16 Tranquil & Spacious Airbnbs in Upstate New York for Your Next Group Getaway
When you can’t stand your tiny studio apartment anymore, head to one of these incredibly roomy and relaxing Airbnbs.
There are tons of advantages to living in New York, from theaters and museums to knowing you’re almost always within walking distance of a well-stocked corner bodega. But there are a few things that are hard to find in this town—namely, room to spread out. Luckily, a trip to upstate New York is an easy and affordable option for many city dwellers, and the region is filled with opportunities for hiking, exploring, or just sitting outside and bathing in the fresh air. Even better? There’s enough room for you to bring all of your friends.
To help inspire your next tranquil escape, we’ve pulled together some next-level Airbnbs within three hours of New York City, all of which are suitable for group getaways. From chic townhouses in Hudson to sprawling estates in Woodstock, these are some of the best, easily bookable retreats to consider the next time you’re breathlessly eager to skip town.
7 guests/$419 per night
With four bedrooms and four baths, this listing proves that not all cabins are cozy and tiny (although this one is still pretty cozy). You'll get plenty of sunlight and views in the living room with 20-foot ceilings, while the spacious porches and lawns are perfect for al fresco dining or warming up around the fire pit. Extra amenities like a fully-stocked bar cart and two WFH set-ups will definitely make you want to stay for a few more days.
What guests say: “It’s literally just like the pictures, but 10x better seeing it in real life. Anna was the best host and we felt taken care of. Truly felt like we stayed in our dream home for the weekend!”
4 guests/$847 per night
If your idea of getting back to nature involves picturesque views around every corner, you’ll want to stop what you’re doing and book this place immediately. Though the house is unmistakably modern and new (not to mention luxurious), it’s designed in such a way that it blends right in with the countryside. Of course, it’s stocked with the sort of amenities that are anything but country, including radiant heat floors, automated shades and lighting, and an integrated smart home system. And to top it all off? It features ample outdoor deck space, a seasonal lap pool, and a year-round hot tub.
What guests say: “Picture perfect sunrises and sunsets. The house is amazing. The deer and turkeys roaming around is a dope touch, too.”
6 guests/$264 per night
This Old Hudson’s Maison is a charming, French-inspired townhouse in the Hudson Valley. The home is filled with vintage details, including a cast iron bathtub, a full kitchen with copper pans (Julia Child would approve), antique furniture, original patterned wallpaper, and bedrooms with French doors and fireplaces from the 1840s.
What guests say: “This place is truly magical. It’s literally 4-5 minutes from every restaurant and shop we stopped into by car and very close and walkable on foot if you arrive by train. We will definitely be coming back.”
8 guests/$800 per night
Imagine retreating to your favorite childhood treehouse—and then multiply the size of that treehouse by approximately 500, add a chef-caliber kitchen, hot tub, dining solarium, and 1,000 square feet of outdoor deck space, and you’re getting close to what staying in this amazing home is like. It’s nestled on seven secluded acres alongside a creek, and as an added bonus, it’s a net-zero sustainable property powered by a geothermal system.
What guests say: “What a beautiful home in the perfect location! My friends and I have stayed in many Airbnbs around the globe, and this spot is special.”
8 guests/$679 per night
Aside from being one of our favorite Airbnbs for plant lovers, this refurbished barn also has all the makings of a super-relaxing escape from the city. The home features an incredible backyard, with a hot tub, fire pit, outdoor fireplace and grill, and dining area surrounded by a thick forest. Inside, you'll find cozy touches like organic bath products, a record player, and plenty of books and board games.
What guests say: “We had a wonderful stay! The pictures and reviews sold us, but actually being there was even better than we imagined.”
6 guests/$506 per night
Built on an exposed boulder, this modern-yet-rustic house is all about bringing nature in: think huge windows, exposed pinewood beams, stone walls, and a telescope on the deck for stargazing. There is even more room outside to hang out, including a fire pit with Adirondack chairs.
What guests say: “Gracious, attentive hosts! A spacious, architectural masterpiece of a home, scrubbed within an inch of its life. Space to spare!”
8 guests/$479 per night
This newly renovated log cabin sits on seven private acres in the heart of Catskills Park, offering spectacular mountain views from its two decks and wall of windows. Group-friendly amenities include a 7-person hot tub, pool table, movie projector, and outdoor fire pit with tons of seating.
What guests say: “This house is beautiful and fully equipped with whatever you need for a relaxing Catskills vacation! If you decide to venture out, there is plenty to do nearby and the town is charming.”
5 guests/$521 per night
This unique home is the family estate of acclaimed social realist painter Reginald Marsh, and you may find your own creative spark while staying here for a few nights. The house is surrounded by an expansive lawn, pond, private waterfall, and a gathering of 100-year-old cedar trees—and you can see that natural beauty from huge windows in nearly every room. Meanwhile, the interior is filled with antique chandeliers, paintings, shelves of books, and other personal touches.
What guests say: “This is, hands down, the best Airbnb I’ve ever found in upstate New York. It had everything I needed for a peaceful weekend getaway, and then some. I can’t recommend this place enough!”
8 guests/$729 per night
Looking to escape to Bali but only have a few days off? Problem solved. This spot—which sits on 7.5 wooded acres complete with a private pond and grassy pasture—consists of four separate “pods,” as per traditional Balinese home architecture (it was made with materials imported from Bali, and “built by hand by the inhabitants of Bali”). Each area is connected by an enclosed walkway, and the flow of the whole space makes it seem as though you’ve escaped to an Indonesian island.
What guests say: “Remarkable, truly one-of-a-kind space tucked off a private road in the Hudson Valley. The bottom line is that you won’t find anywhere like this in this hemisphere. Truly felt transported to another place.”
6 guests/$895 per night
While this exceptionally designed spot is filled with next-level amenities inside (floor-to-ceiling windows, heated tile floors, a chef-grade kitchen, Sonos speakers, etc), it’s the outdoor offerings that really sell it. With 600 square feet of walk-out deck space, a heated pool, an outdoor dining area/BBQ setup, and a hot tub, you’ll want to lounge al fresco morning, noon, and night.
What guests say: “We were so delighted to be able to stay in this beautiful home! We truly loved our time there and were consistently impressed by the thoughtful touches and considered details throughout. It was easily one of the best Airbnb experiences we have ever had.”
6 guests/$479 per night
The Hunter Greenhouse is a three-bedroom A-frame built in 1971, located on three private acres surrounded by trees. The house is all about slowing down and relaxing, with tons of indoor plants, organic bath products, Parachute sheets and towels, and a backyard with an outdoor fireplace and tons of comfy seating. There’s even a hanging chair in the living room to rock you to sleep come naptime.
What guests say: “The house is beautifully decorated and has great amenities to enjoy the outdoors including a pizza oven, fireplace, and fire pit, which we truly enjoyed. There are also lots of activities in the area from hiking and skiing to good dining. We will definitely come back!”
16 guests/$1,336 per night
If you’re looking to decamp with a big group, this huge house has you covered (it can sleep up to 30 people). It’s nestled on a private lake, and is covered in windows so you’re treated with views from just about every corner. There are multiple living areas, including a game room, and the kitchen is modern and massive. Outside, you’ve got access to a deck perfectly suited for outdoor dining, plus a hot tub, pool, and tons of lakefront property to roam (kayaking, anyone?).
What guests say: “Booked this house for a work trip and it was INCREDIBLE. Faye was such an amazing host. The house is absolutely beautiful and has everything you need. Couldn’t recommend staying here any more!”
8 guests/$1,095 per night
Though this farmhouse was built in the 1800s, it’s been totally renovated with modern amenities and design touches that make it feel luxurious without distracting from its original charm. There’s plenty of space for your group to chill inside and a top-of-the-line kitchen to go wild making meals, but the outdoor offerings are what really tip the scales. Set on 17 acres, the house boasts a screened-in porch, private pond, saltwater pool, and a brand new hot tub. In other words, you won’t want to leave.
What guests say: “Jaime’s house was as advertised—beautiful, clean, and with everything you could possibly want for a great trip to the mountains. Our family would definitely stay here again!”
6 guests/$593 per month
Surrounded by gorgeous views of Overlook Mountain, this converted 1850s barn recently got a new addition, so there’s even more space to relax. Inside, the decor is modern and chic, with a lovely kitchen and a few choice indoor amenities (like a baby grand piano, pool table, workout area, and home theater). You’ll want to spend lots of time outdoors, though, since it’s situated on a huge property with access to a hot tub, pool, tennis court, fire pit, and great BBQ grill setup.
What guests say: “Second time staying and still the best! The view, vibe, location and overall experience is magical. The perfect modern barn stay. Hope to return!”
16 guests/$1,099 per night
With enormous glass doors that open completely to the back deck, this place erases the line between inside and outside, which is perfect for warmer weather. It’s also a dinner party host’s dream, with a massive dining table, an Argentinean-style, 72-inch indoor grill, and a proper chef’s kitchen. The amenities definitely don’t end there, though, because there’s also a proper media room (with a popcorn machine and 91-inch projection screen), an outdoor pool, and an 8-person hot tub built into the deck.
What guests say: “We had a wonderful time at Pablo’s house. Between the pool, the hot tub, and the amazing indoor-outdoor kitchen area we felt relaxed and entertained the whole weekend.”
10 guests/$306 per night
If you’re looking for a place with 22,000 acres of untouched nature to explore in its backyard, consider your search over. This charming two-story hillside home is smack in the middle of nature (Minnewaska State Park is literally next door), and comes with sweeping views of the Catskills thanks to a huge wraparound porch. Plus, it was recently renovated, so it's bright and airy while maintaining the rustic vibes that make it special. The outdoor enjoyment doesn’t end during the day, though—there’s a great hot tub on the deck (perfect for stargazing), and a nicely appointed fire pit out on the grass.
What guests say: “Wonderfully clean and beautifully furnished. Loved having the hot tub under the stars after a long day climbing. Great library of books to peruse and enjoy. It felt like home away from home.”