Stay in a piece of history in these incredible restored Airbnbs

One of our favorite things to do when traveling is finding places to stay that add that extra touch to our trip. Whether its a converted church turned into an Airbnb, an incredible treehouse turned short term vacation rental, or an epic themed rental where you can enjoy your favorite pop culture highlights, a unique place to stay just adds that something special to the trip. Another thing we are always on the hunt for are places that hold a piece of history in them.

Below is a list of 20 incredible Airbnbs and VRBOs that all have a special piece of history attached to them and have now been converted to short term rentals. If you are looking for a specific one, keep scrolling until you find it! Some of these conversions really blew our minds, like the Airbnb that used to be jail and the one that is tucked into an old bank. You can find more photos, rental availability, and details by clicking on the links under each description. You can find the links in the orange text for each listing. All photos are courtesy of Airbnb!


Large Victorian Home in the Smokies

Sevierville, Tennessee. 5 Bedrooms, 4.5 Bathrooms, Sleeps 13.

This enchanting Victorian house offers a fairytale escape with its unique interior and breathtaking outdoor setting. The home features five beautifully designed bedrooms, including two king and four queen rooms, along with 4.5 bathrooms, each equipped with tubs and showers. Inside, you'll find a spacious chef's kitchen and seven historical fireplaces adding to its charm. Step outside to relax on the expansive deck or gather around the wood-burning fire pit. Set on two private acres, the property includes three flatscreen TVs, two cozy porches, and more! Check out this link to find more photos and availability of this gorgeous Victorian home!

The Haines Shoe House

Yorkana, Pennsylvania. 3 Bedrooms, 2.5 Bathrooms, Sleeps 6.

Prepare for a one-of-a-kind adventure at "The Haines Shoe House," an iconic rural Pennsylvania landmark that has undergone a stunning transformation. This uniquely charming abode now boasts a brand-new hot tub, promising relaxation and luxury like never before! Immerse yourself in the picturesque surroundings with expansive farm field views, unwind in the inviting hot tub, and revel in the warmth of a wood-burning firepit. Delight in outdoor dining in the spacious grass yard, complete with a charcoal grill for culinary enthusiasts. This remodeled shoe house is not just accommodation; it's an exciting and memorable escape that promises comfort, charm, and a touch of whimsy! Check out this link for more photos and availability of the Haines Shoe House!

Lake Seaton Barndominium

Whitesburg, Georgia. 4 Bedrooms, 2 Bathrooms, Sleeps 10.

Embark on an exhilarating journey to your exclusive haven—a gated 8-acre peninsula on the pristine waters of Lake Seaton. The excitement begins with a comfortable barndominium that accommodates 10 to 12 guests, offering four queen bedrooms and two twin beds in the lively upstairs game room. Revel in the luxury of two full bathrooms, a fully stocked kitchen, and a dining area with panoramic lake views. Whether you're bringing your fishing boat with electric motors or opting for kayaks and paddleboards, the lake awaits your aquatic adventures. This retreat is a dog-friendly oasis, perfect for bird and nature enthusiasts seeking a tranquil escape. Unplug and bask under the stars as you leave it all behind in this idyllic getaway! Ask about weddings! Check out this link to find more photos and availability of this awesome barn!

Do you think this converted barn looks amazing? Then we know you will love this list of Barns and Barndominums on Airbnb and VRBO!

Gunther’s Cottage

East Jordan, Michigan. 1 Bedroom, 1 Bathroom, Sleeps 2.

Step back in time and immerse yourself in history at one of the area's oldest surviving structures! Originally a "Tin Shop & Stoves" store in the late 1800s, this iconic building has witnessed the transformation into a General Store and private residence. Today, it stands reborn as an exclusive Airbnb cottage, offering all the comforts of a charming "couple's retreat." But that's not all—indulge your senses in a candy shop/store created exclusively for guests, providing a nostalgic journey into the historic charm of a bygone era. Excitement awaits as you experience the unique blend of modern comfort and vintage allure at this private getaway! Check out this link to find more photos and availability of Gunther’s Cottage!

Historic Caboose

Shade Gap, Pennsylvania. 1 Bedroom, 1 Bathroom, Sleeps 4.

Located just 10 minutes away from train and trolley rides, this getaway spans 5 acres along a picturesque country road. Experience comfort with heating and AC, revel in hot showers in the charming caboose, and relish in outdoor cooking with the provided BBQ grill. The loft boasts a queen bed and two singles, while additional conveniences include a coffee maker, microwave, refrigerator, and a soon-to-be-added WIFI feature. Enhance your stay with a fire ring and complimentary firewood, a picnic table for al fresco dining, and extras like a toaster and a Smart TV. This retreat is a haven where historic charm meets modern comfort, promising an unforgettable escape. Check out this link to find more photos and availability of this Historic Caboose!

The Bread Barn

Raphine, Virginia. 2 Bedrooms, 1 Bathrooms, Sleeps 6.

Guests will love their stay in this 200 year old bread barn that sits atop a working wood fired bakery in Shenandoah Valley. The inside is cozy and bright with gorgeous farmhouse touches. There is a room called the “Bunk Room” with custom bunk beds that are ADORABLE and a fun teepee for kids in the corner! Guests are able to explore the property during their stay, as well as visit the farm animals and take a tour of the bakery. Check out this link for more photos and availability of this converted bread barn!

Bartlett National Bank

Bartlett, Texas. 3 Bedrooms, 2 Bathrooms, Sleeps 7.

The Bartlett National Bank was established in 1904 and operated as a bank until the 1930’s. Now it is an incredibly unique place for travelers to stay! The bank still boasts many original features that have been transformed into functional living spaces - such as an amazing kitchen in the old teller station. There are also still original vaults in the bank that now serve as a pantry and wine cellar - two vaults still have yet to be opened….we wonder what’s inside?! It isn’t just the bank that’s historic, the whole town of Bartlett has a ton of history and the bank is situated close to many things for guests to explore. Check out this link for more photos and availability of the Bartlett National Bank.

The Boundary Cabin

Kane County, Utah. 1 Bedroom, 1 Bathroom, Sleeps 2.

Can you believe this incredible little cabin is less than one mile from the stunning Zion National Park? Even though it is rustic, and only 400 square feet - you definitely will not be giving up any comforts! This includes a full bathroom, heating and cooling, access to a communal fire pit, a queen-sized bed, and a loft suitable for one adult or two young children. Ofcourse you have unlimited access to the number one amenity of this cabin - the EPIC view. Please note - the loft does not come with bedding - you will need to bring bedding for this area. Check out this link for more photos and availability of the Boundary Cabin!

Sonora Town Hall Cottage

Nauvoo, Illinois. 1 Bedroom, 1 Bathroom, Sleeps 2.

The Sonora Town Hall has been around since 1880 and used to serve as a voting poll for Sonora Township but is now a quaint Airbnb. The inside of this quaint studio Airbnb is filled with farmhouse charm. The sofa table is even made from an antique door that is over 100 years old. The cottage sits on a 160 acre working grain farm making there plenty of outdoor space for guests to enjoy and the views are stunning. Check out this link for more photos and availability of the Sonora Town Hall Cottage.

Stunning Victorian Gem

Racine, Wisconsin. 5 Bedrooms, 4.5 Bathrooms, Sleeps 12.

This beautifully restored Victorian Mansion, Fondly known as "The Pink Lady," was originally built in 1894. It even holds a place on the National Register of Historic Places and once functioned as a classic B&B in the 1990s.Now, the Pink Lady makes a triumphant return to the world of hospitality with a significant enhancement—you have the opportunity to relish the entire splendor of this magnificent 19th-century mansion for your exclusive retreat. Nestled on a picturesque brick-lined street, the residence is merely two blocks away from Lake Michigan and a leisurely 10-minute stroll from downtown eateries and boutiques. Check out this link for more photos and availability of the Pink Lady!

Hard Time Hotel

Pearland, Texas. 1 Bedroom, 1 Bathroom, Sleeps 4.

Ever heard of a “luxury jail suite”… neither had we, but that’s exactly what you’ll be staying in at Hard Time Hotel. This unique and fun rental is a stay and an experience all in one - featuring a mugshot wall, a realistic electric chair, costumes, prison robes, and props! Unlike other jails, this jail provides guests with a pool, hot tub, and cabana. There is also an outdoor cabana bar, Italian living room, Russian throne room, kitchen and laundry room that are accessible to all guests. Check out this link for more photos and availability of the Hard Time Hotel.

Historic Vermont Schoolhouse

Shaftsbury, Vermont. 2 Bedrooms, 1 Bathroom, Sleeps 6.

There is so much charm and detail in this Schoolhouse turned Farm Cottage. The inside is chic, rustic, and cozy with wood accents and pops of color throughout. There is a spiral staircase that leads guests to the loft area where they will find one of the two bedrooms. In our opinion, the coolest part of this renovated Schoolhouse is the firepit and sauna area outside - especially in the winter! Check out this link for more photos and availability of this Vermont Schoolhouse Farm Cottage.

Creekside Tobacco Barn

Burnsville, North Carolina. 1 Bedroom, 1 Bathroom, Sleeps 3.

This renovated Burnsville Tobacco Barn sits next to a beautiful creek and is the perfect creek side getaway. The screened-in porch is right next to the creek and offers guests the option to lounge in the hammock, eat at the table, or sit in one of the chairs facing the windows. The backyard is spacious and secluded with a firepit, grill, and play spot for children. Check out this link for more photos and availability of this Creekside Tobacco Barn.

The “Station” - Converted Gas Station

Honey Grove, Texas. 1 Bedroom, 1 Bathroom, Sleeps 4.

This gas station, originally from the 1920s, has been completely restored into a very unique vacation rental. It is rumors that the infamous Bonnie and Clyde ever stopped here once. We love how the conversation still maintains some of the charm of the original building. There is exposed brick, reclaimed wood walls, original tin ceilings, and a penny floor. The original gas pumps even still stand outside in the front drive. Our favorite feature has to be the private min golf course where you can play your heart out. Check out this link for more photos and availability of the Station.

The Milkhouse Cottage

Sun Prairie, Wisconsin. Studio, 1 Bathroom, Sleeps 2.

This pre Civil War farmhouse property was originally a milk house in the late 1800’s. The inside now boasts a beautiful “French cottage” décor and has views of the original granary, stone barn and silos, apple tree and towering maples. While guests will have the MilkHouse Cottage to themselves, they will share the outside with a few goats and chickens that reside on the property. Even though guests will be in the countryside, the cottage is only 15 minutes from Madison and the closest airport. Check out this link for more photos and availability of The Milkhouse Cottage.

Western Saloon with Teton Views

Tetonia, Idaho. 1 Bedroom, 1 Bathroom, Sleeps 4.

How cool is this Western Saloon?! This beautiful stay sits on 10 acres in the Teton Valley and has some amazing sunrise and sunset views for guests to enjoy. The inside has authentic western vibes but with fun touches like a pool table and a fireplace heater. The outside has a saltwater hot tub, fire pit area, and multiple outdoor seating areas next to creeks and facing the beautiful mountain scenery. Check out this link for more photos and availability of this Western Saloon with Teton Views.

Union Station Depot House

Negaunee, Michigan. 3 Bedrooms, 3 Bathrooms, Sleeps 12.

This converted train depot makes for a seriously interesting vacation rental if you like trains, history, converted and restored places, or all of the above! Can you believe this train station is over 100 years old?! This is such a cool place to return to after your day spent exploring the great outdoors, antiquing in the quaint towns of the area, or wandering the beaches of Lake Superior! The train station sleeps 12, has 3 restrooms, has a full kitchen and even a really cool electric sauna. Go ahead and pack your skis, bikes, all terrain vehicles, and even snowmobiles because this train station is right on the trails! Check out this link to find more photos and availability of this 100 year old train depot!

If you think this converted train station would make an awesome vacation, we know you will love our list of awesome train car VRBO’s and Airbnbs!

Grist Mill Cabin

Quicksburg, Virginia. 2 Bedrooms, 1 Bathroom, Sleeps 4.

Grist Mill Cabin, built in the 18th century, once operated as a fully functioning gristmill but is now a romantic getaway perfect for couples. The cabin is filled with items that were salvaged from the mill such as grain chutes, mill auger, flour packer, pulleys, and timber framing beams. The mill sits on 1.25 acres and Holman’s Creek runs through the property. The old gristmill is private but close to wineries, breweries, skiing, hiking, caverns, and rope adventures for when you are ready to explore the area. Check out this link for more photos and availability of Grist Mill Cabin.

Verde District Dairy

Cottonwood, Arizona. 2 Bedrooms, 1 Bathroom, Sleeps 6.

The Verde Dairy Cottage is almost 100 years old and used to operate as a thriving dairy farm that delivered milk to Verde Valley. The history here is seriously so cool. The dairy cottage turned Airbnb has the original rustic charm on the outside but the inside boasts updated features and beautiful finishes. The property is fenced in and has a great space for kids to enjoy including a tree swing and yard games. There is also a gas fire pit for guests to enjoy on chilly nights! Check out this link for more photos and availability of the Verde District Dairy.

Beautiful Converted Schoolhouse

Waynesville, North Carolina. 1 Bedroom, 1 Bathroom, Sleeps 2.

School is in session at this wonderfully renovated schoolhouse turned Airbnb. We love this Maggie Valley Schoolhouse nestled in the mountains of north Carolina next to a peaceful creek. Dating all the way back to the 1800s, this schoolhouse is complete with handmade furniture, curated antiques, and all the comforts of home. It was the first schoolhouse in the area and even still has some original student names carved into the bead board and a bookshelf made from the wood of the original front door. Don’t miss the handmade copper bathtub, or a cozy night relaxing by the fireplace. Check out this link for more photos and availability of this beautiful converted schoolhouse.


There you have it! Our list of some of the coolest renovated or restored pieces of history that you can now rent for a unique vacation getaway! Thanks so much for reading through the whole list. Which one is your favorite? Is there one that you know that we missed? We would love to hear from you! You can reach us at seeseeksleep@gmail.com!

If you liked this list, we just know you will love our list of amazing restored churches you can rent on Airbnb. It features some seriously cool remodeled churches, very similar to how these historic places have been remodeled. Be sure that you are following us on Facebook - we share cool places to travel every single day, and scroll on down to check our some our our other lists of cool vacation rentals you might be interested in!

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