Best Airbnb in Charleston, SC

Whether you’re escaping for a long weekend with your best friends, reconnecting with your family, or treating your partner to a romantic getaway, historic Charleston is the picture-perfect getaway. ✨  From pastel-hued downtown Charleston to the oceanside Folly Beach, there are plenty of vacation rentals for all occasions and styles! Historic homes, beachfront vacation homes, and charming guesthouses nestled in the heart of Charleston are all up for grabs on Airbnb, and we’ve done the research for you! Read on for the best Airbnb rentals in Charleston for large groups. ✈️

Jump to stays for a girls’ trip, guys’ trip, family reunion, family trip, or couples’ getaway.

Photo: Kelsey in Charleston for Flytographer. Jacqui and their family capture memories in Kiawah on their trip to Charleston with a family photoshoot. 

Girls Trip or Bachelorette Party in Charleston

Blackbeard’s Folly II 

With matching swimsuits and an itinerary filled with sunshine, this large apartment complete with a tiki bar and beautiful outdoor space is perfect for celebrating your bride-to-be. Its convenient location is walkable to downtown Folly, as well as the beach, and it includes chairs to borrow and an outdoor shower for a beach day as easy-breezy as the weather! 🍹

The Endless Summer House 

This cozy house located in a quiet, laid-back neighbourhood is perfect for the group looking for a beautiful place to hang out and relax. 😌  An open dining and lounge space leaves room for everyone to enjoy meals and time together, while still located just minutes from exciting downtown Charleston for when you’re ready for a night on the town with the girls.

Photo: Flytographer in Charleston. Cassie and their friends celebrate a surprise bachelorette in Charleston with a friends photoshoot. 

Photo: Flytographer in Charleston. Christina and their friends celebrate their graduation in Charleston with a friends photoshoot. 

Photo: Kate in Charleston for Flytographer. Molly and their friends celebrate a bachelorette in Charleston with a friends photoshoot. 

Guys Trip or Bachelor Party in Charleston

Sweet Retreat on Coming Street

Located just off King Street, this chic and modern apartment is a short walk from the trendiest bars, restaurants, and shops in the Cannonborough-Elliotborough neighbourhood perfect for a night out with the boys. 🍻 This is one of the best Charleston rentals if your goal is a car-free, walkable getaway.

Urban Downtown Charleston Apartment

This unique rental feels like an urban, European retreat, and it even includes free parking for easy exploration around the city to breweries, galleries, restaurants and more. ✨ With three bedrooms, an open-plan living area and full kitchen, you have everything you need to make yourself at home in Charleston.

Photo: Kelsey in Charleston for Flytographer. Patrick and their family capture memories in the French Quarter District on their trip to Charleston with a family photoshoot. 

Photo: Kelsey in Charleston for Flytographer. The Lefever family capture memories near Pitt Street Bridge on their trip to Charleston with a family photoshoot. 

Family Reunion in Charleston

Spacious Oceanfront Home 

This spacious home with an expansive deck and living room, oceanfront access, and just a short walk to downtown Folly is practically made for family get-togethers. Whether you’re reuniting with loved ones after time apart or simply want to disconnect from the rest of the world for a weekend of quality time with your toes in the sand, this is a prime Charleston vacation rental for a large group. 🌊

Cannon Street Home

If you’re ready to explore the heart of Charleston’s cobblestoned streets and southern charm, this beautifully decorated home is an amazing home base. ❤️  There are plenty of bedrooms and lots of space to spread out, while still feeling homey for the entire family. Grandparents will love the covered porch, parents will love the parking space and the kids will love how walkable it is (aka no “are we there yet?”).

Photo: Flytographer in Charleston. Eliza and their family celebrate a family reunion in Charleston with a multigenerational family photoshoot. 

Family Trip

Dog-Friendly Downtown Home 

Does your family trip include your furry friends? 🐕  This pet-friendly vacation rental in Folly Beach, equipped with wifi, a grill, a washer and other useful amenities, will feel like home from the moment you arrive. Parents will love the king bed, and the kids will love the bunk beds. After all, a well-rested vacation is a happy vacation!

Spacious Loft On Famous King St 

This beautiful loft located directly on King Street is a true stunner. Although the amenities are modern, the house was renovated to remain true to its 1930s charm and spirit. Original pine wood floors and brick fireplaces set the scene for laughter-filled game nights with the family, with hot chocolate and cocktails (for the adults, of course) in hand! 🎲

Photo: Kelsey in Charleston for Flytographer. Monty and their family capture memories on their trip to Charleston with a family photoshoot. 

Romantic Getaway or Double Date

Enchanting Apartment in the Soul of the Historic District

This charming, art-filled apartment in a brick house dating back to 1882 is walking distance from the best of Charleston, while still feeling like a tucked-away secret. Enjoy a morning coffee on the porch ☕️ before exploring the French Quarter just down the street … that is, if you can bear to leave this beautiful apartment!

Beautiful Art Villa in Historic Charleston

Located in the heart of downtown Charleston and in the diverse neighbourhood of Elliotborough, this artsy villa offers a rotating gallery of local artists’ work and a local vinyl record collection. Tons of natural light with a mid-century modern design aesthetic is a romantic retreat. 🚲  Go for a bike ride or stroll with your partner as you explore all that Charleston has to offer.

Photo: Kelsey in Charleston for Flytographer. Jessica and their partner capture memories on their trip to Charleston with a couple photoshoot. 

Capture memories in Charleston, SC

With the beautiful pastel houses, cobblestone streets and array of activities available, it’s no surprise that this city is a top destination for families, couples and friends. Ready to capture that South Carolina southern charm? Book a Flytographer shoot to document the unforgettable memories you’ll make together. 📸

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