The 16 best Airbnbs in the Hudson Valley for your next getaway

Neighborhood: Woodstock/Saugerties.

There’s no worry about being able to see the view from this spectacular cabin in the Hudson Valley countryside. Built around a bombastic boulder on a bluestone ledge, one side of the place is crafted entirely from floor-to-ceiling windows giving sweeping panoramic views of the surrounding wooded countryside. It also means the stylishly curved kitchen bar, the circular sunken living space and the huge 10-seater dining table are bathed in natural light. The rest of the rooms have a minimalist Scandi chic quality, but the real showstopper is the boulder which is seamlessly integrated around the terrace. 

Time Out tip: Bring a book and prepare to do very little. The house is designed around its views, so the best way to spend a morning here might be from the sunken living room with a coffee, watching the woodland through those enormous windows. If you can tear yourself away, Woodstock’s shops, galleries and restaurants are just a short drive away.

Sleeps: Four bedrooms, four beds, 3.5 bathrooms. Sleeps 8 guests.

Perks: Floor-to-ceiling windows with panoramic woodland views, a huge boulder built into the house, curved kitchen, sunken living room, 10-seater dining table, outdoor fire pit and private 14-acre estate.

Price: From $1386 a night.

Neighborhood: Catskills.

Love bright and contemporary spaces? This photo speaks for itself when it comes to this hipster hideaway in the Catskills. It’s a total ray magnet all thanks to the high ceilings and large windows. Seriously neat. The platform bed also does a great job of separating the rest of the living space without closing it off so as not to sacrifice the heaps of light, woodland views, and being a short few steps from the refrigerator—all things we love while on vaycay.

Time Out tip: This is a particularly good pick if you want the feeling of disappearing into the woods without actually going full cabin-in-the-middle-of-nowhere. The open-plan layout keeps the space feeling much bigger than it is, while the huge windows mean you can still make the most of the surrounding scenery from bed.

Sleeps: One bedroom, one bed, one bathroom. Sleeps 2 guests.

Perks: Floor-to-ceiling windows, high ceilings, woodland views, clever platform bed, contemporary kitchen and a bright open-plan living space.

Price: From $306 a night.

Neighborhood: The Berkshires, Massachusetts.

Live your best Rapunzel life in this tiny tower Airbnb near Hudson Valley. An uber-cute and whimsical tower, the Airbnb looks like it belongs in a fairytale. Consisting of two floors, the first floor features a dining area that looks out over the babbling brook, a kitchenette, and a sitting area, plus a full bathroom with a shower. The top floor contains the bed chamber, with a canopied bed and amazing views of the trees through the huge mill windows. While only 350 sq. ft in size, it has everything you need for a comfortable, yet unique stay. 

Time Out tip: Make a day of it and explore the Berkshires before retreating to your tower. The area is packed with hiking trails, pretty towns and cultural spots, while the brook and woodland around the Airbnb make this a lovely place to wake up with a coffee before heading out. Just make sure you book ahead—this tiny tower is popular.

Sleeps: One bedroom, one bed, one bathroom. Sleeps 2 guests.

Perks: Canopied bed, huge mill windows, spiral staircase, babbling brook, lily pond, kitchenette and French countryside-inspired interiors.

Price: From $307 a night.

Neighborhood: Woodstock, Catskills.

Located just 15 minutes outside of Woodstock, this secluded treehouse flaunts a unique, observatory-like design optimal for mountain, water, and starscape views. Perfect for a romantic weekend getaway, the main floor is equipped with a full-size kitchen, a wood stove, and a lounge-worthy couch overlooking a private, swimmable pond situated on 34 verdant acres. Spend an evening in the Swedish wood-burning hot tub before turning in on the lofted king-size bed bordered by windows and skylights.

Time Out tip: Bring your swimming stuff in summer and make full use of that private pond—then swap the cold water for the wood-burning hot tub when the sun goes down. If you can tear yourself away, Woodstock is only a 15-minute drive, making it easy to spend an afternoon browsing its shops and galleries before heading back to your woodland hideaway.

Sleeps: One bedroom, one bed. Sleeps 2 guests.

Perks: Private swimmable pond, Swedish wood-burning hot tub, lofted king-size bed, floor-to-ceiling windows and skylights, wood stove and full kitchen.

Price: From $547 a night.

Neighborhood: Woodstock.

This Hudson Valley Airbnb is truly exceptional. Located in a historic artist’s estate formerly owned by Reginald Marsh, the Museum House is 2,500sqft of luxury design inspired by its surrounding nature and water. The kitchen, dining, and living spaces are all open plan with doors leading onto the adjoining patios while the four bedrooms can accommodate up to six guests comfortably. The Pond House (the owner’s home) is at the other end of the estate should you need anything. If not, simply pop over to visit their resident floof—otherwise known as Oscar the bunny.

Time Out tip: Keep an eye out for Oscar the bunny, the estate’s resident floof. For something a little more active, pack your swimming gear—there are wild swimming spots in the surrounding woodlands, while Woodstock is just 10 minutes away for an afternoon of shops, galleries and restaurants.

Sleeps: Four bedrooms, four beds. Sleeps 6 guests.

Perks: 2,500 sq ft of space, open-plan living areas, adjoining patios, home gym, high ceilings, woodland surroundings and access to nearby swimming spots.

Price: From $971 a night.

Neighborhood: Hudson Valley, New York.

This unique Airbnb in Hudson Valley is an architectural masterpiece. Designed with geometry in mind, orbs of wood are carved out throughout the house, allowing in natural light in many obscure ways. The house is heated geothermically—instead of fossil fuels—and the wood stove is highly efficient in keeping the home warm during the winter months. Although the space can host up to four guests, it's worth noting that the majority of the property is open-plan—so you may want to know your vacation buddies pretty well. 

Time Out tip: Bring your hiking boots—you’re around 45 minutes from the Catskill Mountains, so it’s an easy base for a day on the trails. Just make sure you’re happy sharing your space with your fellow guests: much of the house is open-plan, with limited privacy between the living and sleeping areas.

Sleeps: Two bedrooms. Sleeps 4 guests.

Perks: Geothermal heating, efficient wood stove, unusual geometric design, orb-shaped windows and plenty of natural light.

Price: From $344 a night.

Neighborhood: Hudson Valley.

From the outside, this place looks like a venue for plotting world domination. Internally, it looks like a bespoke therapy resort. Who knows—maybe it is both. Inhale the intense calm of this newly-made architectural wonder while also planning how you’re going to conquer all demons. The minimalistic décor will give you the literal thinking space to dream big: uncluttered spaces equal and uncluttered mind.

Time Out tip: Keep your eyes peeled when you’re outside—the wildlife around here is a big part of the appeal. Bring binoculars if you’re a keen birdwatcher, then settle in with a coffee and see what wanders past the windows.

Sleeps: One bedroom. Sleeps 2 guests.

Perks: Striking minimalist architecture, huge windows, secluded surroundings and an ultra-peaceful setting.

Price: From $300 a night.

Neighborhood: Saugerties, Hudson Valley.

Fall in love all over again in this romantic carriage house Airbnb in Hudson Valley, a literal stone’s throw away from the Hudson River. Marvel at the Cantine Dam Falls from the deck while the firepit blazes in the background and enjoy a luxurious night’s sleep in the Queen-sized bed located in the loft for the ultimate country vibe. The kitchen is fully equipped and modern, adding that extra bit of comfort to your stay or crisp up some marshmallows outside on the fire as the sun sets. This Hudson Valley Airbnb is definitely for those who like to romanticize.

Time Out tip: Time your stay around sunset and head straight for the deck—you’ll have a front-row view of Cantine Dam Falls as the light starts to fade. Then keep the fire pit going for a cosy evening under the stars.

Sleeps: One queen-size bed. Sleeps 2 guests.

Perks: Cantine Dam Falls views, Hudson River nearby, private deck, backyard gazebo, fire pit, fully equipped kitchen and lofted bedroom.

Price: From $457 a night.

Neighborhood: Mohonk, Hudson Valley.

Go green at this custom-designed, hand-built eco cottage located just one hour and 45 minutes from Port Authority. The cottage’s ultramodern state-of-the-art appliances, like the induction cooktop and Advantium oven, allow you to conserve household energy during your stay. And when you’re ready to expel some physical energy, hit the hiking trails or nearby swimming holes. Each stay includes two free day passes to Mohonk Preserve—what the Nature Conservancy calls “one of the last great places on earth”—and it’s only a five-minute walk away.

Time Out tip: Make the most of those two free Mohonk Preserve passes—they’re included with every stay, and the preserve is just a five-minute walk from the cottage. Go early for a hike before the trails get busy, or cool off afterwards with a dip in one of the nearby swimming holes.

Sleeps: Two bedrooms. Sleeps 4 guests.

Perks: Eco-friendly design, energy-efficient appliances, two free Mohonk Preserve day passes, nearby hiking trails and swimming holes.

Price: From $412 a night.

Neighborhood: Livingston Manor, Catskills.

Looking for a Pinterest-worthy hideaway? Then how about this beetle-black A-frame tucked away in Livingston Manor? Interior-wise, it’s a cross between bright and cozy Scandi-style furnishings—you know, lots of neutrals—and 70’s mod era. This cabin is like a slick leather jacket on the outside. Unzip it and it gives way to an ultra-calming white-walled oasis when you walk in. Bet you didn’t expect that. Us either. It sleeps up to four guests and is complete with a kitchen, dining area, and a bathroom stocked with complimentary toiletries.

Time Out tip: Make a beeline for The Bruce if you’re in the mood for a local feast. The restaurant is known for seasonal, foraged ingredients, making it a good shout after a day spent hiking, fly-fishing or exploring the area’s breweries.

Sleeps: Two bedrooms. Sleeps 4 guests.

Perks: Beetle-black A-frame exterior, Scandi-style interiors, ’70s-inspired touches, full kitchen, dining area and complimentary toiletries.

Price: From $367 a night.

Neighbourhood: Catskills, New York.

Just one look and we were in love, true love. Hidden away on a rural 10-acre homestead, this beautiful cottage will transport you back to a simpler time of life (the one before 24-hour online connectivity). Liberally whitewashed throughout, the interiors have something of the classic fisherman’s cottage about them. But rather than be on the edge of the ocean, you’ll be within walking distance of the village and surrounded by delectable, peaceful nature. What you lose in luxe (there’s no stand-up shower) you gain in romance (bathe in the claw-foot bath). In a nutshell, this is our dream “writing my novel” bolthole.

Time Out tip: Pack your swimming gear—the cabin comes with private access to the lake, so you can swap the hot tub for a dip whenever the mood strikes. In winter, trade the water for the nearby ski slopes, then come back to warm up by the fire.

Sleeps: Three queen-size beds. Sleeps 6 guests. Pets welcome.

Perks: Private lake access, five acres of forest, wraparound deck, built-in hot tub, fireplace, minimalist interiors and lakeside views.

Price: From $293 a night.

Neighborhood: South Kortright, Catskills.

We had to double-take on this cosy lux cabin in the Catskills that boasts the most phenomenal lakeside views while also being surrounded by five acres of private forest land. From the strikingly modern, minimalist interiors to the outdoor hot tub and wrap-around deck, every detail screams—or better still—whispers total bliss right down to the last decorative pillow. Featuring three bedrooms and two bathrooms, the cabin is the perfect size for up to six guests. Whether it’s by the fireplace or the poolside, there are lots of ways to relax and unwind here. 

Time Out tip: Planning a winter escape? You’re around a 30–45-minute drive from both Plattekill and Belleayre ski resorts, so you can spend the day on the slopes before retreating to the cabin’s wood-burning fireplace and hot tub. The pool is seasonal, open from June to September.

Sleeps: Three bedrooms, three queen-size beds. Sleeps six guests. Pets welcome.

Perks: Five acres of private forest, private lake access, wraparound deck, private hot tub, seasonal outdoor pool, wood-burning fireplace, BBQ grill, poolside loungers and valley views.

Price: From $350 a night.

Neighborhood: Cold Spring, Hudson Valley.

The spacious Mountain View Retreat lives up to its name. Adorned with floor-to-ceiling windows and a roomy back deck, the mountain views are sure to take your breath away, morning, noon, and night. The portable fire pit, gas grill, and non-toxic eight-person hot tub make entertaining large groups of family or friends a breeze. Kick your shoes off, take a stroll through the manicured grounds and relax. Your vacation starts now. 

Time Out tip: If you’re booking for a big group, keep an eye on the guest count when you reserve: the price increases by $50 per night for each guest after eight. And don’t expect much phone signal up on the mountain—the Wi-Fi is strong, but you’ll want Wi-Fi calling switched on.

Sleeps: Three bedrooms, with flexible sleeping arrangements for up to 11 guests.

Perks: Floor-to-ceiling windows, mountain views, large outdoor deck, eight-person hot tub, wood-burning fireplace, portable fire pit, gas grill, central AC and high-speed Wi-Fi.

Price: From $760 a night.

Neighborhood: Gallatin, Hudson Valley.

Not only is this beauty of a barn located in a secluded, lush meadow, but it’s been created entirely from reclaimed wood, glass, and other hardware. It has a wonderfully warm, rustic, DIY charm to it and is eminently homely. This is the perfect base for those who love walking and watching, as hiking trails and a bird sanctuary are nearby. The best part? The nearby meadows are filled with wildlife so you may well get some very unique sightings from the comfort of your Airbnb.

Time Out tip: Fancy exploring on two wheels? The hosts rent out two titanium touring bikes for $35 per bike for four hours, and they can point you towards cycling routes around the area. 

Sleeps: Two bedrooms, four beds plus a sofa bed. Sleeps up to five guests. Dogs welcome, with a maximum of two.

Perks: Reclaimed-wood interiors, big meadow-facing windows, cosy reading nooks, wood-burning fireplace, private patio, fire pit, BBQ, fast Wi-Fi, table tennis, arcade games, EV charger and two touring bikes available to rent.

Price: From $397 a night.

Neighborhood: West Sand Lake, Hudson Valley.

Are you a Lord of the Rings fanatic? Well, if you are, here we have quite possibly the perfect Airbnb. This actual “Hobbit House”, with its round doorways, rustic décor, and subterranean structure, is a faithful ode to hobbit homes of Middle Earth. And if you fancy venturing outside, the surroundings are equally wholesome. The home is plonked in the middle of June Farms, an animal sanctuary featuring shire horses, highland cows, dwarf goats, and much more.

Time Out tip: Don’t just admire the farm from your Hobbit hole—you can explore all 120 acres and get up close with the animals during your stay. If you fancy dinner without leaving Middle-earth, the Pony Barn bar and restaurant is only 150 feet away, but check the calendar before relying on it: private events can mean it’s closed.

Sleeps: One bed. Sleeps three guests.

Perks: Subterranean design, round doorways, rustic interiors, private patio, fire pit, access to 120 acres of farmland, animal encounters, on-site restaurant and bar, Wi-Fi and EV charger.

Price: From $555 a night.

Neighborhood: Montgomery, Hudson Valley.

An A-frame is a classic choice for rural, forested retreats—and this Airbnb puts a modern twist on a classic. Plonked in the middle of 78 acres of farmland, it’s got your typical A-frame wooden décor and a general sense of airiness mixed with some thoughtful design features. The bathroom is outside but, as any seasoned wilderness explorer will already know, that’s all part of the charm.

Time Out tip: Time your visit with the seasons: the farm’s flower-cutting fields are in bloom from late July to September, while its enormous seven-acre corn maze opens in September and October. There’s also free catch-and-release fishing in the farm’s ponds, if you fancy swapping the maze for something a little more peaceful.

Sleeps: One queen-size bed. Sleeps two guests.

Perks: Off-grid A-frame design, private patio, fire pit, outdoor shower, composting toilet, two fishing ponds, Walkill River access, seasonal flower fields, seven-acre corn maze, farm animals and free on-site parking.

Price: From $340 a night.

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