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5 Hudson Valley Airbnbs to Soak in the Fall Foliage

A Black A-Frame in Kerhonkson photos by Peishan Stinnett

Hudson Valley leaf peeping, campfires on crisp nights, and autumn hikes along quiet trails mark the experience at these fall Airbnb stays.

By Raphael Beretta and Sabrina Sucato

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 dining and Oktoberfests, the abundance of activities along the Hudson River make the region a figurative one-stop shop for seasonal explorations.

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.


A Black A-Frame

Cabin, Kerhonkson

Of course, there’s no place like the Catskills this time of year. Few fall Airbnbs create the feeling of seclusion in nature that A Black A-Frame does. This architectural wonder is an original 1960s A-frame concealing distinctly modern décor inside. A campfire outside gets you right in the rustic spirit that superhost Peishan seeks to curate. Two spacious bedrooms host up to four guests.

Even the journey there is scenic. One of the best parts of a weekend at A Black A-Frame involves the adventurous drive through mountains and trees. When you finally arrive at a clearing in the lush forest, it feels like this little corner was especially made for you. While warm weather persists, guests can gather around a campfire pit and hold their own barbecue. The open fireplace and fully appointed chef’s kitchen inside provide enough warmth for even the bitterest cold. Leaf peepers need to book this property to utilize the giant glass windows looking out at the spectrum of colors. Soak in the magic of the mountains at this perfectly fall Airbnb.

Apsley Hill Cottage

Apsley Hill Cottage

Apsley Hill Cottage

Tiny House, Rhinebeck

The tiny house trend is alive and well in the Hudson Valley. Additionally, Rhinebeck draws many visitors during the height of the autumn season. From local food specials to scenic locales like Poet’s Walk Park or Ferncliff Forest, it’s a great base camp for seasonal trips. These are just a few of the reasons that make Apsley Hill Cottage worth your time.

This tiny house offers modern luxury on a historic property. The original home was built in 1775 by a family in the shipping business. They ran docks along the Hudson River, and traded everything from furs and lumber to rum and spices. Verdant pastures on the land supported a dairy farm for several generations. Today, stays in the picturesque cottage bring peace and serenity. Walk along the shimmering stream from which cattle once drank, and discover 200-year-old maple trees during their seasonal transformation. Apsley Hill’s hosts live in the former dairy barn and are more than happy to share a little history with fall Airbnb guests.

The House in Highland 

Cabin, Highland

Just over the Mid-Hudson Bridge, The House in Highland hosts up to eight guests for magical vacations. This breathtaking estate is also available through Home Sweet Hudson, a couple-run collection of unique Hudson Valley properties. Highlights of this autumn escape include private hiking trails, two separate decks, an open-air wood-burning fireplace, and, best of all, a hot tub overlooking the Catskills.

With the largest capacity of any rental on this list, The House in Highland is ideal for big families and multiple couples. The master bedroom spoils its guests with a private jacuzzi tub and en-suite bathroom. Plus, it’s the perfect place to plan reunions and one-of-a-kind get-togethers. Stays are five nights minimum.

LakeView Cottage

Cottage, Greenwood Lake

Craving a fall Airbnb stay with lakeside access? LakeView Cottage overlooks the shimmering Greenwood Lake, which reflects stunning foliage during the autumnal months. Take advantage of the massive, wraparound deck for panoramic views of the nine-mile body of water. Inside, the midcentury modern fireplace keeps guests extra toasty. Pick apples, sip beer, and taste award-winning wines at nearby Warwick destinations. For late-season stays, LakeView Cottage sits a few minutes away from Mt. Peter Ski & Tubing and Mountain Creek Ski Resort.

Whether four adult friends are getting together for a weekend in the Hudson Valley or a small family is seeking a little R&R, this Orange County getaway will surely wow its guests. Outdoorsy visitors can use the property’s dock for kayaking and paddleboarding.


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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. Massive floor-to-ceiling glass windows and an expansive patio make Willow Treehouse the perfect fall Airbnb getaway. Take in every color Ulster County foliage has to offer from the comfortable living spaces inside.

Related: 7 Hudson Valley Getaways for a Beautiful, Local Escape

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