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 and Oktoberfest celebrations, the abundance of activities along the Hudson River makes 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
View this post on Instagram
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 into the rustic spirit that host Erica seeks to curate. Two spacious bedrooms host up to four guests.
Even the journey to this property 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(ish) 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 autumnal Airbnb.
Apsley Hill Cottage
Tiny House, Hyde Park
The tiny house trend is alive and well in the Hudson Valley. This cottage is located just 15 minutes from Poughkeepsie, Rhinebeck, and Millbrook — all towns that draw many visitors during the height of the autumn season. When it comes to making the most of local food specials and scenic locales like Poet’s Walk Park or Ferncliff Forest, Apsley Hill Cottage is a great base camp for seasonal trips.
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.
Architectural Wonder
House, Rhinebeck
View this post on Instagram
This architectural wonder is located on 30 preserved acres of land just minutes from Rhinebeck. Designed by Steven Holl Architects, this house features an open-concept layout with sleeping space for up to four guests. The natural wood tones and curved walls offer a calming interior that allows the fall foliage to shine from beyond the uniquely shaped windows.
In the spirit of eco-consciousness, the house is heated geothermally and powered by the sun. A wood stove located in the heart of the home helps to keep away the chill of the brisk autumn air. An architectural masterpiece with eco-friendly flair, this one-of-a-kind accommodation is the perfect place for an autumnal adventure.
Cozy Chic Hotel
Hotel, Catskill
View this post on Instagram
Located just outside the Village of Catskill, this hotel is the perfect spot for an intimate fall getaway. Each hotel room has its own private bathroom, kitchenette, and dining area, so you can fuel up for a fun-filled day or sit back and relax in the luxury of your own space.
During your stay, take a trip into Catskill to explore eclectic eateries and boutiques, or make time to stroll along the Hudson River Skywalk. For the more adventurous guests, the hotel is just 30 minutes away from Kaaterskill Falls, Hunter Mountain, and North-South Lake, so it’s the perfect launchpad for a weekend of hiking, kayaking, and outdoor adventures.
The Grandview
House, Catskill
This beautifully renovated 1890s Victorian home is the ideal location for a large family getaway. Able to accommodate up to 13 guests, The Grandview offers the perfect blend of old-world charm and modern amenities. Take advantage of its two fire pits for a night of roasted marshmallows and spooky stories befitting the fall season.
Spend the morning sitting on the front porch, sipping coffee, and taking in the vibrant fall foliage. Afterward, take a walk into downtown Catskill for a variety of restaurants and entertainment, or make a 30-minute drive to Windham for a breathtaking hike.
The House in Highland
Cabin, Highland
View this post on Instagram
Just over the Mid-Hudson Bridge, The House in Highland hosts up to six guests for magical vacations. 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 such a large capacity, 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.
Luxury Cottage
Cottage, Greenwood Lake
View this post on Instagram
Craving a fall Airbnb stay with lakeside access? Luxury 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, Luxury Cottage sits a few minutes away from Mt. Peter and Mountain Creek, so don’t forget your skis! 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 paddle boarding.
Modern Cabin
Cabin, Catskill
Nestled in the picturesque Catskills, this newly renovated retreat promises a homey experience for your next fall getaway. Suitable for up to two guests, the cabin’s interior blends modern comfort with a touch of rustic charm. The back deck is the perfect place to admire the fall foliage with a steaming mug of tea in hand.
In Catskill, cabin guests can explore a variety of shops and restaurants. Situated near towns like Hudson, Woodstock, and Hunter, the cabin is also in the perfect spot to plan a day trip and experience even more of the Hudson Valley’s natural beauty.
NightFox A-Frame
Cabin, Livingston Manor
View this post on Instagram
For a real taste of what the Hudson Valley has to offer, book a stay in the heart of it all. Spend your day dining, hiking, boating, and sipping local brews, then retire for an evening in this two-bedroom A-frame. Don’t let the inky exterior fool you; the interior is bold and bright with a cozy ’70s aesthetic, making it the perfect home to recharge in before venturing out again.
Just a stone’s throw away from scenic hikes and delicious bites in the town of Livingston Manor, this A-frame sits in a small clearing within acres of trees. A healthy coating of fall foliage lies on the path to a welcome mat which appropriately reads “Peace & Quiet.” You needn’t even leave your bed for views of the changing leaves. Once you finally rise, hit the patio to soak up all the Catskills have to offer with a fire-pit area and an unbeatable natural landscape.
Willow Treehouse
Treehouse, Willow
View this post on Instagram
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 proper for snacks and grocery items. The treehouse comes equipped with a kitchen—but not with Wi-Fi; sorry, influencers—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: Stay at a Haunted Barn Airbnb in the Catskills This Fall
