35 Best Airbnbs Near New York City, From Cozy Cabins in the Catskills to Beachy Houses in the Hamptons
Despite all the wonderful things New York City has to offer—an easily navigable subway system, more art, museums, and music than you know what to do with, endless dining options—there are a few things that are hard to come by, space being chief among them. Luckily, when New Yorkers need a dose of nature or a temporary backyard, there are plenty of nearby destinations just a few hours away, from the Hamptons and the Catskills to out-of-state spots like the Berkshires and Rhode Island.
To help narrow down the options, we rounded up more than 30 of the best Airbnbs within three hours of the city for easy weekend getaways or drivable summer vacations, whether you want to be close to the beach, in the mountains, or need enough room for the whole family to join.
As a bonus, all of the Airbnb selections are either run by Superhosts or have a rating of 4.8 or above. Read on for our top Airbnbs near New York City.
We've vetted these listings based on Superhost status, ratings, amenities, location, previous guest reviews, and decor. This gallery has been updated with new information since its original publish date.
All products featured on Condé Nast Traveler are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.
- Courtesy Airbnb
Catskill, New York
Bed & bath: 1 bedroom, 1 bath
Top amenities: Foot trails on-site, seasonal outdoor shower, hammock, smart TV
Best for: A couple of secluded spa days with your new baeThis 1970s cabin in Catskill, New York—immersed in the woods, with bright navy blue painted clapboard, crisp white trim, a patio, and glowing string lights—is giving the perfect fall weekend getaway vibe. But this place’s perks go far beyond its classic upstate appeal, and it offers much more than good looks. It’s the unique spa touches like an infrared sauna, outdoor shower, and bathrobe and slippers that make it stand out, and make it more than a home base, but a key experience during your trip.
- Courtesy Airbnb
Coxsackie, New York
Bed & bath: 2 bedrooms, 1 bath
Top amenities: Restored Art-Deco kitchen, campfire, train access
Best for: A place to stay upstate when you don’t driveWith two porches, a backyard, and a campfire, situated on a peaceful residential street, this 1880s Queen Ann Victorian gives guests space to sprawl—a much-needed breath of fresh air after exiting the city—plus a chic-but-antique look to soak in. (This is most apparent in the Art-Deco era kitchen, outfitted with a petite antique stove.) Located 20 minutes from Hudson’s Amtrak station, and smack next to the Hudson River, this Airbnb is a cinch to get to for city dwellers who don’t drive or don't want to.
- Courtesy Airbnb
Pawling, New York
Bed & bath: 2 bedroom, 2 baths
Top amenities: Private lake access, kayaks, Airbnb Plus
Best for: Lake house livingDuring the warmer months, you could spend a whole weekend at this cabin in the woods without ever leaving—thanks to the private lake in the backyard. Swimming, kayaking, and fishing are all on offer at this two-bedroom Hudson Valley house. Head inside after you’re all tired out from water sports, and you’ll find soft leather armchairs, abundant natural light, and walls flanked with panels of knotty pine. The property is located minutes from wineries, the local train station with access to NYC, and the Appalachian Trail.
- Courtesy Airbnb
Livingston Manor, New York
Bed & bath: 2 bedrooms, 1 bath
Top amenities: Backyard, gas grill, firepit, clawfoot tub
Best for: An end-of-summer cookout weekend with a couple of friendsThere’s something decidedly charming about a weekend spent in a 1950s cottage, off the beaten path from the city’s usual upstate vacation town pipeline. Located in Livingston Manor, the restored two-bedroom is in the country, 15 minutes from where the original Woodstock was once held. Fishing, hiking, restaurants, and diners are all easy to get to from here. Some stand-out features of the space itself include hotel-worthy bedding (flannel pillows, fluffy blankets, and diamond-knit comforters), a backyard growing a bounty of produce (grapes, raspberries, pears, apples, and peaches), and mid-century modern decor. Travelers should note that a car is the best way to get around this location.
- Courtesy Airbnb
Hudson, New York
Bed & bath: 4 bedrooms, 2.5 bath
Top amenities: Porch with rocking chairs, working fireplace, Sonos speakers, Airbnb Plus
Best for: A cold-weather, family weekend of reading and exploring downtown HudsonThis gorgeous Queen Anne build—optimally located in Downtown Hudson, the cultural heart of the Hudson Valley—is chock full of antique details and cozy touches. These include a reading lounge, typewriter, original hardwood floors, an antique couch, and fine art hung on the walls. Each bedroom has an AC unit, as well, keeping the house cool during the summer months. With four bedrooms, it’s ideal for a group trip, whether that entails family or an outdoorsy bachelorette party crew. The central location here is key—it’s literally only five blocks from the Hudson Amtrak station—which means New Yorkers can travel door-to-door from their local subway straight to the front steps of this picturesque home.
- Courtesy Airbnb
South Cairo, New York
Bed & bath: Studio, 1 bath
Top amenities: Seasonal pool, gas grill, fire pit, dog park, dog-friendly
Best for: A tiny house adventure, dog ownersA tiny house located near the lovely upstate town of Leeds, New York, this Airbnb catches eyes with its waterfall-adjacent location, its 28 acres of land to explore, its outdoor amenities including a patio with a grill and shared access to a seasonal pool, and its fresh, contemporary decor. An added benefit is that the hosts live on the grounds should you need a hand. There are seven additional nearby tiny houses rented out by the same host. This is our pick for a truly off-grid weekend.
Bovina Center, New York
Bed & bath: 3 bedrooms, 2 baths
Top amenities: The clawfoot tub and proximity to the owners’ restaurant, Brushland Eating House
Best for: A laidback Catskills weekendFeatures and franchises editor Betsy Blumenthal loved her stay at this bucolic upstate property, which she rented for her husband's birthday a few years ago. The three-bedroom home has room for up to six guests comfortably—each room has a queen bed dressed in crisp white linen sheets and plush feather comforters. The galley kitchen provides ample opportunity to cook, though you'll also want to pencil in a visit to the hosts' restaurant, Brushland Eating House, which sits conveniently across the street. Out back, you'll find a stream and fields, a welcome change and pace from the crowded city streets.
Margaretville, New York
Bed & bath: 3 bedrooms, 2 baths
Top amenities: The outdoor firepit, trampoline, and location on a quiet dead end road
Best for: Group getaways, pool accessAnother property recommended by Blumenthal, this is the home to rent now for a weekend in the summer (or a few weekdays, if you're still enjoying the benefits of a WFH-friendly gig). You'll be happy to have it on the books when the steamy summer heat has you yearning for a pool. The inside is beautifully decorated, but the backyard is the star of the show—lay by the pool, indulge your playful side on the in-ground trampoline, go for a dip, then dry off with a swing on the hammock. At night, cozy up on the L-shaped couch or sit around the outdoor firepit. Other past guests note the host is very responsive and “has thought of everything a guest could need.”
Newburgh, New York
Bed & bath: 5 bedrooms, 3.5 baths
Top amenities: The Hudson River views, game room/gym, and stunning pool
Best for: A family vacation everyone will enjoyGather the troops for a family vacay along the Hudson River. This house is equal parts well-designed and family-friendly, with a little something for every age range. The hybrid game room and gym holds a pool and foosball table, Peloton, and weight rack, while the backyard has a peaceful pool so well-manicured that it looks like it belongs on the grounds of a boutique hotel (open May through September) and plenty of grassy areas to run around on. As for the sleeping setup, one room has a king bed and a lovely balcony, two have queens, another has two singles, and the office has a pullout sofa bed.
Shandaken, New York
Bed & bath: 4 bedrooms, 1 bath
Top amenities: The hot tub and heated saltwater pool, hammock, and proximity to outdoor activities (skiing, hiking, swimming)
Best for: Outdoorsy families and friend groups looking to escape the cityIf you're searching for a summer camp vibe without sacrificing an ounce of comfort or style, you've found the right place. This upstate New York home sits on four acres in the Catskill Mountains, in close proximity to a slew of outdoor activities: skiing, hiking, tubing, fishing, and visits to swimming holes can all be on the itinerary, depending on the season. On the property, there's a heated saltwater pool lined with lounge chairs, six-person hot tub, firepit, and hammock. Bedrooms have crisp white walls and linens, with neutral accents throughout. The one drawback: There's only one bathroom, so plan to negotiate the shower schedule accordingly.
- Courtesy Airbnb
Narrowsburg, New York
Bed & bath: 3 bedrooms, 2 baths
Top amenities: The backyard's floating deck with a hot tub, access to skiing, and BBQ grill
Best for: A girls’ trip or couple’s weekendRecently visited by associate commerce editor Meaghan Kenny, this Catskills cabin has another enviable backyard. The floating deck is lined with twinkle lights and holds both a hot tub and outdoor dining table; there's also a firepit and BBQ outside, so bring fixings for s'mores. Kenny called the rental “incredibly spacious for a single-level home,” with enough space for six across the three bedrooms and two full bathrooms, and noted that the kitchen, with its gorgeous wooden dining table, receives a ton of natural light.
Read a full review of this Airbnb: A Cozy Cabin in the Catskills With a Hot Tub and a Floating Deck
- Airbnb
Rhinebeck, New York
Bed & bath: 1 bedroom, 2 baths
Top amenities: The skylights and windows, indoor fireplace, and solar power setup
Best for: A writing retreatIs it a Cubist painting? Is it a space shuttle? Actually, it’s your Airbnb. Staying in an architectural jewel is a form of travel in its own right—and that's certainly the case when it comes to this Hudson Valley home. Upon stepping into the Picasso-esque structure, you are immersed in blond woods and harmonic geometry. The open-plan house can sleep up to three, and is a sustainable space, heated geothermally rather than with fossil fuels and electrically powered by the sun. Internationally-recognized Steven Holl Architects conceived this one-of-a-kind design, with the philosophy of shaping space and light with purpose and responsibility to the environment. The house is in the town of Rhinebeck, a two-and-a-half-hour drive from the city, and offers art galleries, museums, independent films, historic homes, hiking, and biking.
- Courtesy Airbnb
Woodstock, New York
Bed & bath: 2 bedrooms, 1.5 baths
Top amenities: The immaculate grounds
Best for: Upstate opulenceWith a view like this, would you ever get out of bed? Maybe, if only to explore this Airbnb's gardens, which comprise sprawling lawns, a private waterfall, and 100-year-old cedar trees. Inside, the three-bedroom artist's studio is teeming with cool finds, from a vintage piano to intricate chandeliers, plus plenty of creature comforts. Relax in the soaking tub overlooking the pond, cook a meal in the fully-equipped kitchen, or read a book on a sun lounger out back. At night, gather around the firepit for even more fresh air.
- Courtesy Airbnb
West Shokan, New York
Bed & bath: 2 bedrooms, 1 bath
Top amenities: The crisp blue trim on the exterior, the reading nook
Best for: BookwormsThe Catskills are one of the first places that come to mind for a weekend away, and this cabin is just what we want to stay in. The airy, light-filled home has plenty of windows, sliding doors, and skylights looking out to the trees, plus a fireplace and a big backyard complete with seating and a grill. Another nice touch, especially for winter visits, is the heated floor in the master bathroom. Each of the two bedrooms has a queen bed, and while the decor is similar in each, one has its own set of doors leading out to the yard.
Tannersville, New York
Bed & bath: 3 bedrooms, 3 baths
Top amenities: Proximity to waterfalls
Best for: “… singing in the car getting lost upstate.”
Located in Tannersville, New York, two hours north of New York City in the heart of the Catskills, the Hunter Greenhouse is a 1971 flat roof A-frame Airbnb with three bedrooms and two baths. Lush with plants and decked out in warm woods and soft fabrics, the place is an Instagrammer’s dream. Winter visitors to Tannersville can fit in a day of skiing at Hunter Mountain or Windham Mountain, sample a seasonal tasting menu by a Michelin-starred chef at Deer Mountain Inn, or browse the goods at local gift shop Clove & Creek. During warmer months, enjoy an afternoon of hiking followed by dinner on the back porch.
Saugerties, New York
Bed & bath: 5 bedrooms, 3 baths
Top amenities: The stained glass windows; the regular glass windows; the sprawling, tree-lined backyard
Best for: Worshipping fall foliage, inside or outside the space
This five-bedroom with mountain views is set upon 16 natural, untamed acres of land, and sits about two hours north of New York City. The hot tub and hammocks raise the leisure levels starry-sky high here, and each bedroom is unique. One has heated floors, another boasts a tall brick fireplace, while a third showcases stunning stained-glass artwork. A special feature of this Airbnb is that it comes with a separate studio, in a building set apart from the main house, that has a queen-size bed. The studio is included for reservations of 11 or more guests.- Courtesy Airbnb
Stamford, New York
Bed & bath: 2 bedrooms, 1 bath
Top amenities: The winding spiral staircase and wood-burning stove
Best for: Brooklynites trying to be cute in October
We’re suckers for a good A-frame, and this list wouldn’t be complete without one to consider. This renovated Catskills refuge sits on six acres of land fringed with towering conifers and maples. The foliage explodes in a colorful show of red, gold, and green as the seasons change. Enjoy the view from the deck, which is furnished with cushioned chairs and a dining area, as well as equipped with a grill. The two-bedroom home is ideal for a small group or family as it sleeps four. While the outdoor views are hard to pull away from, leave time to cozy up by the fireplace indoors, too. - Courtesy Airbnb
Poughkeepsie, New York
Bed & bath: 3 bedrooms, 2 baths
Top amenities: The striking charcoal exterior
Best for: New Yorkers who don't drive
You’ll find this well-decorated three-bedroom cottage in Poughkeepsie, a two-hour trip from New York City via car or the Metro North’s Hudson line. The house and its gardens are situated beside Wappinger Creek, and rabbits, foxes, and birds abound. Inside, bright white walls, sunny windows, and colorful Scandinavian-inspired decor make things cheerful. Even better: There are bunk beds, which make it a great pick for a family (or a group with older children at heart). - Courtesy Airbnb
Mount Tremper, New York
Bed & bath: 2 bedrooms, 1 bath
Top amenities: The screened porch for summer nights
Best for: A hiking trip
It's hard to decide which season we'd like to stay here most—in the summer and fall, you can take advantage of hiking in the Catskills and spend time on the large wooden deck or in the screened-in porch; in the winter, you can play in the snow, then cozy up to the fireplace under wool blankets with coffee from the kitchen's Chemex. The cabin has two bedrooms, one with a queen bed and one with a double, one bathroom, and a fully-stocked kitchen. Plus, it's a five-minute drive from Phoenicia Diner.
- Courtesy Airbnb
Catskill, New York
Bed & bath: 4 bedrooms, 1.5 baths
Top amenities: The rural, bucolic location
Best for: Unplugging
This thoughtfully designed, plant-filled home in Catskill, New York, has two bedrooms and a fully equipped kitchen. Hosts Daniel and Kevin are an architect-designer duo—one peek at the art, and that will come as no surprise. Every corner has something interesting to look at, but at no point does the home feel cluttered. This property has an interesting history, too: It was originally part of a girls' summer camp that ran from the 1920s through the 1960s. Daniel and Kevin now own several of the original camp buildings and cabins. There's a grill in the backyard should you want to barbecue, and a fireplace in the living room. Warwick, New York
Bed & bath: 1 bedroom, 1 bath
Top amenities: The cheerful, bright palette and natural light
Best for: A solo “getaway” from your roommates
Warwick is just over an hour from New York City, located in the lower Hudson Valley. It’s known for wineries, orchards, and a drive-in movie theater. This artsy loft fits right into the peaceful town—the stylishly appointed one-bedroom will get your creative juices flowing, with colorful woven carpets and clean white walls that are like blank pages for your imagination to play on. The lofted bed, accessed via a ladder, and wood-beam ceilings add serious coziness. This is our top pick for a fall stay.- Courtesy Airbnb
South Kortright, New York
Bed & bath: 2 bedrooms, 1 bath
Top amenities: The lofted bedroom
Best for: Fleeing the city for the mountains
One of our favorite Airbnbs for a romantic cabin getaway, this two-bedroom cabin in the Catskills is three hours north of the city. It is run by the same host as Traveler editor Betsy Blumenthal's favorite upstate retreat, who recommends visiting nearby spots like a family-owned dairy farm, local butcher shop, and home goods store. Also close by: Hiking and biking trails and horseback riding. Of course, you could also just post up inside the airy, bright home, with its floor-to-ceiling windows looking out onto the valley, wood-burning stove, farmhouse table, and bed clad in Muji sheets. Phillipsport, New York
Bed & bath: 3 bedrooms, 2 baths
Top amenities: Indoor wood stove, projector for movie nights, and pond views
Best for: Fall foliage tripsWhen you need to get away from it all, come to this modern, light-filled cabin, with its 19 acres of private land just 90 miles from New York City. Gaze out at the pond from the ultra-cozy living room, which is kitted out with a giant projector fit for movie nights or morning Netflix binges. You can sleep six comfortably (there's a queen bed, a double, and two singles), and the bookshelves are stocked with reading material and board games for more at-home entertainment. Past guests note that there are restaurants and cafes a 10-15 minute drive away, and recommend a stay during leaf-peeping season.
- Courtesy Airbnb
Southampton, New York
Bed & bath: 3 bedrooms, 2 bath
Top amenities: Pool, outdoor deck with grill, four parking spaces, Airbnb Plus
Best for: Basking in the summer vibesThis spacious three-bedroom in the Hamptons will deliver on your expectations for the iconic summer destination. The property’s showstopper is a glamorous blue swimming pool surrounded by a high-quality wood panel pool deck that connects directly to the back door of the house. It also includes a special occasion-worth dining area with an umbrella, a grill, a striped awning, and sunloungers. Inside, find smart TVs, a dedicated workspace, security cameras, light-filled bedrooms with white walls and coastal decor, and more.
- Genevieve Garruppo
Fire Island Pines, New York
Bed & bath: 3 bedrooms, 3.5 baths
Top amenities: The high-low contrast of weathered shingles and gargantuan glass windows
Best for: An escape to the ocean for a special occasionThe focal point of this special pyramidal home is the glass wall, which looks out to the ocean and fills the living room with sweeping sky and sand dune views. (Wake up early for coffee and a sunrise show.) With a ceiling that reaches 25 feet tall at its tallest point, you won't feel boxed in. Plus, this architectural marvel comes with beach access and a pool. The pool deck gives this property private hotel vibes and is outfitted with matching teal sun loungers and umbrellas, a refrigerator, and an outdoor dining area. Inside, the three-bedroom home sleeps six. If Fire Island is on your itinerary, please note that it’s only accessible by boat—pack your bags accordingly.
- Courtesy Airbnb
Water Mill, New York
Bed & bath: 4 bedrooms, 2 baths
Top amenities: The resort-quality pool area, the everything-you-need setup
Best for: A high-key Hamptons family reunion
One of our favorite Airbnbs with pools, this Hamptons home has room for the extended family. It sleeps 10 guests across five bedrooms, and has a huge backyard with a large stone patio (which has replaced the wooden deck pictured above), plenty of grassy areas, and an oversized pool. Inside, you'll find farmhouse-style exposed wood beams, white shiplap walls, and Dutch-style doors. Plus, there's plenty of communal space, with three living rooms, including one sun room with wraparound views of the woodsy surroundings.
- Courtesy Airbnb
Fire Island, New York
Bed & bath: 2 bedrooms, 1.5 baths
Top amenities: Beach accessibility, the warm knotty pine walls
Best for: Hot Girl summer trip with your friends
A thin barrier island just south of Long Island, Fire Island has long been a haven for the LGBTQ+ community, and has gained attention of late thanks to this summer's romantic comedy of the same name. With almost no cars allowed on the island (you'll have to arrive by ferry), there's a magical quality to the location that feels far removed from the city. From this Airbnb's deck, you can look out at the Atlantic Ocean, with a grill and deck chairs at your disposal. The house itself has room for six across two bedrooms, though it's best for family or close groups of friends, as the rooms each have one double bed and one twin bed. Walk or bike (a few are provided) to nearby restaurants, cafes, and shops, or stroll down the private walkway to the beach. - Courtesy Airbnb
Shelter Island, New York
Bed & bath: 3 bedrooms, 3 baths
Top amenities: The remarkable style and collectible antiques
Best for: People with taste
At the eastern end of Long Island, only accessible by ferry, is the four-by-five-mile gem called Shelter Island. This three-bedroom, two-story home sits on the north side, an easy walk away from a handful of shops, cafes, and restaurants (and, key for New Yorkers without cars, a short walk from the ferry). Past guests note the home's comfortable outdoor seating areas, perfect for relaxing summer evenings by the grill, the beautiful decor and mix of vintage furnishings, and the prime location. Sag Harbor, New York
Bed & bath: 3 bedrooms, 1.5 baths
Top amenities: The high ceilings and natural light
Best for: A summer trip with pool and beach on offer
Mid-century modern stylishness, a light-filled open floor plan, and a Scandinavian sauna earn this Sag Harbor Historic District home accolades. The backyard houses a 60-foot gunite pool, open during the warmer months, starting in May. Inside, find three bedrooms and one-and-a-half baths. The location is ideal too, close to both downtown and the beach.
- Courtesy Airbnb
Block Island, Rhode Island
Bed & bath: 2 bedrooms, 2.5 baths
Top amenities: That it's literally a block on Block Island
Best for: Trendsetters, design geeks
Our favorite Airbnbs near New York City extend beyond the state's borders, as with this Rhode Island gem—the panoramic ocean views are a hard first impression to beat. Lofty pane windows bring the outdoors inside this newly constructed, ultra-modern two-bedroom home that sits atop the Mohegan bluffs. The 270-degree view of the Atlantic Ocean means you don’t have to choose between catching the sunset or sunrise—you get both. Don’t box it into the typical beach house category; rather than pastels and marine life imagery, visitors are treated to a tranquil, spa-like space. The bathroom has a deep tub sculpted into a prism of slate. Up top, things are fresh and cutting edge with a grassy green roof. Even the outdoor showers look like modern art. Pocono Lake, Pennsylvania
Bed & bath: 3 bedrooms, 2.5 baths
Top amenities: The community amenities of the Poconos (swimming, skiing, etc.)
Best for: A pack of PSL devotees
This cedar chalet is the kind of place that’s made for fun times with a group of friends or family. Yes, it has a hot tub. (And a firepit!) The 2,300 square-foot lodge feels fresh and new, thanks to a November 2019 renovation, and sleeps up to 10 across five bedrooms, with three full bathrooms. Netflix and other streaming services, plus plenty of parking, provide creature comforts. It offers lake access, too—three lakes belong to Locust Lake Village, the private community where the house is located.Westerly, Rhode Island
Bed & bath: 2 bedrooms, 2 baths
Top amenities: The summery outdoor shower and rope hammock
Best for: Beach bums
Nestled between the ocean, forest, and a family farm, this Rhode Island home is one of the farthest from New York City on the list, but well worth the drive. During the summer, bikes and surfboards are available upon request, and there is a large yard to relax in (hammock and outdoor shower included). Artwork made by the host and his family can be found throughout the house, as well as plants in most of the sun-filled rooms. Four can fit comfortably in the two-bedroom home, with room for another on the sofa bed.- Courtesy Airbnb
Cape May, New Jersey
Bed & bath: 3 bedrooms, 2 baths
Top amenities: The patio with a grill and plenty of seating
Best for: Barbecue and beach
The inside of this New Jersey home looks straight out of a Joanna Gaines mood board, with a beach-themed trundle bed room for the kids, a room with a double bed, and a master bedroom with a queen-size bed and en-suite bathroom. There's also a cozy living space centered around the fireplace. The outside, though, is what really drew us in, with plenty of seating (beach chairs, loungers, a dining table), toys and cornhole, and a grill. You'll have access to a private beach, where you just might spot schools of dolphins, the host says. Bonus: This is an Airbnb Plus, so the home has been vetted by an Airbnb rep and has all the basics, including an an ironing board, closet and drawer space for guests, a well-lit entry, easy check-in, toiletries like shampoo, and a bathroom free of the host's personal items.
- Courtesy Airbnb
Lee, Massachusetts
Bed & bath: 3 bedrooms, 2 baths
Top amenities: The fire pit in the evenings
Best for: Hiking, skiing, the performing artsWe’ve given upstate New York and Long Island a lot of love, but let’s not overlook the Berkshires. This getaway is in Lee, Massachusetts, minutes from acclaimed cultural events Jacobs Pillow Dance Festival, the Williamstown Theatre Festival, and the Tanglewood music venue (summer home of the Boston Symphony Orchestra). Kripalu yoga retreat and Canyon Ranch are nearby, too. Of course, hiking and biking are popular local activities, and the house comes with two bicycles for guests to use during their stay. The stylish two-bedroom sleeps eight thanks to two Murphy beds in the loft. End your day with a drink on the screened-in back porch or s’mores by the fire pit.
- Courtesy Airbnb
Otis, Massachusetts
Bed & bath: 1 bedroom, 2 baths
Top amenities: The 360-degree forest views
Best for: An autumn rendezvous
This Berkshires treehouse is a favorite of ours for spotting leaves in the fall—with its floor-to-ceiling windows, the foliage is on display round the clock. While there are two beds (the daybed above and a queen bed) and two bathrooms, we think it's a good spot for couples. Cozy up around the living room's wood-burning fireplace, cook meals in the fully-equipped kitchen, and spend time outdoors on the spacious deck. The property sits on seven acres of land, so you'll have plenty of privacy, with nearby access to hiking and skiing and the town of Great Barrington 20 minutes away.
