Family-friendly holiday rentals in Highland Falls

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Highland Falls family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Bearsville
4.92 out of 5 average rating, 230 reviews

A Cozy’s Woodstock Getaway Home

ClancyRating, 5 stars1 month ago
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.
Guest favourite
Home in Rhinebeck
4.91 out of 5 average rating, 232 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

ShannonRating, 5 stars3 weeks ago
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.
Superhost
Home in Olivebridge
4.92 out of 5 average rating, 456 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

LindsayRating, 5 stars4 weeks ago
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!
Superhost
Home in Hopatcong
4.91 out of 5 average rating, 216 reviews

Lakeside Style and Luxury

JuanRating, 5 stars4 months ago
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!
Superhost
Cabin in Swan Lake
4.83 out of 5 average rating, 201 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

NickolasRating, 5 starstoday
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.
Top Guest favourite
Cottage in Highland Lakes
4.97 out of 5 average rating, 322 reviews

The Mountaintop Lakehouse that Time Forgot.

NathanRating, 5 stars6 days ago
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!
Guest favourite
Home in Cold Spring
4.91 out of 5 average rating, 256 reviews

1834 Farm House

FrankieRating, 5 stars1 month ago
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!
Top Guest favourite
Cabin in Cochecton
5 out of 5 average rating, 133 reviews

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

RobRating, 5 stars2 months ago
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

Superhost
Home in Huntington
4.85 out of 5 average rating, 292 reviews

Nautical Farm House on Working Farm with Animals

MaryannRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Accord
4.97 out of 5 average rating, 135 reviews

The Woods House, 40 secluded acres & speedy wifi!

RyanRating, 5 stars2 months ago
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!!
Top Guest favourite
Guesthouse in Suffern
4.96 out of 5 average rating, 133 reviews

Hiking trails steps from your door!

AriRating, 5 stars4 months ago
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.
Guest favourite
Home in Milton
4.75 out of 5 average rating, 178 reviews

Historic 1 BR Family Home Near Buttermilk Falls

DianeRating, 5 stars2 weeks ago
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!
Guest favourite
Bungalow in Woodridge
4.93 out of 5 average rating, 111 reviews

Outlier Inn Bungalow on Farm Upstate Catskills

GustavRating, 5 stars1 month ago
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.
Guest favourite
Home in Garrison
4.93 out of 5 average rating, 161 reviews

Hudson Valley Mountaintop Riverview

ChristopherRating, 5 stars4 weeks ago
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!
Top Guest favourite
Home in New Paltz
4.97 out of 5 average rating, 742 reviews

Victorian Haven

MilesRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Millbrook
5 out of 5 average rating, 112 reviews

Stunning Views, Light and Open - The Beech House

KorneliaRating, 5 stars2 weeks ago
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

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars5 months ago
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
Top Guest favourite
Home in New Paltz
4.98 out of 5 average rating, 484 reviews

midcentury mod * POOL * walk out trail to mohonk

GosiaRating, 5 stars1 week ago
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.
Guest favourite
Guest suite in New Paltz
4.84 out of 5 average rating, 193 reviews

Private apartment in rural home

SarahRating, 5 stars3 months ago
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.
Guest favourite
Condo in Vernon Township
4.95 out of 5 average rating, 185 reviews

Comfy Studio at Mountain Creek Resort

JohnRating, 5 stars1 month ago
was a great stay loved the room.
Guest favourite
Condo in Vernon Township
4.94 out of 5 average rating, 837 reviews

Appalachian Lodge Top Floor w/views

Jahari LeeRating, 5 stars1 week ago
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!
Top Guest favourite
Cabin in Red Hook
4.96 out of 5 average rating, 348 reviews

Modern Upstate Cabin, near Rhinebeck NY

RichRating, 5 stars1 week ago
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.
Guest favourite
Guest suite in New Paltz
4.98 out of 5 average rating, 126 reviews

Majestic King Suite just minutes to the Gunks

MattRating, 5 stars5 months ago
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.
Guest favourite
Cottage in West Hurley
4.94 out of 5 average rating, 265 reviews

Woodstock Carriage House HotTub FirePit Pool

LaurenRating, 5 stars2 months ago
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

Destinations to explore