House vacation rentals in Highlands

Find and book unique houses on Airbnb

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Popular amenities for Highlands house rentals

House rentals with a pool

Guest favorite
Home in Stormville
4.94 out of 5 average rating, 180 reviews

Private Hudson Valley Country Retreat

KeerthiRating, 5 stars2 weeks ago
Our second time here. Great spot for our family of 4, and Sandy is very responsive
Guest favorite
Home in Warwick
4.93 out of 5 average rating, 108 reviews

Summer Retreat! Amazing Pool, Playground, 7 acres!

JohanyRating, 5 stars3 weeks ago
This property is large and roomy with plenty beds to go around including the basement with the pool and ping pong tables plus a home gym with various equipments. The outdoors were fantastic with a very nice temperature controlled pool, Jacuzzi, swings set for the little ones and enough acreage to have a soccer match. The neighborhood was nice and quiet in a great country setting with lots of wildlife to enjoy to include lots of singing birds. Our family reunion was a great success due in part to the before mentioned surroundings. Douglas was always available to resolve minor issues, very responsive and accommodating, thanks for making our stay at this property a great one.
Guest favorite
Home in Rhinebeck
4.89 out of 5 average rating, 142 reviews

4Br Mountain Brook House on 130 acres w/ trails

DanielaRating, 5 stars2 weeks ago
Rick's House (Hemlock House) was a wonderful getaway! We unfortunately didnt hit the best weather but the house was perfect for a cool and rainy long weekend both indoors and out. The open first floor with huge kitchen was great for hanging out and cooking with alot of cozy nooks to read and relax. There was a lot of various outdoor spaces and decks to lounge on as well and the hot tub was perfect for the cooler cloudy weather. The bedrooms were all comfy and each room having its own bathroom was another plus. We all loved the sounds of the creek and being able to walk around the trails in the back. The House is in a fantastic location - only 10 minutes from Rhinebeck which has everything you need and is great for walking around, shopping and dining. Rick was informative and provided a great guidebook with clear instructions and local resources and recommendations. Thanks for a lovely stay!
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars2 weeks ago
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!
Guest favorite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars3 days ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Guest favorite
Home in Commack
4.99 out of 5 average rating, 139 reviews

GOOD VIBEZ HOUSE! Golf-Heated Pool-HotTub-GameRm!

AliceRating, 5 stars2 weeks ago
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!
Guest favorite
Home in Narrowsburg
4.95 out of 5 average rating, 201 reviews

Modern House with Private Pool, Hot-Tub, Fireplace

KerriRating, 5 stars2 weeks ago
Great value within 10 minutes of Main Street in Narrowsburg. Perfect for kids who want their own space, with a proper suite for the parents. We enjoyed the pool, the hot tub, the super-clean bathrooms, and the comfortable beds.
Superhost
Home in Beacon
4.92 out of 5 average rating, 132 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

AmandaRating, 5 stars3 weeks ago
We enjoyed our stay. Great central location for exploring Hudson valley. We enjoyed coming back and using the hot tub after a day of exploring. The house was clean. We appreciated that the kitchen was functional.

Weekly house rentals

Top guest favorite
Home in Cornwall
4.98 out of 5 average rating, 44 reviews

Sunset House: near West Point, Hiking & Woodbury

CamilleRating, 5 stars2 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!
Superhost
Home in Philipstown
4.73 out of 5 average rating, 150 reviews

Bungalow near West Point on Hudson River

AmyRating, 5 stars3 weeks ago
This was our second stay with Laura and it was wonderful again. The location is very convenient if you are traveling to West Point. The view from the backyard and sunroom is amazing. Yes, there is train noise but it didn't bother us. We will stay here again.
Guest favorite
Home in Beacon
4.97 out of 5 average rating, 250 reviews

Mt hikes, city strolls river walks

JenniferRating, 5 stars1 week ago
We had a very short stay, only one night. But it was exactly what we needed and a fabulous location with access to Beacon!
Top guest favorite
Home in Highland Falls
5 out of 5 average rating, 68 reviews

Modern Usma Home, Walk to West Point

TravisRating, 5 stars1 week ago
This was the ultimate 5-star luxury experience for a reasonable price. As soon as you walk in the door you see how unique the experience will be. You are immediately greeted by a pristine, modern kitchen, fully stocked with a wide variety of cooking staples (spices, oils, pots & pans, etc.) and an enormous selection of coffees, espressos, and teas to go along with four different brewing options (drip coffee, Keurig, Miele, and Nespresso). Both bathrooms were decorated with a beautiful, spa-like atmosphere and stocked with a wide variety of toiletries, more than we have ever seen and way too many to list. Our family enjoyed trying out all the different brands and types of body soaps, shampoos, conditioners, lotions, and we also appreciated the availability of other random amenities (razors, tooth brushes/pastes, etc.) to fill the gaps for what we forgot. The outdoor space is fit for any entertainment needs, and the bedrooms were super comfortable. The best AirBnb experience ever!
Guest favorite
Home in Cold Spring
4.91 out of 5 average rating, 55 reviews

Summer Adventures in Cold Spring at Gilbo's

BillRating, 5 stars2 weeks ago
We were there for a USMA graduation, and the location / accommodations worked great. Handy having a decent grocery store two blocks away. The walking loop down to the Foundry and Cold Springs Park is delightful. Nice with our house guests (extended family and friends) to be able to spread out in the place. Kitchen was spacious and awesome for family meals. Pool wasn't open yet, but looked inviting to add to the outside BBQ area.
Guest favorite
Home in Kerhonkson
5 out of 5 average rating, 271 reviews

Cook House | Modern Cottage w/ Hot Tub & Fireplace

MartimRating, 5 stars1 month ago
Beautiful place, we loved the hot tub, the fire pit the gorgeous bedroom and fully stocked kitchen. A dream to cook and hang out in. This is a place you want to stay in and not leave. Internet and wifi was excellent. Communication was great. The projector system didn't work at all and we did get some help, and when they weren't able to help they offered us a free night stay if we wanted to stay another day. However, please stop with the AI responses they are not helpful and just make it feel less responsive once you realize it's not a human. Cons were just that the sofa isn't very comfy or loungeable, but that's really it. Thanks for a lovely stay!
Guest favorite
Home in Fort Montgomery
4.92 out of 5 average rating, 36 reviews

West Point Cottage

IrinaRating, 5 stars2 weeks ago
Highly recommend this place! It is absolutely perfect for any events at West Point. We were there for our daughter's graduation, and the location cannot be beat! It is also a very charming cottage with a great deck and yard, very clean and comfortable. Hosts were very helpful and responsive. Hope to stay there again!
Guest favorite
Home in Putnam Valley
4.97 out of 5 average rating, 66 reviews

Waterfront Lake House

KayleeRating, 5 stars1 week ago
Absolutely beautiful stay, Brian is an amazing host and went above and beyond with instructions and helped whenever needed. Their place is located in such a beautiful area, it is quiet and within 10 min drive to stores. The space is very clean and organized. My guests and I felt right at home.

Private house rentals

Superhost
Home in Newburgh
4.88 out of 5 average rating, 26 reviews

Margaret's Heart

AlexusRating, 5 stars2 weeks ago
Great location, beautiful home! Host was fantastic
Guest favorite
Home in Putnam Valley
4.96 out of 5 average rating, 26 reviews

The Barger Wixon House

ChrisRating, 5 stars2 weeks ago
Stayed for West Point graduation. House was awesome. Hosts were more awsomelierist….. Highly recommend. GO ARMY! BEAT navy!
Top guest favorite
Home in Highland Falls
4.96 out of 5 average rating, 84 reviews

West Point Mountain House

blakeney Rating, 5 stars2 weeks ago
This was our second time staying and just like before, it was perfect. The kitchen is stocked to the brim with everything you could need. Plenty of towels and linens. Entire home was spotless. A perfect location for all of our guests and West Point graduation. Not only was Jessica very quick to reply regarding anything, she went over the top and shipped items that I left behind. A must if you have a large family and need to be right outside of West Point. Looking forward to staying there again!!
Top guest favorite
Home in Accord
5 out of 5 average rating, 64 reviews

Accord River House

TaylorRating, 5 stars6 days ago
One of the cooler homes we’ve stayed in through Airbnb. Rob’s home was immaculate and well-appointed; the location couldn’t be better. We slept with the windows and doors open, utilizing the phantom screens, to listen to the gentle rolling falls outside. Incredible!
Top guest favorite
Home in Cold Spring
5 out of 5 average rating, 35 reviews

Home in Cold Spring- Farm Stay!

BeckyRating, 5 stars3 weeks ago
Beautiful home, designed and decorated with such thoughtfulness. Cheryl&Jamie were very generous, providing us with farm fresh eggs, snacks and carrots for the animals. The house was fully equipped with games, kitchen supplies, towels etc. Drivable to many towns. We are already planning for our next trip here.
Guest favorite
Home in Highland Falls
5 out of 5 average rating, 12 reviews

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

TamekaRating, 5 stars3 weeks ago
Exceeded expectations for our stay!! Perfect for our family weekend - comfy beds for the long flight-close to all the Westpoint activities- coffee- ice - and filtered water A+++ would definitely look to book here again!!
Guest favorite
Home in Cornwall
4.89 out of 5 average rating, 9 reviews

Hudson Valley Hideaway: 10 Minutes to Storm King!

DeeRating, 5 stars1 month ago
This airbnb is absolutely stunning. It looks even better than the pictures. Though it’s only an hour driving from New York but it’s feels a real disconnect from the city life - very peaceful surroundings. You can over look into the mountain far away and enjoy sunset everyday. The movie room downstairs creates a theater experience. We have painted a wonderful memory over the weekend at this Airbnb - felt sad when we close the door behind us on the last day.
Superhost
Home in Philipstown
4.75 out of 5 average rating, 28 reviews

Cloud 9

HarrietRating, 5 stars1 month ago
Lovely house within walking distance of multiple cute town centers and the full trail system. Thomas was incredibly accommodating and helpful!

Quick stats about house rentals in Highlands

  • Total rentals

    120 properties

  • Total number of reviews

    4.2K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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