse that Time Forgot.
A hidden gem! This spot has a ton of character and the hosts are awesome! The lake and surrounding area is beautiful as well, with plenty to do for the outdoorsy type and cute shops and great restaurants within minutes. would highly recommend and hope to find time for a return trip!

1834 Farm House
We enjoyed a beautiful early spring stay on the farm with a group of 7 ladies, gathering for a chill bachelorette weekend in Cold Springs. The farmhouse was super cozy; great for cooking, crafting, games, tea time, outdoor wine picnics, star gazing at night in the hot tub and making friends with the chickens! A great retreat spot for groups with all the amenities!

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods
Julie's place was the perfect winter getaway. The fireplace, hot tub and sauna warmed us and the very well-equipped kitchen enabled us to prepare great meals. The house was beautiful, with two living rooms for different activities and energy levels, a game room downstairs, a dining room with a large table and chairs, and comfortable furniture and beds throughout. Julie texted me to make sure that our every need was met. We had a snow and ice storm, and she had the driveway and walkways plowed, shoveled and sanded twice, and kept plenty of salt on-hand. We hope to return sometime in warmer weather so we can enjoy the pond, too.
Family- and pet-friendly home rentals

Nautical Farm House on Working Farm with Animals
Been here twice. It’s becoming a lovely family tradition! The kids loved being able to see the animals everyday :) The only downside is one of the beds is bit soft - my husband has a sensitive back and said it bothered him.

The Woods House, 40 secluded acres & speedy wifi!
The Woods House was even better than the photos and description make it out to be. The location was perfect- close proximity (10-15 minutes) to nearby towns, but far enough away that it felt secluded and peaceful. There are tons of good restaurants in the area along with great hiking. The home itself was sparkling clean when we arrived and was super cozy. We particularly enjoyed the wood stove, the beautiful tile shower and the kitchen. The appliances and cookware were modern and clean, and the kitchen was stocked with any and all tools you would need to cook a meal. The loft bedroom was beautiful as well, with huge windows looking out to the forest. We received a significant snowfall on our third night at the house and it was a beautiful scene. Despite the large amount of snow, the driveway was plowed and the walkways were shoveled by early the following morning, which we were extremely grateful for! We enjoyed our winter getaway immensely and would recommend it to anyone!!

Hiking trails steps from your door!
Peter's place is THE perfect stay for a couple (plus dog) planning a visit to Rockland County. The cottage is extremely clean and incredibly cozy. The surroundings are beautiful, with the property well set back from the road and bordering Harriman State Park. Suffern and its restaurants aren't far and there's easy access to the Palisades Parkway to go anywhere else nearby. I grew up in the county and visit my parents on a regular basis. Any time I can't stay at their home, Peter's place will be my go-to from now on.

Historic 1 BR Family Home Near Buttermilk Falls
What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!

Outlier Inn Bungalow on Farm Upstate Catskills
Where to begin...Joshua's Outlier Inn microcosmos is really the loveliest place and has such variety of things to see and do. About half of the compound is little cottages and bungalows that are fully winterized and with all modern conveniences, including wifi. We staid in the bungalow for 5 nights and loved it. The other half is a summer-only "glamping" setup with a variaty of geodesic domes, tiny homes and cabins, with shared outdoor kitchens and showers and with outhouses. Communal year round sauna and hot tub. The place has sheep, chickens and alpacas, a great little farm store with local products to eat, read or wear. Meticulous recycling and composting. Great hikes, eats and breweries are nearby. We had such a wonderful time and were able to come with three dogs, who loved every minute as well. There is no doubt that we will be coming back, and soon.

Hudson Valley Mountaintop Riverview
Mahmoud's accommodation was more than we could have wished for, it was perfect and had the most incredible views of the Hudson River and surrounding mountains. Mahmoud was very responsive and was able to answer all of our questions and fulfill our requests. We highly recommend his home to anyone else that's interested and we would love to make a trip back sometime in the future!

Victorian Haven
This was a beautiful, peaceful cabin to spend a relaxing weekend in! We loved the porch overlooking the river, and the living room space was so cozy. Everyone was super friendly and helpful. Absolutely recommend this cabin for a perfect Minnewaska getaway!

Stunning Views, Light and Open - The Beech House
We had the most peaceful and rejuvenating stay here! The views were absolutely breathtaking — waking up to such natural beauty each morning was pure bliss. The entire place had a calming, serene atmosphere that made it so easy to unwind and truly relax. My pup loved the large yard. What made the stay even more special were the thoughtful little gifts left for us — such a sweet and personal touch that really made us feel welcome and cared for. Highly recommend for anyone looking to escape, recharge, and soak in some stunning scenery. Can’t wait to come back! Thanks again Sarah and Jonathan
Family-friendly home rentals with a pool

Private Hudson Valley Country Retreat
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

midcentury mod * POOL * walk out trail to mohonk
This was our second stay at Susan's home. This is my favorite airbnb. I will always return to Susan's home if we need a getaway. I absolutely love her home. It is so close to nature. The windows look at nature. I could talk and talk about our experience so lets Susan give million stars. I love your home. Thank you, we will stay again.

Private apartment in rural home
I had a lovely stay at Sherrill and Clark's! I stayed for a month while working a job in the area, so I wasn't around much, but the space was a very cozy and homey place to come back to at the end of each day. Sherrill and Clark were very kind and welcoming. The bed was big and comfy! If you live in a city and need some time away New Paltz is adorable. Being from Chicago, it was a great change of pace.

Comfy Studio at Mountain Creek Resort
was a great stay loved the room.

Appalachian Lodge Top Floor w/views
My children and I had a wonderful time! The unit was immaculate, the views were lovely, and there was plenty to do at the hotel. Paul was the best host! We had a car issue and had to extend our stay. He was polite, quick to respond, accommodating, and he took excellent care of us whenever we had any questions or concerns. We are looking forward to visiting again!

Modern Upstate Cabin, near Rhinebeck NY
Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.

Majestic King Suite just minutes to the Gunks
Perfect location — it’s directly in the middle of Minnewaska State Park and downtown New Paltz. Stargazing in the hot tub was a perfect way to relax after a long hike.

Woodstock Carriage House HotTub FirePit Pool
We had a wonderful stay at Diane’s. We were looking for a weekend away without the kids to recharge. We were able to do just that. We enjoyed the hot tub, and curling in front of the fire with a book. It was a snowy weekend but that just added to the charm. Diane’s scones are also amazing!! Diane made sure to communicate clearly and we were given all the info we needed to have a great time.
Quick stats about holiday rentals that are family-friendly in Highland Falls
Total rentals
40 properties
Nightly prices starting at
$186 AUD before taxes and fees
Total number of reviews
2.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Rye Beach
- Comedy Cellar
- Mountain Creek Resort
- Apollo Theater
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Rye Playland Beach
- MetLife Stadium
- Inwood Hill Park
- United Nations Headquarters
- Bronx Zoo
- Statue of Liberty