The Best Airbnbs in Upstate New York for a Weekend Away From the City

23 Best Airbnbs in Upstate New York for a Weekend Away from the City 2024
Courtesy of Airbnb

We may earn a commission if you buy something from any affiliate links on our site.

Sometimes, you just need to get away, especially in this age of unrelenting, universal stress— vacations, after all, are proven to improve personal well-being and mental health. And, for those of us in New York City, a quick trip to upstate New York is the easiest way to do so, as its idyllic towns and regions are under two hours’ driving distance.

So we scoured Airbnb for the best Airbnbs in upstate New York, from cabins, and cottages for a weekend getaway.

The Best Airbnbs in Upstate New York, According to Vogue:

Fox Ridge Chalet in Margaretville

Airbnb

Think of the typical log house, then flip that idea on its head. That’s what you get with Fox Ridge Chalet, which is anything but ordinary. Situated on seven private acres of land, the picturesque property beckons to be explored. For the days when you want to stay in, the movie screening projector, pool table, hot tub, exercise bike, and game collection should more than suffice.

Rooms: 3 bedrooms, 2 bathrooms

Amenities: Hot tub, pool table, exercise equipment, fire pit, outdoor furniture, grill

Location: Fox Ridge Road, Margaretville, NY

The Mountain Wonder in Mount Tremper

Airbnb

For the ultimate spa retreat, head to The Mountain Wonder. From the wood-burning hot tub to the barrel sauna, enjoy views from the mountainside home in peak relaxation. A private river and forest for hiking await guests who desire a getaway immersed in nature.

Rooms: 2 bedrooms, 1 bathroom

Amenities: Hot tub, sauna, patio, hammock, grill, outdoor furniture

Location: In between Woodstock and Phoenicia, NY

100-Acre Home in Ellenville

Airbnb

If you’re looking to get out of cramped metropolitan quarters, this home will give you the freedom you’re looking for. Set on 100 acres of land, bring friends or family for a stay filled with lawn games, barbecues, and fire pit chats. The property even boasts a pond, which is fed from the natural springs, so bring your water shoes.

Rooms: 3 bedrooms, 3 bathrooms

Amenities: Backyard, fire pit, outdoor furniture, hammock, grill

Location: Near Clearwater Rd and Brandy Brook Rd, Ellenville, NY

The Hudson Lookout in the Catskills

Airbnb

This modern watchtower is designed to deliver the most breathtaking of views, from lush tree canopies to ombré sunsets and sunrises. Boasting a stunning roof deck and panoramic windows from almost all rooms, the breathtaking views are endless. The heated floors, rain shower, and, dare we say, bidet, make the bathroom feel like a spa—a feeling that is only heightened by the three-person infrared sauna.

Rooms: 2 bedrooms, 2 bathrooms

Amenities: Rooftop, exercise equipment, fireplace, fire pit, outdoor furniture, sauna

Location: In the hamlet of Leeds, NY

Barn-Style Retreat in Saugerties

Airbnb

A long driveway leads you to this hidden cottage, which is nestled in the pines. With a deck for watching wildlife, meadow in the front, and grassy backyard, it’s as dreamy as can be. Plus, its prime location allows you to visit year-round to enjoy a series of activities like hiking, skiing, and swimming nearby.

Rooms: 2 bedrooms, 1 bathroom

Amenities: Fireplace, patio, fire pit, outdoor furniture, grill, loungers

Location: Near Blackberry Ln, Saugerties, NY

Modern Mountainside Home in Schoharie

Airbnb

This home features vaulted ceilings and exposed wood beams to create a contemporary aesthetic with natural touches. Soft furnishings bring warmth, with a rain shower and bathtub for luxury finishes. A sprawling deck offers fantastic views lets you look out for miles.

Rooms: 3 bedrooms, 2.5 bathrooms

Amenities: Fireplace, exercise equipment, deck, grill

Location: Near Oak Meadows Rd, Schoharie, NY

Historic Vanderbilt Estate Carriage House in Hyde Park

Courtesy of Airbnb

Part of the National Register of Historic Places, this residence dubbed “The Gatehouse” was recently restored in 2016—updated with more modern décor and comfy furnishings. Immerse in scenic views of the Catskills Mountains and Hudson River from this historic French home while relaxing in the backyard. Stay preoccupied with limitless activities such as hiking, biking, boating, and antique shopping.

Rooms: 3 bedrooms, 2 bathrooms

Amenities: Private balcony/patio, indoor fireplace, outdoor dining area, fire pit, BBQ grill

Location: Sherwood Pl, Hyde Park, NY

Hobbit House in West Sand Lake

The exterior of Hobbit House.Airbnb

Tucked away in the Hudson Valley hills, this ecological retreat is perfect for animal and nature lovers. The cozy dwelling is designed for maximum comfort and is surrounded by 120 acres of farmland. Begin the day with a stroll on the animal farm filled with exotic goats, cows, chickens, ducks, and pigs, then enjoy a meal at the Pony Bar Restaurant and Bar just steps away. Conclude the evening whipping up some s’mores by the firepit.

Rooms: 1 bedroom, 1 bathroom

Amenities: Private balcony/patio, fire pit, backyard

Location: Near Parker Rd and Best Rd, West Sand Lake, NY

Pond House in Woodstock

Photo: Courtesy of Airbnb

The Pond House is a property with some serious art history cachet: it’s the former studio of social realist painter Reginald Marsh. An architect lovingly restored it into a single-family home that exudes country elegance: there are exposed beam ceilings, chandeliers, and floor-to-ceiling windows that look out onto the estate’s pond.

Rooms: 2 bedrooms, 1.5 bathrooms

Amenities: private balcony, bathtub, indoor fireplace, fully equipped kitchen

Location: Near Ohayo Mountain Road and Broadview Road, Woodstock, NY

Owl’s Nest in the Catskills

Courtesy of Airbnb

Atop Bramley Mountain sits the Owl’s Nest, a quaint home with a wraparound porch, a wood-burning stove, and farmhouse interiors. With such a prime location in the thick of nature, there are almost infinite options for outdoor activities, from snowshoeing in the winter, and pond-dipping in the summer. One evening, venture out for dinner at local favorite Brushland Eating House. (Or ask your hosts, two chefs who moved upstate from Brooklyn, for recommendations.)

Rooms: 2 bedrooms, 1 bathroom

Amenities: indoor fireplace, private backyard

Location: Townsend Rd, Bovina Center, NY

Cook House in Kerhonkson

Photo: Courtesy of Airbnb

Doug Jaeger and Kristin Sloan, founders of the design studio Jaegersloan, are the hosts of this cozy yet chic Catskills cottage. Some luxurious touches? Parachute bedding, Grown Alchemist bath products, and enameled cast-iron cookware.

Rooms: 1 bedroom, 1 bathroom

Amenities: indoor fireplace, private balcony/patio, outdoor dining area

Location: Near Via Pioli Rd and Schroon Hill Rd, Kerhonskon, New York

Phillipsport Church House in Wurtsboro

Photo: Courtesy of Airbnb/Michelle Rose

New York City architect Matthew Bremer transformed this 19th-century church into a private home complete with five bedrooms, a chef’s kitchen, and a fire pit surrounded by Adirondack chairs. Bremer mixes antique touches, like a clawfoot tub, with futuristic ones: smack dab in the middle of the living room hangs a fire orb. (It’s like a fireplace, but suspended and circular.) In a playful nod to the building’s heritage, an organ sits in the corner.

Rooms: 5 bedrooms, 2 bathrooms

Amenities: bathtub, indoor fireplace, private backyard + balcony, outdoor dining area

Location: Brookside Lane, Wurstboro, NY

Modern Mountain Chalet in the Catskills

Courtesy of Airbnb

Set upon 15 acres yet still in close proximity to town, this chalet in the Catskills is perfect for those who want to immerse themselves in nature without, well, being completely lost in it. Do a make-your-own spa day in the cedar-lined walk-in hot sauna, or enjoy a glass of wine while admiring the foliage on the outdoor deck.

Rooms: 3 bedrooms, 2.5 bathrooms

Amenities: sauna, private balcony and backyard, ping pong table, indoor fireplace, BBQ grill

Location: Near Erikas Walk and The Middle Way, Mount Tremper, NY

The Highland Bungalow in the Catskills

Rustic charm abounds at this fully renovated 1950s black-cedar abode in the Catskills. There’s a lake and a yard with a fire pit, a picnic table, and strung tea lights. Inside, a cozy mid-century interior awaits, as does a wood-burning stove—perfect for heating up some hot apple cider.

Rooms: 2 bedrooms, 1 bathroom

Amenities: private balcony, fire pit, outdoor dining area

Location: Near Eldred-Yulan Rd, Yulan, NY

Glasco House in Woodstock

Photo: By Erin Lindsey/Escape Brooklyn

Glasco Woodstock is perfect for a luxurious weekend getaway—perched upon a sprawling 16 acres, this converted-barn home has a design-forward interior complete with 30-foot ceilings as well as five-and-a-half bedrooms. The service is also top-notch, as the property comes with a 24-hour digital concierge as well as a private chef upon request.

Rooms: 5 bedrooms, 3 bathrooms

Amenities: private hot tub, indoor fireplace, hammock, private balcony, patio and backyard

Location: Smith Road, Saugerties, NY

French Inspired Maison in Hudson Valley

Photo: Courtesy of Airbnb

Stay at this charming townhouse in Hudson Valley, which is chock full of antiques and old-world details. There’s a cast iron tub, a breakfast nook, a kitchen with copper pans, and a master bedroom with French doors.

Rooms: 3 bedrooms, 1 bathroom

Amenities: private balcony/patio, bathtub, outdoor dining area,

Location: Columbia St, Hudson, NY

Table on Ten Studio in South Kortright

Photo: Courtesy of Airbnb

Local chef Inez Valk-Kempthorne is the host of this serene studio, which is nestled on a hillside in the Catskills. In addition to its two bedrooms, it comes complete with a clawfoot tub and fire pit. Reviews note its remoteness—so bring some games and hot cocoa, and create the ultimate winter night in.

Rooms: 2 bedrooms, 1 bathroom

Amenities: private balcony/patio, mountain view, fireplace, outdoor dining area

Location: Near Scott Rd and Betty Brook Rd, South Kortright, NY

The Black Bear Cottage in Livingston Manor

Courtesy of Airbnb

A modern design with cozy elements makes this cottage feel a quintessential East Coast escape from metropolitan hustle. Of course, cottage is a humble term for this abode, with ample bedrooms (plus a tiny house with a loft) fit for comfortably hosting a group. And for extra cozy points, warm up around the fire pit or take a dip in the hot tub.

Rooms: 5 bedrooms, 2 bathrooms

Amenities: backyard, hot tub, fire pit, outdoor furniture, patio, BBQ grill, parking

Location: Near Old Route 17, Livingston Manor, NY

Getaway Cabin in the Western Catskills

Courtesy of Airbnb

Disconnect from the city hum with an intimate experience nestled deep in the woods. Getaway's studio-like cabins are minimally outfitted so you can enjoy the surrounding nature, with immediate access to explore acres of private woodlands. The best part? A giant window that makes you feel like you are waking up in the middle of a forest.

Rooms: 1 bedroom, 1 bathroom

Amenities: fully-equipped kitchenette, firewood, fire pit, parking

Location: Near Cat Hollow Rd, Roscoe, NY

The Mountain Terrace in Parksville

Courtesy of Airbnb

Everything you need and more awaits at this contemporary home at the end of a quiet road. An open-floor plan leads from the kitchen to the dining room and the living room, featuring a sprawling deck with stunning views. Reconnect with the self in the artist cabin or yoga studio, and when in search of provisions, drive a short 15 minutes into the town of Livingston Manor.

Rooms: 3 bedrooms, 2 bathrooms

Amenities: fireplace, private balcony, backyard, fire pit, outdoor furniture, fire pit, parking

Location: Near Hunter Lake Rd, Parksville, NY

Architectural Modern Home in Hunter

Courtesy of Airbnb

For a design masterpiece, look no further than this twenty-first century retreat. Floor-to-ceiling windows boast breathtaking views of Rusk mountain. Bundle up and head outside for a movie night with a projector, soak in the hot tub while taking in the scenery, or sweat out any toxins in the private sauna.

Rooms: 2 bedrooms, 2 bathrooms

Amenities: patio, fire pit, hot tub, outdoor furniture, sauna, EV charger, parking

Location: Near Cloos Rd and Evergreen Dr, Hunter, NY

Modern Luxury Geodome in Monticello

Courtesy of Airbnb

An entirely unique stay beckons. This Geodome is the ultimate immersion in nature, featuring a living room, equipped kitchenette, and a private patio with a grill. A futuristic layout contrasted with a natural backdrop makes for a memorable glamping experience.

Rooms: 1 bedroom, 1 bathroom

Amenities: backyard, patio, outdoor furniture, BBQ grill, parking

Location: Near Gartner Rd and Old Liberty Rd, Monticello, NY

Contemporary Cabin in the Catskills

Courtesy of Airbnb

Achieve complete relaxation in this light-filled retreat. Soak up the rays from the luxe living room, or step out onto the wrap-around deck for a panoramic look at the wondrous scenery. In warmer seasons, take the paddle boards for a ride out on the lake, and in the cooler temperatures, get toasty in the hot tub or gather around the fire pit—s’mores and hot cocoa highly encouraged.

Rooms: 3 bedrooms, 2 bathrooms

Amenities: deck, backyard, fire pit, outdoor furniture, hot tub, BBQ grill, parking

Location: Near Alimeda Rd, South Kortright, NY