Updated: April 2021
This post has been updated to include a roundup of my favorite boutique properties and vacation rentals in Charleston!
What is the very best destination to visit in the United States? According to Condé Nast, it’s the gorgeous city of Charleston! From the swanky architecture to the courtyard restaurants and rooftop bars to all the gorgeous views of the water—what’s not to love?
I’ve mentioned it before in my 10 Winter Weekend Getaways. I talked about it in the Best Cities to Travel Alone in the USA. The best Mother-Daughter Weekend Getaways in the US? Yep, I call it out there too.
If you’re curious what all of the fuss is about, it is time to get down to Charleston. Here are a few unforgettable Airbnbs that will make you feel right at home.
Serene Cottage with Beautiful Garden
With room for up to four guests, this cozy cottage has a heated pool and the comforts of home. In the heart of the Cannonborough-Elliotborough neighborhood, it’s got a dream location to boot.
Downtown Houseboat with Bikes
One of just a handful of unique stays in Downtown Charleston, this place was featured on Tiny House Hunters as Charleston’s very best Airbnb experience.
Enchanting Apartment in the Historic District
This vibrant mid-century inspired apartment has room for up to guests in the heart of the city. With Charleston elegance and that oh-so-sweet Southern hospitality, this spot for eight guests is far from your average hotel experience.
Southern Shangri-La Two Bedroom
From the mural created by a local artist to the imported Balinese furniture, this unique place seriously impressed me. Just two blocks from King, you’ll feel a world away from it all.
Boutique Hotel Home
Another perfect option with room for eight, boutique-style historic property is within walking distance to all of the best attractions of the city.
Glamping in a Camper/RV
This modern spot for two has all of the comforts you’d expect in a hotel, including a comfy mattress, a kitchenette, and a full bathroom. While it is a retro-style camper, this place is anything but basic.
Award-Winning Treehouse Sanctuary
On the picture-perfect Wadmalaw Island, this award-winning treehouse will take your breath away. If you’re looking to disconnect and unwind, this is the place to go.
The Little Pink House on the Peninsula
Another perfect pick within walking distance to Upper King Street, this pretty-in-pink little house is ultra-popular with honeymooners. If you’re looking for a romantic spot, you are going to love this adorable home.
Stylish Mid-Century Studio in Trendy Park Circle
This retro spot has a trendy vibe and a prime location in Park Circle. It is one of the coolest areas of the city and especially price.
Cozy Island Cottage
With room for six, this cottage on James Island is perfectly placed between the beach and downtown. Its 17ft cathedral ceilings and a perfect outdoor picture space make a lovely spot for beach breaks as well as exploring the city.
Cozy Home Between Beaches & Downtown
Make s’mores in the fire pit or cozy up in front of the fire in this cozy home. This sunny space has room for eight spread out over four bedrooms and 2.5 bedrooms.
The Historic St. Philip House
One block from King Street, this historical 1840 house offers four bedrooms and gives bathrooms in the center of the action.
Have your morning coffee on the sun-soaked patio then stroll down to the hottest restaurants and nightlife spots.
1890s House with Garden Dining
This two-bedroom space has room for six guests. All of the best spots in the center of Charleston are easy to walk to from this lovely spot.
Bohemian Cabin with Water View Deck
This charming three-bedroom cottage in the cool Folly Beach neighborhood is a perfect escape from the hustle and bustle of the city.
Chic Apartment in Classic Charleston Single House
In historic Charleston, this swanky two bedroom-spot is a dream escape in the middle of the city.
Enchanting Treehouse Retreat on the Waterfront
I’ve seen my share of Airbnb treehouses but this one is unlike anything else. Famous from its appearances on Bravo’s Southern Charm and in US Weekly, you’ve got to jump at the chance to stay here.
Bold as Brass
From the ornate wooden gate framed by flickering lanterns to the walled garden, this elegant Charleston house is a dream. Located in the quiet neighborhood of Radcliffeborough, this historic place had a gorgeous 21st-century makeover.
1882 Home with an Amazing Downtown Address
Looking to accommodate 12 guests in central Charleston? This charming antique home in the Charleston historic district has been meticulously restored to hold onto its unique 1882 style.
Polished Guest Suite with a Balcony
This chic little spot for two has a beautiful view of the golf course from the balcony and is just a short drive to downtown Charleston.
Elegant 1940s Home
Located right near the Cooper River and Riverfront Park, this 1940s home is both rustic and cool.
1870s Farmhouse with Two Bedrooms
From goat yoga to farm-to-table breakfast, this unique urban mini-farm sleeps up to four humans—and you’ll get countless roosters, hens, dwarf goats, dogs, cats, and even a mini Scottish Highland bull calf to keep you company.
Colorful and Luxurious Retreat Pad
Isle of Palms
Just a bit outside of Charleston on Isle of Palms is this incredible retreat. As it can accommodate up to 15 guests, it’s the perfect place for bachelorette parties or family getaways.
I’m a big fan of all the colorful elements, from the Turkish lamp to the paintings to the Moroccan rugs. Plus, it’s on the gorgeous Wild Dunes golf course and only .5 mile from the beach!
Lady of the House
While it may have an Old World exterior, this place is fully renovated on the inside.
Have you stayed at any cool Airbnbs in Charleston? As you begin to plan your trip, make sure to check out this 3-day itinerary!
Leave a comment
Hi! I’ve been scouring Airbnb for some cool places to stay in Charleston and omg that last one is not at all what I’d expect to find but it is soooo beautiful. Love how colorful and artistic it seems. And that treehouse is an absolute dream! Can’t wait until we can travel freely to hopefully be able to stay in one of those places. Thanks for sharing your awesome finds!!!
Isn’t it dreamy?!