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The Best Airbnbs for Fall Leaf Gazing Your Pumpkin-Spiced Heart Out

Here are our favorite cabins, treehouses, and mid-century getaways for plopping you amongst the changing tides of autumn.
Frank Lloyd Wright Eppstein House fall leaves
Photo: Airbnb

Being from Southern California, I never really understood how (or why) people would plan vacations around fall foliage. Not that it’s not beautiful—I’ve seen When Harry Met Sally—but just… how? How does one plan a trip with a climax that relies on leaves, which don’t have brains, making decisions about when to wither and die? 

Now that I live in New York, and have been to Sleepy Hollow and the little upstate towns, I get it. Fall is next level! It’s when the East Coast knows it’s looking good, and the air is no longer humid with eau-de-summer-gärbagé-rat parfum. I also learned that there are entire teams of nature lovers and science folk figuring out where, and when, the leaves will get their new ‘do across the United States. The 2022 FFPM actually just dropped, baby—that’s the Fall Foliage Prediction Map (try to keep up, Skyler). The interactive map is released by the Great Smoky Mountains National Park every year to coax the Hocus Pocus-loving, pumpkin-spiced-cider babes out of their caves with promises of cooler air and amber leaves, and it’s one-half of the blueprint for planning a fall leaf-peeping escape. The other half is figuring out where to stay. Let last year’s map paint you a picture:


I’m not saying the East Coast is the only coast for seeing the best fall leaves in the United States (we’ve all seen Twilight; we know Washington slaps), but, damn. Places such as Boston and upstate NY really understood the assignment. But there are also charming Airbnb rentals with autumnal vibes in incredible places including Northern California, the South, and across the Midwest. Here are our favorites for plopping you amongst the changing tides of fall. Brace yourself for treehouses on treehouses on treehouses...

The best places to see fall leaves on the East Coast

Again, not to say that the East Coast wins at fall foliage… but have you ever seen the Berkshires? Place goes bananas for fall. The following ~abodes~ will take you lakefront, mountainside, and in an 18th-century cottage; they’ll position you in a prime Boston locale, perfect for strolling through the city’s parks; as well as a Tudor style hideaway in  Bedford, worthy of Snow White and her seven jabronis.     

Cresco, Pennsylvania


Photo: Airbnb

The treehouse chalet; sleeps up to 8, $374/night at Airbnb

Lanesborough, Massachusetts


Photo: Airbnb

Berkshires Waterfront Lakehouse; sleeps up to 6, $350/night at Airbnb

Kingston, New York 


Photo: Airbnb

1735 Stone Colonial; sleeps up to 3, $220/night Airbnb

Brookline, Massachusetts


Photo: Airbnb

Queen Anne Brookline Bed and Breakfast; sleeps up to 2, $180/night at Airbnb

Bedford, New York

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Photo: Airbnb

Tudor Cottage; sleeps up to 3, $361/night at Airbnb

Plainfield, Vermont


Photo: Airbnb

Idyllic Vermont Getaway; sleeps up to 2, $268/night at Airbnb

Claryville, New York

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Photo: Airbnb

Catskills Cabin on 20 acres; sleeps up to 3, $98/on Airbnb.

The best places to see fall leaves in the Midwest 

There are so many dreamy, mid-century homes you can rent by famous architects on Airbnb, especially by our favorite Midwesterner, Daddy Frank Lloyd Wright. (The home he designed below was also recently renovated and restored to its former glory, and is stocked with all kinds of era-appropriate furnishings, books, and films.) And if you can’t swing a stay there, don’t sweat it—there are endless woodsy, treehouse-feeling homes to build your nest  in. 

McDermott, Ohio

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Photo: Airbnb

The Roundabout Cabin Near Portsmouth; sleeps 4, $169/night at Airbnb

Galesburg, Michigan


Photo: Airbnb

Frank Lloyd Wright’s Eppstein House; sleeps 4, $550/night at Airbnb

Saint Paul, Minnesota


Photo: Airbnb

Unique Mid-Century Modern in a Great Neighborhood; sleeps 2, $200/night at Airbnb

McHenry, Illinois

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Photo: Airbnb

Ojibwa Lodge Log Home with Hot Tub; sleeps 10, $318/night at Airbnb

The best places to see fall leaves in the South and Northwest

If you’re in the South or on the West Coast this fall, you, too, get to have some leaf action. It’s all about cabins with benefits, man. We’re talking hot tubs, pool tables, and homes stocked with board games; A-frames amongst the trees, and Colorado carriage houses.   

Richmond, Virginia


Photo: Airbnb

Trailside Treehouse; sleeps up to 8, $285/night at Airbnb 

Ellijay, Georgia


Photo: Airbnb

Cozy and Rustic Cabin in the Woods; sleeps up to 3, $106/night at Airbnb

Gatlinburg, Tennessee

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Photo: Airbnb

2 Bdrm Cabin; sleeps up to 6, $149/night at Airbnb

Boulder, Colorado


Photo: Airbnb

West Pearl Carriage House; sleeps up to 2, $84/night at Airbnb

Jacksonville, Oregon

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Photo: Airbnb

Tree Top Studio; sleeps up to 3, $173/night at Airbnb 

Oakhurst, California

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Photo: Airbnb

A-Frame Cabin; sleeps up to 4, $221/night at Airbnb 

Bend, Oregon

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Photo: Airbnb

Dome Home; sleeps up to 3, $162/night at Airbnb 

Happy slug trails. 

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