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.

Sep 15 2021, 4:12pm

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? 

Well, now I live in New York. I’ve been to Sleepy Hollow and the little upstate towns. I get it. Fall is next level! It’s when the East Coast knows she’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 2021 FFPM actually just dropped, baby—that’s the Fall Foliage Prediction Map (try to keep up, Brad):

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. 

Now, 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, $252/night at Airbnb

Kingston, New York 

Photo: Airbnb

1735 Stone Colonial; sleeps up to 3, $184/night Airbnb

Brookline, Massachusetts

Photo: Airbnb

Queen Anne Brookline Bed and Breakfast; sleeps up to 2, $155/night at Airbnb

Bedford, New York

Photo: Airbnb

Tudor Cottage; sleeps up to 3, $350/night at Airbnb

Plainfield, Vermont

Photo: Airbnb

Idyllic Vermont Getaway; sleeps up to 2, $298/night at 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

Photo: Airbnb

The Roundabout Cabin Near Portsmouth; sleeps 4, $151/night at Airbnb

Galesburg, Michigan

Photo: Airbnb

Frank Lloyd Wright’s Eppstein House; sleeps 4, $495/night at Airbnb

Saint Paul, Minnesota

Photo: Airbnb

Unique Mid-Century Modern in a Great Neighborhood; sleeps 2, $179/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, $267/night at Airbnb 

Ellijay, Georgia

Photo: Airbnb

Cozy and Rustic Cabin in the Woods; sleeps up to 3, $124/night at Airbnb

Gatlinburg, Tennessee

Photo: Airbnb

2 Bdrm Cabin; sleeps up to 6, $144/night at Airbnb

Boulder, Colorado

Photo: Airbnb

West Pearl Carriage House; sleeps up to 2, $59/night at Airbnb

Jacksonville, Oregon

Photo: Airbnb

Tree Top Studio; sleeps up to 3, $170/night at Airbnb 

Oakhurst, California

Photo: Airbnb

A-Frame Cabin; sleeps up to 4, $211/night at Airbnb 

Happy slug trails. 

The Rec Room staff independently selected all of the stuff featured in this story. 


Halloween, California, cabin, Vacation, East Coast, Airbnb, rental, treehouse, fall leaves

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