5 Hudson Valley Airbnbs to Soak in the Fall Foliage

The upstate New York getaways were made for leaf-peeping, hot cocoa, and autumn hikes.


Willow Treehouse

Photo by Avner and Maskit / Airbnb


There’s nothing like autumn in the Hudson Valley. As the leaves begin to change from crisp greens to vibrant yellows, oranges, and reds, the destination becomes a leaf-peeping hub for visitors both in the region and beyond. With everything from fall hikes and picturesque day trips to seasonal beer releases and autumn festivals, the abundance of activities along the Hudson River make the region a figurative one-stop shop for seasonal travel.

Of course, when it comes to getting away, what to do is only half of the equation. The other 50 percent comes in the form of overnight accommodations. While local B&Bs and hotels continue to provide charming retreats, regional Airbnb retreats offer experiential, residential stays that immerse visitors into the landscape of the region.

“Along with the changing of the leaves, the fall season also brings a new opportunity for families from all over the world to take in everything that New York has to offer,” says Josh Meltzer, Head of Northeast Policy for Airbnb. “Airbnb is proud to ensure these guests have an affordable place to stay to enjoy the idyllic towns, local shops, and restaurants, along with the beautiful foliage – and all as they help put some extra money in the pockets of the local residents who are sharing their home.”

With peak fall foliage season officially underway, we rounded up some of the top local Airbnb rentals for dreamy autumnal escapes in the Hudson Valley.


Willow Treehouse

Treehouse, Willow

Live out your greatest childhood fantasies with a weekend getaway to Willow Treehouse, the secluded abode that rests an easy 15-minute ride away from Woodstock. The space, which was designed by Antony Gibbon and built by William Johnson, is located on 34 acres and overlooks a small, swimmable pond. It’s ideal for couples, friends, or solo travelers who crave an into-the-woods escape. Once you check in, feel free to pop into Woodstock central for snacks and grocery items. The treehouse comes equipped with a kitchen, but not with WiFi, so you can whip up homemade meals high above the forest floor.


Clum House, Airbnb / ​Photo by Kevin


Clum House

Entire house, Catskill

Nestled between trendy upstate locales like Hudson, Saugerties, and Woodstock, Clum House is an interior designer’s dream. The former camp property is now a stunning country escape. With a fully equipped kitchen, a wood-burning fireplace, and a farm chic aesthetic, the property is something of a personal B&B. Come with a partner or a larger group of friends for an idyllic escape in Greene County. Be warned: you may want to redecorate your entire home by the time you leave this space.


Woodstock Historic Artist Estate II, Airbnb / Photo by Nin


Woodstock Historic Artist Estate II

Entire house, Woodstock

Aspiring artists and creatives in need of downtime should check out this secluded Woodstock setting. As part of social realist painter Reginald Marsh’s family estate, the property resides on a landscape reminiscent of a watercolor painting. Weather permitting, visitors can take in the property’s onsite waterfall and swimming hole, relax with a good book under a cypress tree, or watch the sun fade into the night from the outdoor dining area. The home can accommodate up to five guests, making it perfect for larger parties who want to get away together.


Catskill Village House, Airbnb / Photo by Caitlin


Catskill Village House, The Loft

Room in boutique hotel, Catskill

Operating as a hybrid between a traditional inn and a personalized Airbnb, The Loft is part of The Catskill Village House, a homey four-room hotel space in historic Catskill. Visitors have all the amenities of a traditional hotel experience, including a kitchenette, mini fridge, tea kettle and coffee press, and the freedom of an Airbnb. As far as location goes, the property is conveniently located on Main Street in Catskill, making it a dream for jaunts to the nearby Thomas Cole and Olana historic sites.


Mountaintop Skyloft, Airbnb / Photo by Paul and Juliana


Mountaintop Skyloft

Entire house, Millerton

With an expansive deck, sliding glass doors, and an outdoor grill, the meditative Millerton home is a must for nature lovers who want to lounge outside and listen to the sounds of the Hudson Valley. The property, which works well for two to four guests, includes a private pond, a paddle boat, and a fire pit outside. The spot is a short drive to towns like Millbrook and Rhinebeck and to outdoor destinations like Bash Bish Falls, Rudd Ponds, and Hotchkiss Golf Course.

Related: Airbnb Finds a Home in the Hudson Valley Real Estate Market

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