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Bikes + Parking for free! Guesthouse Downtown

New & clean w/modern amenities, our “Lil’ Blue 💙 Bungalow” is ready to greet you! Complete with Washer & Dryer, Kitchen, Free Parking, 2 Bikes… you can't beat what this location has to offer! 2 blocks to grocery & pharmacy on upper King St plus you’re right around the corner from hip, award-winning coffee shops, restaurants & trendy bars. Get ready to take on Charleston & then recharge at the end of your day at your private, central Downtown Retreat! Perfect for couples & traveling professionals

The Little Pink House

Nestled under the grand live oaks of Bogard Street, The Little Pink House is a picturesque Charleston carriage house. This thoughtfully crafted guest house invites couples and individuals alike to experience the best of Charleston in a private, yet centrally located retreat. ♥ Elegantly styled & warmly decorated ♥ Traditional southern porches ♥ A short 4 blocks to King Street ♥ Neighborhood gems just steps away Beloved by many - newlyweds, honeymooners, couples - seeking a unique getaway!

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Petite Maison- guesthouse, Downtown Charleston

Take it easy at this tranquil and gorgeous getaway located in the quiet and trendy downtown neighborhood of Wagener Terrace. Newly renovated, this stylish guest house is just 2 miles from the center of historic Charleston. Petite Maison is the perfect stay for couples or singles looking to live like a local in this popular downtown neighborhood. Enjoy a quiet walk or bike ride to Hampton Park and some of the best restaurants and bars in the city. Residental STR Permit # OP2023-04086

The Heart of Charm: Discover Downtown Charleston

Enjoy our home in historic Charleston. Located in a revitalized neighborhood offering an eclectic mix of Victorian homes, churches, apartments, businesses, bakeries, coffee shops, and quaint restaurants. Grab a bite to eat at Fuel, Xiao Bao Biscuit, and Bad Bunnies, all within walking distance: Upper King St., MUSC campus are minutes away. Citadel is a short drive. Walker-friendly neighborhood. . Gated with 1 off-street parking space. 2 Bedrooms and 1 bath are upstairs. OP2025-06616

1BR cottage~Charleston Peninsula~20min to beach

Welcome to The D'alhana~a mix of cottage and studio. Our property is considered a "back house" having all the fixins. Newly updated and situated in a National Register district, this place is exactly what Charleston is all about. 📍Short drive to historic downtown CHS 🏖️ Beaches: 8.6 miles to Sullivan's, 11.2 to Folly, 14.1 to IOP 🛏️ Queen bed 🚿 Full bathroom w/ custom walk-in shower 📺 Smart TV in living room 🍽️ Fully functional kitchen 🧺 Washer/dryer 🚗1 dedicated parking spot

Dream Catcher Carriage House Daniel Island

Our carriage house apartment is located on a peaceful marsh on beautiful Daniel Island next to walking/biking paths. It is also walking distance to parks, shops, and restaurants. Daniel Island is approximately 15 to 20 minutes from the airport, downtown Charleston, and local beaches. All AirBnB rentals in Charleston & Daniel Island must have a business license. The application process was not easy but we did it! Dream Catcher's permit number is OP2018 00373.

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!

Historic Freedman's Cottage

A few short blocks from Upper King Street. Sleeps 2. Nearby restaurants inc Leon's, Melfi, Little Jack's, Welton’s Tiny Bakery, Lillian’s, Maison, Tutti, Huriyali Gardens, Park & Grove, Kultura, and Little Line. Enjoy a walk or jog in beautiful Hampton Park, stroll the nearby Citadel campus, or shop for antiques at Wynsum on King St. Conveniently located to many sights while others are just a pedi-cab or Uber ride away.

King Suite / Private Entrance

Newly renovated guest suite on the upper Charleston Peninsula very close to Hampton Park and the Citadel Military College. Spacious, Comfortable, Quiet, has parking and is about a 13 minute drive to the Historic/business district or catch the free shuttle bus 3 blocks away. please note that the kitchenette area does not include a stove. Also note the stairs to the second floor location in case mobility is an issue.

Wilden House | Luxury, Regal, Spacious w/ Parking

A stay fit for royalty. Built circa 1887, The Wilden House was meticulously restored in 2020, blending historic charm with modern comfort. Enjoy soaring 11’ ceilings, original chandeliers, crown molding, and stained glass. This 1,300+ sq. ft. first-floor unit features a large front porch, on-site parking, and a prime location steps from cafés, restaurants, and the vibrant shops of Charleston’s Upper King Street.

Casa Zoë | Historic Garden Carriage House CHS

OP2026-07206 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.