Historic Vacation Rentals Across America

Restored 1909 Train Car: Make It Train

Airbnb

Cheapism is editorially independent. We may earn a commission if you buy through links on our site.
Restored 1909 Train Car: Make It Train
Airbnb

History Sleeps Here

Hotels and motels are all well and good, but they're just so… bland (okay, maybe some aren't so bad). If you're looking for a memorable place to stay during your next vacation, consider a short-term rental in a historic structure instead. From Civil War-era farmhouses to midcentury marvels and more, you can find a unique place to stay with a pedigree no hotel or motel can match.


Related: 20 Best Winter Home Rentals in America

John Steinbeck's Writer's Studio
Vrbo

John Steinbeck's Writer's Studio

Pacific Grove, California | Sleeps 2
Book It


Writer John Steinbeck owned this cozy 350-square-foot cabin in the 1940s. It has one small bedroom, plus a kitchen and living area, as well as garden access. The owners of the studio require a 30-day minimum stay.


Related: 40 Famous People's Homes You Can Visit

John Steinbeck's Writer's Studio
Vrbo

John Steinbeck's Writer's Studio: Steinbeck Connection

Book It


Steinbeck, who used the 1920s-era building as a studio while writing "Sea of Cortez," mentioned this house in a letter he later included in his autobiography, "A Life in Letters."

Still Bend/Frank Lloyd Wright's Schwartz House
Airbnb
Still Bend: Dream Home Vacation
Airbnb

Still Bend: Dream Home Vacation

Book It


Wright designed this home — on the banks of the East Twin River — as a prototypical "dream home" for the masses, something he initially proposed in Life Magazine. Today, it is listed on the National Register of Historic Places and has been featured on the Travel Channel's "Amazing Vacation Homes."

Lindsey Luxe Palm Springs
Vrbo

Lindsey Luxe

Palm Springs, California | Sleeps 6
Book It


Enjoy a swingin' midcentury getaway in this 1958 ranch home designed by noted California architect William Krisel, whose iconic work can be found throughout Palm Springs, Los Angeles, and San Diego. This three-bed, three-bath home also has a heated pool in the backyard.


Related: Most Luxurious Vacation Rentals in Every State

Lindsey Luxe Getaway House Palm Springs
Vrbo

Lindsey Luxe: Stay a While

Book It


This home is available for long-term rentals only. Currently, it's booked through mid-June. The good news is that Palm Springs is littered with midcentury gems like these available for vacation rentals.

Lucy the Elephant
Airbnb

Lucy the Elephant

Margate, New Jersey | Sleeps 2
Book It


This Jersey Shore icon was built in 1881 and has served as an office, restaurant, residence, and tourist attraction. Today, it's a vacation rental for two, with spacious sleeping and living areas decked out in Victorian style, plus a commanding view of the Atlantic Ocean from the deck-like howdah atop Lucy's back.


Related: 40 Iconic and Beautiful Boardwalks in the Country

Lucy the Elephant: Surviving Strife
Airbnb

Lucy the Elephant: Surviving Strife

Book It


After falling into disrepair in the 1960s, community members raised money to restore the structure and move it to its present location. It was added to the National Register of Historic Places in 1976 and has survived being struck by lightning in 2006 and Hurricane Sandy in 2012.

The Barn at Schon Stein Farm & Vineyard
Airbnb
The Barn at Schon Stein Farm & Vineyard: A Roomy Porch
Airbnb

The Barn at Schon Stein Farm & Vineyard: A Roomy Porch

Book It


If you need room for more than four people, you can also rent the nearby Old House on the farm property. The 165-year-old home sleeps five, with a spacious outdoor porch.


For more great travel guides and vacation tips,
please sign up for our free newsletters.

Historic Paris Livery
Vrbo
Colville Bridge in Bourbon County, Kentucky near Millersburg.

Historic Paris Livery: Covered Bridge Adjacent

Book It


There are a dozen historic covered bridges in Kentucky, most of which are within an easy drive of an hour or two. The closest is the Colville Covered Bridge, built in 1877 in Millersburg.

Salmon River Lighthouse
Vrbo

Salmon River Lighthouse

Pulaski, New York | Sleeps 8
Book It


This lighthouse, built in 1838, stands at the mouth of the Salmon River where it meets Lake Ontario. Accommodations include three bedrooms with double beds, and the marina is literally steps away.


Related: The Best Lakes in All 50 States

Salmon River Lighthouse
Vrbo

Salmon River Lighthouse: Salmon Runs

Book It


Anglers take notice: the Salmon River is noted for its fishing, particularly for brown and steelhead trout and (you guessed it) king, coho, and Atlantic salmon. Fishing guides can be hired locally.

Historic Civil War Farmhouse
Airbnb
Historic Civil War Farmhouse: Pets and Ghosts Welcome
Airbnb

Historic Civil War Farmhouse: Pets and Ghosts Welcome

Book It


Visitors must like pets, the owner says; she has six of them. A tolerance for ghosts is also a must. "Yes, the house is haunted, but they are all friendly! I have been here for 36 years and have lots of interesting stories that I'd be happy to share with you if you are interested," host Stephani notes on the rental site.

1842 Bavarian Brew House
Vrbo
1842 Bavarian Brew House: Get in the Cellar
Vrbo

1842 Bavarian Brew House: Get in the Cellar

Book It


Guests have access to the entire three-bedroom home, which was renovated in 2008, including the cellar, which retains its sloped stone walls and brick floors.

Historic District Garden Apartment at Forsyth Park
Airbnb
Forsyth Park in Savannah, Georgia
SeanPavonePhoto/istockphoto

Historic District Garden Apartment at Forsyth Park: Fountain Photo Op

Book It


Savannah's Forsyth Park is the city's oldest, dating to the early 1850s, and this apartment is just a couple blocks away. Take a stroll and pause to admire the park's iconic fountain, one of the city's most photographed landmarks.

The Depot B & B
Airbnb
The Depot B & B: Friendly Neighbors
Airbnb

The Depot B & B: Friendly Neighbors

Book It


There's room to relax outside, too, including a pet-friendly fenced-in yard and private patio. If you need anything, the owners live in the adjacent home.

The Zelda Suite
Airbnb
The Zelda Suite: Great Scott
Airbnb

The Zelda Suite: Great Scott

Book It


F. Scott Fitzgerald and his wife Zelda spent the winter of 1931-32 in Montgomery, her hometown, after returning from Europe. Both of them were working on novels that would be published in the coming years: Scott's "Tender is the Night" and Zelda's "Save Me the Waltz."

Sonny and Cher's Former Home
Airbnb
Sonny and Cher's Former Home: You've Got History, Babe
Airbnb

Sonny and Cher's Former Home: You've Got History, Babe

Book It


The home was designed by Greta Grossman, a Swedish-born architect, furniture designer, and interior designer who lived and worked in Los Angeles.

Historic Icehouse in 980 Acres Private Wilderness
Airbnb

Historic Icehouse in 980 Acres Private Wilderness

Upper Jay, New York | Sleeps 6
Book It


This 19th-century structure was built to store blocks of ice, harvested from nearby waters, during the summertime. Today, it's a two-bedroom guest house with a full kitchen, a grill and fire pit outside.

Historic Icehouse: Great Outdoors Adventures
Airbnb

Historic Icehouse: Great Outdoors Adventures

Book It


This family-friendly rental is perfect for outdoor adventures. Guests have access to the entire 980-acre compound for hiking, and you'll find more outdoor adventures in the surrounding Adirondack Mountains and nearby Lake Placid.

Restored 1909 Train Car on 145 Acres
Airbnb

Restored 1909 Train Car on 145 Acres

Deary, Idaho | Sleeps 4
Book It


Once owned by the Washington, Idaho, and Montana Railway, this rail car has been lovingly restored into a unique guest house with a bedroom, living area, kitchenette, and a wraparound porch.

Restored 1909 Train Car: Make It Train
Airbnb

Restored 1909 Train Car: Make It Train

Book It


Rail car 306 was built in 1909 by the American Car and Foundry Company. The Washington, Idaho, and Montana Railway used the car until 1955. In later years, it was used to store cattle feed (among other indignities) before the current owners restored it in 2020.

Historic Civil War Farmhouse
Vrbo

401 Madison

Galena, Illinois | Sleeps 10
Book It


Located on the Galena River, this historic town was once home to Ulysses S. Grant. Today, it's a mecca for tourists who love antiques and 19th-century architecture, including this former schoolhouse built in 1891. Guests have access to the entire three-story structure, which is available for long-term rentals.


Related: The Most Beautiful Main Streets in Every State

Historic Civil War Farmhouse: Pets and Ghosts Welcome
Vrbo

401 Madison: Modern History Meets Luxury

Book It


The main floor features 12-foot ceilings, a large sofa sectional facing a wood-burning fireplace, plus a wet bar and raised work area. The renovated cellar contains a gourmet kitchen, another fireplace, and a sunroom leading to the landscaped yard with hot tub, grill, and koi pond.

The Historic Florsheim Mansion
Airbnb
The Historic Florsheim Mansion: Koi Party
Airbnb

The Historic Florsheim Mansion: Koi Party

Book It


If the weather's nice, take your coffee to the garden, which overlooks a tranquil koi pond. Feeling festive? The mansion is also available for events of up to 50 people.

Thorstein Veblen Farm National Historic Landmark
Airbnb

Thorstein Veblen Farm National Historic Landmark

Nerstrand, Minnesota | Sleeps 2
Book It


Spend the night at this working farm, which dates to 1867, in one of three bedrooms on the second floor (the bathroom is shared). The host promises: "The cookies are always fresh-baked, breakfast is delicious, and the coffee is fantastic!"

Thorstein Veblen Farm: Floral Fun
Airbnb

Thorstein Veblen Farm: Floral Fun

Book It


Today a flower farm, the property was the boyhood home of Thorstein Veblen, a noted sociologist and economist during the Progressive Era of the late 1800s and early 1900s. The property is on the National Register of Historic Places.