House holiday rentals in Charleston

The Heart of Park Circle!

Nicely decorated home in trendy Park Circle, North Charleston. Park Circle is a shining example of a walkable community with a unique character that sets it apart. Within a few minutes walk you'll find the best restaurants and bars in town and plenty to do for any age. Check out my guidebook for a few local suggestions! Enjoy a game of disc golf, peaceful walk to the duck pond or the local farmer's market on Thursday afternoons. Come see why we've been called the Brooklyn of South Carolina!

Cottage in Wagener Terrace; walk to Lowndes Grove

Welcome to Charleston! This newly renovated apartment is in a home on a quiet street in the sought-after downtown neighborhood of Wagener Terrace. Wagener Terrace is the best of both worlds in Charleston - minutes away from King Street and downtown's restaurants, shops, and bars, but without the density, congestion, noise, and challenging parking of many other downtown neighborhoods. We are steps away from Lowndes Grove, Hampton Park, the Citadel, and views of sunset over the Ashley River.

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

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

Luxurious Artist Cottage - reduced midweek rates

Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten minutes from downtown Charleston and five minutes from the incredible sunrises and sunsets on Ravenel Bridge and Charleston Harbor. Five grocery stores are within 5 minutes including Whole Foods, Trader Joe's, and Aldi's. The Mount Pleasant Waterfront Park is a bike ride away or five minutes by car. Beaches are 10- 15 minutes away. All are welcome! ST permit ST260124 B license 20134709

Upscale EARL CRT 3-bdrm Old Village/Shem Creek

STR PERMIT #ST250176 BUSINESS LICENSE #20135982 3-bdrm Earl's Court neoclassical upscale home, nestled in the heart of the historic Old Village, offering the charm of low country living. Just a block from Shem Creek bars & restaurants, Old Village shops & eateries, Alhambra Hall, Pitt St Bridge, and a weekly all food Farmer's market, featuring low countries finest! The Arthur Ravenel Bridge, downtown Charleston, Sullivan's Island & IOP beaches are all bike riding distance.

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.

Built in 1840 | Stunning Renovation | The Elliott

Step into Charleston history in this charming home built in 1840 and thoughtfully renovated for modern comfort. This 2-bedroom, 1.5-bath retreat is perfect for a small group of friends or families, set in the laid-back Cannonborough neighborhood near great restaurants and historic sights! Just 2.5 blocks from King Street, and only 20 minutes from the airport and local beaches, it’s an ideal Charleston getaway. Permit Number: 06607

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.

Historic Secluded Haven | The Pentas Home

Freshly Redesigned in 2026! Welcome to our home, a charming two bedroom, one and a half bathroom standalone retreat tucked away in the relaxed Cannonborough Elliotborough neighborhood. Perfect for small groups, this home offers a convenient and walkable location just minutes from Upper King Street! Walking Distance: Chubby Fish - 1 minute By The Way - 3 minutes King Street - 5 minutes Permit Number: OP2025-06292

Casa Zoë | Historic Garden Carriage House CHS

OP2024-05714 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.