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Trendy Downtown Upper King Area~Rutledge Retreat B

In the emerging area known as Cannonborough/Elliotborough. Built in the 1800's but all modern conveniences. In renting this newly renovated 2 bedroom apt you will find yourself within blocks of historic parks, sites, stores, restaurants, bars & all that the revitalized Upper King has to offer. NOTE: This is a 2 person/1 BDRM Booking Rate with full, private use of all common spaces with one BRM blocked. A $25 per person, per day for all persons over 2 includes use of both BRMS. Sleeps 1-4 people.

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!

3 Bdrm Home w Courtyard & parking- Heart of City

Welcome to our historic home Est. 1802! This charming home was renovated in 2017 & is located in the heart of downtown Charleston, near the intersection of King & Calhoun St. It is steps away from King St...the center of shopping, great restaurants, Marion Square & other downtown activities! Fully licensed & permitted by the City of Charleston BL005521012017 Offered separately is an adjacent property, the Guest House (2 Bdrm + Queen Sleeper + 3.5 bath) www.airbnb.com/rooms/17119598

Enviable Location Blending Charm and Comfort

One block from Market Street you will find The Charleston Chestnut Mansion's 2,700 sq ft 3rd floor "Sail Loft" residence. Step outside and into the heart of Charleston’s history. Take a quick walk to everything that makes Charleston "World's Best City." This suite features a secured entry, on-site parking, 3 bedrooms, 2 bathrooms, open concept living and dining, and a chef's kitchen with top-notch appliances. This suite is larger and boasts amenities finer than hotel presidential suites.

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

Historic Downtown Farmhouse

Visit Charleston in our Pre-Civil War Single House, an architecture unique to Charleston! Originally Nunan Strawberry Farm. Sip tea on our traditional side porch with haint blue ceilings while listening to the cicadas and watching Carolina Chickadees. Enjoy the historic houses in the neighborhood and stroll or Uber to the Charleston Battery or City Market. You're welcome to spend the holidays with us but please do not check-in on the day of. Thank you! CHS STR: OP2023-03634

Downtown Charleston abode w/ bikes, 4 Beds

Welcome to our chic 2 bedroom + 2 bath second floor unit just steps away from Charleston's historic Hampton Park. Enjoy sunset bike rides, 5 minute walks to downtown's hottest restaurants, and views of the Citadel from your front porch. This stylish home comes equip with a fully stocked kitchen, beach towels, games, baby equipment, workspace, washer/dryer, WiFi, off-street parking, bikes, and much more! Live like a local in Charleston's most coveted neighborhood.

The Most Charming Old Brick Alley, Charleston

This gorgeous house at the end of a quiet cobblestone alley is just one block away from upper King Street, the epicenter of the city's renowned restaurant and nightlife district. This home comes with ONE off-street parking space. Enjoy some of Charleston's best local dining all within one block of this home! Come experience Charleston's southern hospitality while staying in a traditional Charleston home. Please note this unit is handicap inaccessible.

2500SF Downtown 1849 home w/ pool!

The perfect Oasis in the middle of the Peninsula... Come home to this 2,500 SF c.1849 historic property and take a dip in the pool after a long day walking around or relax and have a cocktail on the balcony. Walk out the door and explore Cannonborough-Elliotborough and some of the best restaurants the City has to offer. Off-street parking for 1-2 vehicles is provided, a rarity downtown. We are a legal City licensed short-term rental 2026 OP. 07096.

Hot Tub Hideaway • Parking • 1 Block to King St!

✨ Welcome to The Palms of Charleston – Suite C! 🌴 ☀️ Large Courtyard with Hot Tub 📍 1 Block to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🌿 Balcony with Seating 🚙 Off-Site Parking for 1 Vehicle 🛏️ Comfortable Mattresses 📺 Smart TV – Streaming Included 🛜 High-Speed WiFi + Desk 🫧 Washer/Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee + Supplies 🚿 Hair Tools Provided 🎶 Record Player + Game Console

Austele Suite | Prime Location, Walk to Everything

Discover a cheerful downtown retreat that blends convenience, comfort and charm. This thoughtfully designed studio is ideal for solo travelers, couples or business guests who want modern ease while staying steps away from Charleston’s best dining, shopping and historic sights. With inviting interiors, courtyard access and the rare benefit of on site parking, this property makes your stay effortless and memorable.

Charming and historic cottage South of Broad

Come visit our charming guest house behind our antebellum Charleston home in the historic South of Broad neighborhood, within a 5 minute walk to the Battery, King Street, and numerous bars and restaurants. The space includes a full kitchen, washer and dryer, and a sunny living area with a desk, daybed, and TV for relaxing in addition to the bedroom with a queen bed. Guests also have off-street parking.