Traditionally, Charleston’s busy season is during the spring break period and summer.
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But you might find that the city is more comfortable to explore when the temperatures drop in autumn and winter. Summers are hot, humid, and outright oppressive—and that doesn’t change until well into September. In October, that begins to change as hurricane season sweeps through and crushes the heat, allowing for crisp evenings.
Sure, the fall foliage doesn’t change as it does further inland in spots like Greenville, but the goal is to escape the heat—not head into the forest for an autumn hike. The city is the perfect place to enjoy the season with events like the MOJA Arts Festival, Riverfront Revival, and hayrides at Legare Farms.
Did I mention it’s also oyster season? And that the Halloween spirit is particularly vibrant in Charleston thanks to all its ghosts?
In short, though Charleston is well-known amongst travelers, you might not realize what a unique and alternative destination it is for those burnt out on pumpkin spice-themed autumn fare. If you’re heading to the area, stay at one of these Airbnbs in Charleston, South Carolina, to make the most of those beautifully cool temperatures. They’ve got porches with rocking chairs, cozy backyard fire pits, and balconies perfect for sipping on morning coffee.
[This article is part of TravelAwaits new Airbnb and Vrbo recommendation series. We dig into listings to identify the crème de la crème of Guest Favorites, Superhost listings, and hidden gems to make finding the perfect rental for your next trip a breeze.]
Airbnbs in Charleston, South Carolina: at a glance
- Top pick overall: The Swan House
- Best outdoor amenities: Green Cottage
- Best for families: Urban Sol
- For large groups: The Grand Oak
- For history-seekers: M1 St. Philip Square
- Best amenities: Renovated House with Bikes
- Most budget-friendly: Historic Fig House
Airbnbs in Charleston, South Carolina, perfect for a cool-weather escape
The Swan House
You’ve got location, historic features, spaciousness, and more at this beautifully restored three-bedroom home. The unit comes with a free parking space in Elliotborough, letting you walk to King Street’s shops and restaurants rather than drive. You can sleep up to six guests in a comfortable setup that comes with modern design and multiple balconies where you can enjoy the cool breeze. Just know that the third bedroom has a single twin bed, making this home great for families.
Green Cottage
Every Airbnb in Charleston, South Carolina listed here has some type of outdoor space that lets you appreciate the cool weather. But if you want to maximize your time outdoors, book this two-bedroom. The small home has its own private backyard with loungers, a dining setup, and a grill. Aside from the beautiful outdoor layout, you’re also smack in the heart of Cannonborough-Elliotborough, which is walkable and full of mom-and-pop shops, from bakeries to bookstores.
Urban Sol
With three bedrooms that sleep up to eight, your family will have room to roam in this large rental. You also have two free parking spaces out front—no need to squeeze. In terms of outdoor spaces, you have multiple furnished balconies where you can enjoy the autumn weather with a coffee in hand. Just make sure you take a look at the home’s décor—there are a few sharp-edged pieces that might not be suitable for young kids.
The Grand Oak
Stately, gorgeous, and luxurious, this four-bedroom rental is hard to beat. Its upscale features are well worth the price tag, like en-suite bathrooms and balconies in each bedroom. The interior is also spacious, newly restored with modern amenities, and painstakingly cleaned before each rental. Out front, you also have a small grill and dining setup for meals with the family. Lastly, you’ve got a great location in the Cannonborough-Elliotborough area, which is walkable.
M1 St. Philip Square
This two-bedroom rental is part of the historic Emma McCall House, which is part of the Saint Philip Square collection of historic homes. It offers a fine balance between historic features and contemporary updates, from ensuite bathrooms on both king-sized bedrooms to a kitchen with a Keurig. This home dates back to 1835, making it one of the older rentable properties in Charleston.
Renovated House with Bikes
You’ve got a little bit of everything at this renovated three-bedroom home. First, the location is in the sought-after Elliotborough area close to King Street. Second, the outdoor setup is varied, including a sitting area, balcony hideaway, cornhole, and grill station. Third, you also have bikes available, letting you explore the area without getting in your car. Lastly, the interior is remarkably clean with fresh updates throughout.
Historic Fig House
You won’t find too many affordable Airbnbs in Charleston, South Carolina, regardless of the season. The city’s small size coupled with its historic intrigue is in high demand. But this renovated historic three-bedroom home lets you save a few pennies—without sacrificing much. The home is on Charleston’s famous Spring Street corridor close to King Street, and comes with a free parking spot. Lastly, the home has a beautiful covered porch with multiple sitting areas. There’s also room for eight, letting you split the bill.
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