The 20 Best Airbnbs for Large Groups in Upstate New York, from Family Reunions to Bachelorette Parties

from Hudson to Germantown

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A collage of Upstate New York Airbnbs for Large Groups.
Julia Potapoff/Getty Images/Airbnb

Planning group getaways can be tricky. First, you gotta agree on the location. Will you spend the week in Spain or on the deck of a cruise ship? If you’re not headed to an all-inclusive resort where amenities are provided, you’ll also need to think ahead so that everyone has a bed and you’re not all fighting for a tiny hotplate to make scrambled eggs in a cute A-frame Airbnb that was only built for two people. And you’re not alone—according to the vacation rental company, 80 percent of its bookings are group trips, which is why it recently launched new features to make group booking a breeze.

So let’s make your next trip even easier. I’ve rounded up 20 of the best Airbnbs for large groups in upstate New York. The location is iconic, the properties are gorgeous and there’s room enough for everyone. (Minimum six guests!). I’ve also prioritized group-friendly amenities, like pools, saunas, decks, fire pits, movie rooms, large dining tables, chef’s kitchens...and that’s just the beginning.
and that’s just the beginning—because, above all else, group trips require a vacation rental with smart and thoughtful hosts who have every base covered. (After all, you don’t want to find yourself having to drive 20 miles for a potato peeler while you’re prepping Thanksgiving dinner, right?) Without further ado, here are my top picks for upstate properties that check all the boxes, so you and your crew can check in and make yourselves at home straight away

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1. Green Lake Farmhouse (Catskill)

  • Sleeps: 9
  • Price: from $932/night
  • Why We Recommend It: renovated 1850s farmhouse; heated pool; wrap-around deck with swings

“This is quite possibly my favorite Airbnb I've ever stayed in. My friends and I rented this home over Halloween weekend a few years ago and it couldn't have been more perfect. The house is sprawling and so unique. The main living area (which includes the kitchen, dining room and living room) is super modern and sleek, with second floor bedrooms, a wonderful master bath and an entertainment room. As you make your way through the attached part of the home, you enter an 1850s farmhouse structure, which has been beautifully updated but maintains a ton of vintage charm, with wood-burning fireplaces throughout and even an antique wood-burning stove. There are a ton of different spaces for the group to spread out in, but the kitchen, dining room and living room are all more than accommodating when it comes to getting everyone together. I also enjoyed the large wraparound deck for sitting outside in the crisp fall air.” - PureWow senior commerce editor Stephanie Maida

  • Sleeps: 6
  • Price: from $533/night
  • Why We Recommend It: large backyard; pool; indoor sauna

“My crew and I loved this industrial-cool hideaway when we rented it out over Memorial Day weekend a few summers ago. Thanks to its large backyard, al fresco picnic table and accompanying pool, it was the perfect spot to make a splash and ring in summer. But even when we weren't spending time outdoors, we made the most of the spacious living room, which comes complete with the coolest mid-century modern fireplace. I personally loved the open floor plan that marries the kitchen and living room, which made for seamless socializing while some of the group cooked dinner, so no one felt left out. Also really appreciated the old school clawfoot tub in the master bathroom and the in-house sauna—so chic!” - PureWow senior commerce editor Stephanie Maida

  • Sleeps: 16+
  • Price: from $343/night
  • Why We Recommend It: chef’s kitchen; 13-foot dining table; large lawn with grill and fire pit

“This Airbnb was one of the weirdest, most wonderful stays of my entire life. It’s a converted schoolhouse and every room has so much personality, as does the host (who is lovely and was very accommodating when we accidentally got the checkout time wrong). There’s even a recording studio with a piano, full drum set and multiple guitars that is fully open for guests to play in. It is truly unique and had ample room for a group of 15 adults.” - PureWow fashion editor Abby Hepworth

4. PostBeamLove (Roxbury)

  • Sleeps: 8
  • Price: from $1,001/night
  • Why We Recommend It: indoor saltwater hot tub; Catskill Mountain views; secluded 10 acres with pond, stream and gazebo

PostBeamLove is a 10-acre getaway nestled in the Catskill mountains, complete with a spring-fed pond, stream and gazebo. The restored 1840s dairy barn houses an indoor saltwater hot tub and sauna with spectacular views. It’s also a short ten-minute drive from Plattekill Mountain, which will please the avid outdoor enthusiasts. When you’re ready to relax, lounge on the deck or in the dry heat sauna and see what wildlife you can spot. The 3,000-square foot property has a fully-stocked chef’s kitchen with a Viking range—perfect for preparing meals for a crowd.

The Modern Woodland cabin, a large group Airbnb rental in upstate NY


Airbnb

  • Sleeps: 6
  • Price: from $301/night
  • Why We Recommend It: hot tub; fire pit; fully stocked chef’s kitchen

Here, a contemporary cabin in Kerhonkson, just two hours from New York City, that boasts a generous patio area, complete with a hot tub and fire pit for nighttime stargazing and s’mores. You’ll also enjoy the landscaped gardens, which often attract hummingbirds and butterflies. The interior features lofted ceilings, plenty of natural light and a fully stocked chef’s kitchen. Plus, the location—just minutes away from the hiking trails of Lake Minnewaska and the dining scenes of Kingston and New Paltz—is pretty hard to beat.

6. The Barnhouse (Jewett)

  • Sleeps: 8
  • Price: from $709/night
  • Why We Recommend It: beautiful historic home; hot tub and fire pit; spacious and comfortable common areas

The Barnhouse is a rustic retreat near Hunter that blends English country charm with Bohemian sensibilities. In addition to a hot tub and fire pit, the grounds also have patio seating for al fresco dining and a spacious yard for everything from sports to sunbathing. Inside, you’ll find an open-floor plan that provides plenty of common spaces in which to gather. For those who want a little adventure, you’re not far from Kaaterskill Falls, North-South Lake and Colgate Lake.

7. Fox Ridge Chalet (Margaretville)

  • Sleeps: 8
  • Price: from $517/night
  • Why We Recommend It: dazzling mountain views; minutes from Margaretville; hot tub and chef’s kitchen

This luxury A-frame cabin sits perched on seven acres above Margaretville, providing a secluded space with spectacular views of the Catskills. With cathedral ceilings, a wall of windows, wood-burning stove and double decks, it provides a peaceful, cozy space to hang out with friends and family. A fully stocked kitchen, gas grill and spacious dining area make feeding the masses a breeze. And when you’re ready to unwind, head to the seven-person hot tub for some R&R (with a glass of wine, perhaps?).

8. The Zen House (Livingston Manor)

  • Sleeps: 12
  • Price: from $743/night
  • Why We Recommend It: indoor movie theater; spa with cold plunge and sauna; minutes from Willowemoc Wild Forest

If you’re looking for the ultimate group retreat, I think The Zen House must be it. The 12-person cabin’s got an indoor movie theater with leather recliner seats (cue the popcorn), a six-person hot tub (you can also cold plunge and use the sauna) and table tennis. Spend a lazy afternoon swinging in the hammock, play a round of volleyball or lounge in the bright, spacious living room, and then roast s’mores at night around the firepit and stargaze while leaning back in the Adirondack chairs.

9. Hudson Woods Retreat (Hudson Woods)

  • Sleeps: 14
  • Price: from $1,137/night
  • Why We Recommend It: additional bunkhouse can accommodate eight extra guests; luxe chef’s kitchen; wildflower meadows

Gather a group of friends for a quiet weekend in Hudson Woods at this modern rustic cabin. Though tucked away in the Kerhonkson Mountains, you’re still near plenty of breweries, restaurants and farms. The property sleeps six, but an additional bunkhouse can house another eight for an additional fee. Spend your time in the luxe chef’s kitchen, swimming in the pool or rambling through the wildflower meadows. There’s also a deck where you can lounge around, and a bright and cozy common area with floor-to ceiling windows that give a view of the treetops.

The geodome cabin, a large group Airbnb rental in upstate NY
Airbnb

10. Geodesic Dome House (Livingston Manor)

Airbnb

  • Sleeps: 6
  • Price: from $280/night
  • Why We Recommend It: fire pit, yard, game room, mountain views, pet-friendly, unique stay

This nifty architectural gem in Livingston Manor is sure to serve up a memorable stay for a medium-sized group. For starters, there’s a game room that provides ample on-site entertainment, plus a sprawling deck and lovely backyard, both of which serve up sweeping mountain views. The interior is also very well-appointed and designed with comfort in mind. Don’t take my word for it, though, just read the numerous five star reviews, like this one, which reads: “I had a fantastic stay and absolutely loved my overall experience! The home is gorgeous and so cozy with a lovely view off the from the back deck and backyard with fire pit! I was super happy with the location because it was so easy to travel to get groceries (5 minutes), delicious restaurants, cafés, breweries, & hiking trails. This is a one of a kind getaway and I highly recommend to anyone looking to spend time in upstate NY! What a gem and the host was AWESOME!”

Camp Fox Hollow with a pool, a large group Airbnb rental in upstate NY
Airbnb

11. Camp Fox Hollow (Shandaken)

Airbnb

  • Sleeps: 8
  • Price: from $682/night
  • Why We Recommend It: saltwater pool, prime location, books and games

This newly renovated 1920s cabin-in-the-woods enjoys a central location with close proximity to nearby hiking, skiing, and swimming spots, as well as local dining scenes. The fully-equipped kitchen has everything you need to feed a crowd and the interior, which is stocked with games and books for guests of all ages, has plenty of communal areas to lounge in. Best of all, there’s even a saltwater pool out back that’s available to guests on a seasonal basis.

12. Birch & Buck (Hunter)

  • Sleeps: 8
  • Price: from $1,177/night
  • Why We Recommend It: heated pool; open floor plan; 15-foot kitchen island with bar seating

(Heated) pool with a view? Yes, please. Come take a dip in a deck pool that offers sweeping views of the mountains at Birch & Buck. Here, you’re on a secluded 13 acres with woodland as far as the eye can see. Gather around the 15-foot kitchen island and ten-foot oak dining table for shared meals, cozy up in the living space around a wood-burning stove and enjoy stargazing in the warmth of the fire pit. A short walk from the house is “hammock grove,” where three hammocks await a lazy afternoon.

The geodome cabin, a large group Airbnb rental in upstate NY
Airbnb

13. Architect’s Cottage in the Woods (Rock Tavern)

Airbnb

  • Sleeps: 8
  • Price: from $697/night
  • Why We Recommend It: architectural design, expansive and private outdoor space, saltwater pool

Head to Rock Tavern, NY for a stay at this charming, Frank Lloyd Wright-inspired forest retreat. The stunning seven acre landscape provides ample privacy and promotes a connection with nature; the well-appointed interior boasts dramatic cathedral ceilings and breathtaking views of the surroundings, and the saltwater pool is a perfect place to cool off before enjoying a BBQ dinner on the expansive deck.

14. Adirondack Estate (Remsen)

  • Sleeps: 12
  • Price: from $1,212/night
  • Why We Recommend It: lakefront property; Adirondack Mountain views; wedding-friendly

So...your group getaway also happens to be a wedding! This Airbnb is unique in that you can host a ceremony and reception here. Invite all your friends and family to this peaceful Adirondak Estate, which sits on Hinckley Lake on its own peaceful 11 acres. With a full kitchen, spacious dining area, pool and plenty of lounge spaces, it’s an ideal location to gather your nearest and dearest when you say, “I do.”

15. Catskills Cabin (Acra)

  • Sleeps: 14
  • Price: from $491/night
  • Why We Recommend It: wood fireplace; music corner with a record player; vintage decor; sprawling deck; full kitchen

Drive along the Durham Valley Scenic Byway and you’ll run into the Catskills Cabin in Acra. Sitting on 7.5 acres, the property is close to both Hunter and Windham Mountains, making it replete with beautiful views. The cabin can host up to 13 people and is tastefully decorated with inviting vintage furniture throughout, from the mid-century modern dining room to the wood stove and music corner that boasts a record player. The house has a large front deck complete with mountain views and rattan furniture—the best place to wind down in good company.

  • Sleeps: 8
  • Price: from $1,084/night
  • Why We Recommend It: heated pool; stone patio; fire pit; backwoods with hiking trails

Hiking trails, orchards, ski slopes: the Hudson Valley has it all. The Blue Hilltop Farmhouse is an idyllic base to explore Hudson and all the antiques, art galleries and restaurants it has to offer. The property itself has a heated pool with lounge chairs and sun umbrellas and a deck with a gas grill and teak dining table that can seat up to 14. You’ll want to catch a sunset on the patio, which connects to the dining room via a glass wall before heading to the fire pit to roast s’mores.

17. Madrigal House (Germantown)

  • Sleeps: 6
  • Price: from $799/night
  • Why We Recommend It: custom furniture; fine art; vintage British bar; private pond

The Madrigal House is an 1850s estate with New Orleans’ European flair. (Honestly, this takes me straight to Bridgerton.) It’s by far the most luxurious Airbnb for large groups. I’m talking a 25-acre, 3,000-square-foot property with sumptuous furniture, fine art, a vintage British bar (with “sipping scotch” included), a marble dining table and two-acre private pond. You and your friends are basically the Duchess of Hastings at this point. Tack on the outdoor dining setup on the back deck, fully stocked kitchen and a butler’s pantry, plus French linens and custom marble fireplace, and all that’s left is for you to show up dressed to the nines. (But if you wear sweatpants, I won’t tell.)

18. Mountainside Retreat (Schoharie)

  • Sleeps: 6
  • Price: from $448/night
  • Why We Recommend It: mountain views; exposed beams; large deck

This Schoharie Mountain house hosts six and features a whimsical open-floor plan with vaulted ceilings and exposed wood beams. Oversized windows look out onto the valley below, and the expansive back deck offers serenity (and a great spot to watch the sunset). The common areas are bathed in natural light with comfortable furniture, making it the perfect place to plop down with a girlfriend for a good, long chat. (No friendship snacks here.)

19. Chalet LaRosa (Durham)

  • Sleeps: 12
  • Price: from $714/night
  • Why We Recommend It: furnished with local decor and antiques; patio with picnic table and hot tub; full kitchen and 80-inch dining table

Chalet LaRosa offers a true log cabin experience, with glossy pine floors, master carpentry and a wood barrel sauna. The wrap-around patio provides a panoramic view, along with a fire pit, gas grill and Adirondack chairs. In the living room, you have a vaulted ceiling, two-story fireplace and a bevy of board games to keep everyone entertained. The basement hosts a custom bar, arcade and rustic pool table that transforms into a ping pong table. And when everyone gets hungry, the fully equipped kitchen will help you prepare a meal of Master Chef proportions, which you can then all share at the 80-inch dining table that sits under an antler chandelier.

The Heartstone Manor, a large group Airbnb rental in upstate NY

20. Heart Stone Manor (Yulan)

Airbnb

  • Sleeps: 16+
  • Price: from $935/night
  • Why We Recommend It: year-round indoor pool, hot tub, huge chef’s kitchen, game room

Glowing five star reviews rave about the beautiful decor and numerous amenities at this property. By all accounts, it’s the perfect place to host a large holiday gathering or family reunion—thanks, in part, to its absolutely massive kitchen (think: 8 burners, two sinks, two fridges, etc.) and the open floor plan of the living area. Younger guests will love the game and bunk rooms, and the whole crowd will enjoy the indoor pool, which is enclosed in a see-through dome that provides stunning views of the night sky and bucolic country vistas.

What to Consider When Booking a Group Airbnb

“In addition to merely counting how many beds a home has, you should consider other areas of the home where your large group will congregate,” advises Maida, who has planned quite a few group trips herself. “For example, is the dining room table large enough to seat everyone for dinner? Is the sofa in the living room able to accommodate everyone for a movie night? Is there a big enough outdoor area that everyone can gather ‘round the fire pit? Larger kitchens with plenty of counter space are also a must if you’re planning on cooking a big meal with your crew.”

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