10 of the Best Airbnbs with Pools in Upstate New York That You Can Still Book for Summer 2026

Hurry, dates are filling up *fast*

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Airbnbs with pools in Upstate, New York: Outdoor pool with chairs
Airbnb

Warm weather is finally here to stay, and if you haven’t already started planning a summer escape from the city, take this as your sign that it’s time. Heading to a destination in upstate New York is never a bad idea for a quick, easy getaway that will get you out in nature and allow for some serious rest and relaxation. Since you’ll undoubtedly want to maximize your time outside this season, I went ahead and found ten of the best Airbnbs in the region *with pools* to help you enjoy the sunshine without overheating. (And, New Yorkers, we all know how rare it is to find a private pool in the city.)

So grab your floaties, pack your swimsuit and get to booking your fave property below before all the open dates fill up (because they definitely will soon).

14 Incredible (& Incredibly Spacious) Airbnbs to Book for Your Next Family Reunion


  • Number of bedrooms and bathrooms: 2 bedrooms, 2.5 bathrooms
  • Price: From $478/night
  • Additional amenities: hot tub, fireplace, fire pit, laundry
  • Pet-friendly: no

If you’re ready to kick back and relax for a weekend (or longer) in the Catskills, you’re going to love this bright, spacious home that can fit up to six guests. Besides the (heated!) pool, it’s also equipped with a hot tub that will be great on cooler nights, and there’s tons of space and seating outdoors to really make the most of your time in the mountains. Some guests even love it so much that they’ve returned for another stay. “This was our second visit to Roei's home and it won't be our last…The house is warm and very comfortable and has everything you could possibly need for a relaxing, recharging getaway,” shared one.

  • Number of bedrooms and bathrooms: 4 bedrooms, 2.5 bathrooms
  • Price: From $689/night
  • Additional amenities: sauna, fireplaces, fire pit, laundry
  • Pet-friendly: yes

Rainy days won’t have any effect on your trip when you book this rustic-meets-modern stay in North Branch, which features a large indoor pool and lounge area, along with a personal infrared sauna, two wood-burning fireplaces and a propane grill. The four-bedroom setup can accommodate up to ten guests, so it’s perfect if your group’s on the larger side. Plus, the home sits on 3 acres of land that you’ll be able to explore when the sun’s out. “The house was very clean, the host was communicative and accommodating, and the whole experience was wonderful,” raved one recent guest.

  • Number of bedrooms and bathrooms: 3 bedrooms, 1 bathroom
  • Price: From $418/night
  • Additional amenities: fire pit, full kitchen, shared patio
  • Pet-friendly: yes

Situated near Hobart, New York this dome stay is perfect for anyone looking for a unique getaway that feels particularly outdoorsy but still has plenty of amenities. The dome fits up to six guests (just note that one bedroom is a loft that can only be accessed by ladder) and has everything from a full kitchen to a heated wooden plunge pool and a fire pit that looks ideal for roasting marshmallows. Reviewers call out just how comfy and cozy the space is, too: “The dome looks amazing and feels very open, but it’s still really warm and cozy inside. I loved being able to look outside and see the trees and the sky right from my bed. It was very quiet and peaceful.”

  • Number of bedrooms and bathrooms: 3 bedrooms, 2 bathrooms
  • Price: From $644/night
  • Additional amenities: hot tub, fireplace, fire pit, laundry
  • Pet-friendly: no

I can’t get enough of the stunning mountain views from the pool deck of this home (complete with luxe loungers for soaking in the sun), and reviewers confirm that it’s totally worth booking. One wrote: “The house was so beautiful and clean. There was plenty to do in the area from local farms, to cool restaurants and amazing hikes. The hot tub/pool with the mountainside view was our favorite!” The home also has a fire pit and wood-burning fireplace that you’ll definitely want to take advantage of once the sun goes down.

  • Number of bedrooms and bathrooms: 3 bedrooms, 2 bathrooms
  • Price: From $531/night
  • Additional amenities: laundry, fire pit, full kitchen and grill
  • Pet-friendly: no

If you’re aiming to stay close to downtown Hudson (and all of its buzzy shops and eateries), but still want a relaxing escape, you have to check out this three-bedroom home with river views. “It was even cuter in person than in the pictures. We were impressed by the decor and coziness…The house is a five minute drive from the town, so getting to restaurants and stores was easy. Gorgeous views of the water,” said one recent guest who gave it a 5-star rating. The home has three bedrooms that can fit up to six guests, and features a fenced in backyard that has a large pool, fire pit and plenty of seating to soak up the views.

  • Number of bedrooms and bathrooms: 4 bedrooms, 2 bathrooms
  • Price: From $685/night
  • Additional amenities: hot tub, laundry, game room
  • Pet-friendly: no

This stay has earned only 5-star reviews so far, and I can definitely see why. The rustic A-frame cabin is super spacious, with room for up to 12 guests, plus it has so many thoughtful design details including a big kitchen, a hot tub, a large deck with lounge and dining seating, a laundry area and even a game room. Not to mention, the location is super convenient according to recent guests. “Perfect location, private with only a 15 minute drive to Syracuse. Host was responsive and very welcoming. We will definitely be back,” wrote one. As for the in-ground pool? It spans 30 by 25 feet, so the whole crew can make a splash this summer.

  • Number of bedrooms and bathrooms: 3 bedrooms, 2.5 bathrooms
  • Price: From $548/night
  • Additional amenities: sauna, fireplace, full kitchen
  • Pet-friendly: yes

Highlighted as a “guest favorite” by Airbnb, this is another stay that’s earned a bunch of rave reviews—and still somehow has plenty of dates open this summer (at least for now). “The property is beautiful, peaceful and a secluded retreat, yet still within easy driving distance of Woodstock. Everything was spotless and well maintained, with all the amenities we could have asked for,” shared one guest who stayed with their pet. It’s easy to understand why they loved it so much—besides a pool (which is heated!), the home also has a sauna and lots of space for eating and relaxing al fresco.

  • Number of bedrooms and bathrooms: 3 bedrooms, 2 bathrooms
  • Price: From $841/night
  • Additional amenities: hot tub, theater room, laundry
  • Pet-friendly: yes

A pool-equipped home with a perfect 5-star rating, I wouldn’t be surprised if this one books up fast ahead of summer. It’s situated just a seven-minute drive from the town of Pine Plains, per the listing, offering easy access to shops and restaurants, while still having a secluded mountain getaway feel. It’s also designed with features like a theater room for a movie night and hot tub on the deck, so you’ll have plenty to do without leaving your location. Some guests say it’s even better in person. Take it from this one, who said, “The house is beautiful, very well taken care of, and even better than the photos. The views are stunning, and the jacuzzi was incredibly relaxing and comfortable. Everything was spotless…The surroundings are peaceful and truly breathtaking.”

  • Number of bedrooms and bathrooms: 4 bedrooms, 3.5 bathrooms
  • Price: From $782/night
  • Additional amenities: gym, hot tub, sunroom
  • Pet-friendly: no

If you’re traveling with kids (or adults who want to feel like kids for a few days), you can't miss this stay that not only includes a spacious lodge, but a fun wooden treehouse with multiple levels. At the top, there’s a cute deck for enjoying the mountain landscape. For those who prefer to stay on the ground, there’s a sunroom in the lodge with tons of windows. The home also has a hot tub, projector for movies and gym—basically everything you could need (including a serene pool area).

“This home is gorgeous and the owners have curated it so well. There was so much to explore in the home and their backyard, it was well stocked with essentials and had every amenity we could have wanted. There’s a beautiful stream going through their backyard, they have a nice mini hiking trail as well,” raved one guest. Better hurry and book this one while you still can.

  • Number of bedrooms and bathrooms: 4 bedrooms, 2.5 bathrooms
  • Price: From $618/night
  • Additional amenities: fire pit, hot tub, laundry
  • Pet-friendly: no

A hot tub, a fire pit, a grill, a pool deck, the cutest stone and wood decor—this four-bedroom home (which fits up to eight guests) in the Catskills has it all. And that includes an ideal location, per reviewers. “Nice house in a great location. Close to town but still private and peaceful. House had a good layout with plenty of space,” wrote one guest. It also has a full kitchen for days when you don’t feel like heading into town or need a quick refuel after hitting one of the nearby hiking trails or farms.


natalie bio photo

Natalie LaBarbera

Associate Commerce Editor

  • Writes commerce stories and features that span multiple topics, including fashion, beauty, travel, home and sales/deals
  • Has contributed to reports on ethical fashion and continues to stay up-to-date on sustainablility developments
  • Completed a bachelor's degree in psychology at the University of Pittsburgh and a master's degree in fashion studies at Parsons The New School

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