12 Best Hudson Valley Cabins to Rent This Fall in New York

Kick back in style in these design driven cabins in New York's famed art-filled valley just two hours north of NYC

12 Best Hudson Valley Cabins to Rent This Fall in New York


Katherine Englishman


via AirBnB

Photo by Songquan Deng
Katherine is a freelance writer and yoga teacher based in the beautiful state of Maine. She likes cabins, beer, and being outside.

*Traveling during the ongoing COVID-19 pandemic increases your risk and the risk of those around you. Please be mindful and observe local restrictions, stock up on supplies and fuel close to home, wash your hands, WEAR A MASK, and practice social distancing with locals. Your safest bet: bookmark this article for 2021.

*Field Mag may earn a modest kickback when you book through the following links.

Welcome to New York’s Hudson Valley, where nearly every cabin (Field Mag approved or not) has its own Instagram account. And for good reason—these perfectly stylized getaways set just a few hours north of NYC are certainly worth sharing.

Known for a rich history of art patronage and easily accessible by Metro North public transit, the Hudson Valley is the perfect place to rent a cabin, cottage, or weekend house to find yourself in the center of an idyllic rural landscape, with no shortage of vineyards, farmland, and a creative culture that plays off of nature. Clearly, the Hudson’s halcyon days are far from over. In comparison to its western neighbor just across the Hudson River, the Catskills, which has a cozy, easy vibe and plenty of skiing, hiking, and climbing (shout out the Gunks), the typical Hudson Valley retreat is crisp, clean, and design-minded. More cottage than cabin. More farmhouse than barn.

Sure, these rental properties might take themselves a little more seriously, but there’s ample opportunities to get outside and have fun without any air of stuffiness. Plus a hot tub or two for easily relaxation. From exploring art galleries and vintage shops in Beacon and walking nearby Storm King sculpture park to more conventional outdoor activities like fly fishing and hiking in Hudson Highlands State Park—don’t forget the perennial classic, apple picking—any trip up river merits plenty of time spent outdoors. Just to make sure you’re shacking up in the best place possible.

Here’s our list of the 12 best cabin rentals on Airbnb in New York’s beautiful Hudson Valley.

West Hurley, NY — The Litwood Cabin

Vibe: Mountainside Hideaway

This bright and sunny bungalow is just a short drive from downtown Woodstock, which is cool if you can manage to tear yourself away from the place. A clean and modern interior is far from stark, thanks to skylights and a lot of windows, but the outdoor space is set up for some epic hangouts around the campfire, in the yard, or lounging in a hammock and Adirondack chairs beneath a wooden shelter.

Rate: $313/night

Ancram, NY — The Ancram A

Vibe: Mid-Century Modern Cabin

This 1960’s A-Frame cabin got a contemporary makeover in all the right ways (hello, heated brick floors) without losing the retro cabin feel that makes it oh so good. Curl up by the fireplace, cook up a meal with the smoker or barbecue, or take a quick walk to the lake located on the property. Oh, and definitely hit up the complimentary mini bar.

Rate: $382/night

Bearsville, NY — Watson Woods Cabin

Vibe: Saltbox Style

The post and beam construction of Watson Woods offers a clean and pared-back space to hit reset for the weekend. Modern furnishings nicely complement the rustic architecture and a lofted bedroom hides away behind a canvas “door” for a different kind of privacy. In the winter, enjoy the Scandinavian wood stove or spread out onto the porch in the warmer months.

Rate: $328/night

Milan, NY — Mid-Century A-Frame

Vibe: A-Frame Escape

If Don Draper had a cabin in the Hudson Valley, it would probably look like this. Wooden paneled walls and mid-century furnishings keep the vintage vibe of the A-Frame going strong, whether you’re chilling by the fire on the leather tufted sofa or walking down the floating staircase. There’s plenty of room to spread out on the patio and the A-Frame’s 6-acres of forested land.

Rate: $344/night

Rhineback, NY — Barnhouse

Vibe: Renovated and Rustic

This reimagined barn still has its original beam work with all the right modern amenities to bring things up to date. Relax in the spacious open-concept main area that leads right out to the patio for some fresh air. Pile in one, two, or a few for the weekend into the comfy loft or downstairs area which features extra sleeping room.

Rate: $192/night

Marlboro, NY — Light-Filled Tiny Home

Vibe: Small and Spacious

A small but mighty getaway, this tiny home is designed to feel open thanks to large picture windows from wall-to-wall and a lofted bedroom. There’s a full bathroom, kitchen with a mini-fridge and mountain views — all the essentials, really. If this one is booked, check out the Getaway Cabin which recently opened its second Catskills location and is a great alternative to an Airbnb.

Rate: $275/night

Rosendale, NY — Eco-Cottage

Vibe: Sustainable Chic

Stay at this state-of-the-art cottage that’s handbuilt details are up to snuff with the highest green-building standards to encourage guests to be comfortable and conserve energy. A simple and minimalistic aesthetic embraces this ethos, but also makes you want to go outside, which you should. Included with your stay are two free passes to the Mohonk Preserve, just a 5-minute walk, as well as biking, hiking, and cross-country ski trails at the nearby Walkway over the Rondout.

Rate: $295/night

Red Hook, NY — Ten Neighbors Cabin

Vibe: Upstate Group Getaway

Escaping the city with your whole crew? Rent out Ten Neighbors for a long weekend or more and enjoy the sprawling 6-acre property complete with an outdoor fire pit and close proximity to lakes, trails, and local watering holes in Red Hook. While at home, spread out and get to chilling in this bright and airy space with ceilings clad in large wooden beams.

Rate: $295/night

Red Hook, NY — Serene and Spacious Barn

Vibe: Sustainable Chic

Embrace the bucolic countryside of the Hudson Valley at this cozy and peaceful Red Hook retreat. The barn has a unique layout made of reclaimed fixtures, windows that double as a division for each room, and a fireplace in both the heart of the home and the master bedroom. However, what really steals the show is the upward sloping meadow and nearby pond that surrounds the barn for sweeping views of the area.

Rate: $333/night

Tivoli, NY — Cottage

Vibe: Humble Hudson Abode

In this mini cottage, unique details like blue painted kitchen cabinets, wood paneled living room walls, and a bedroom complete with a wood-burning stove punch things up. Yet, the overall feel of Tivoli’s digs are still easy and laidback. There’s also 20-acres worth of property to explore, including a deep pond with a fishing dock, hiking trails, and two outdoor patios for a mezcal under the stars.

Rate: $199/night

Ancram, NY — Rustic Cabin

Vibe: A Rural Oasis

Take a ride down the country road to this sanctuary in the Hudson Valley. Large picture windows bathe the wooden and white interior with a warm, natural light. Although it’s larger than a cabin, the open-concept design remains cozy thanks to a large broken-in leather sofa and dining table that anchors the space. After a day spent outside, (don’t skip this!) do yourself a favor and enjoy a nice, long steep in the oversized soaking tub.

Rate: $400/night

Ancram, NY — Sleeve House

Vibe: Architectural Escape

While we wouldn’t exactly call this a cabin, per se, The Sleeve House is an award-winning retreat in the Hudson Valley that we simply couldn’t resist including here. A sculptural wonder, both indoors and out, Sleeve has a clean aesthetic with uber-modern cement floors and walls, plus floor-to-ceiling windows that lookout on the Taconic and Catskill mountains.

Rate: $400/night

Published 10-07-2020