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!

Downtown Luxury | The Rainbow Cottage

Welcome to The Rainbow Cottage, a charming blend of cozy cottage living and chic Charleston style. This inviting 2-bedroom, 2-bath retreat is tucked into one of Historic Charleston’s most sought-after locations, set on a private lawn between two beautifully restored homes, your own peaceful oasis in the heart of the city. Just a short stroll to King Street, with easy access to the airport and local beaches, it’s the perfect place to experience Charleston like a local. Permit Number: 06814

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.

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

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.

Private Balcony, 2 Living Rooms, 2 Blocks to King!

✨ Welcome to Azaleas on Spring – Suite B! 🌺 Notable amenities include: 🌿 Balcony overlooking historic Spring St 📍 2 Blocks to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🛋️ Bonus second Living Room 🚙 Street Parking for 1 Vehicle 😴 Comfortable Mattresses 📺 Smart TVs – Streaming Included! 🛜 High-Speed WiFi + Desk 🫧 Washer/Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee Provided 🚿 Hair Tools in Bathrooms 🎶 Record Player + Game Console

Historic Home in Downtown. Close to King Street!

2 bed 2 bath, 2 stories, with upstairs living room. 1 bedroom on each floor, featuring a newly renovated kitchen, lots of outdoor porch space with great views, a fenced in double lot back yard. We live in the apartment on the backside of the property so if you need anything during your stay just let us know! Enjoy tropical landscaping, and walking distance to all the best parts of town! If you need any recommendations just let us know! Permitted STR OP2025-06827

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 Nina House• 3 Miles to Downtown Charleston

Discover The Nina House, a chic bohemian retreat minutes from historic Charleston. Enjoy the best of both worlds: vibrant city life close by, yet tucked into a quiet neighborhood, free from noise and parking hassles. Relax in sunlight, eclectic interiors or unwind in the private outdoor clawfoot tub. With style, comfort, and convenience in equal measure, The Nina House is your peaceful escape with Charleston‘s charm at your doorstep. (OP2023-04138)

Boho Bungalow | Private Oasis - Sleeps 4!

Escape to this enchanting brick cottage just moments from the harbor where historic charm meets modern comfort. Cozy up in the inviting living spaces with warm tones and exposed brick or relax in the private garden just outside. A charming bedroom awaits and you’ll adore the fully equipped kitchen perfect for intimate meals. Wander down to waterfront parks eateries and scenic views all within walking distance.

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.

Charlie’s Charming Cottage

Welcome to Charlie’s Charming Cottage! This beautiful cottage-style duplex home is tucked away in a peaceful, centrally located neighborhood and has all the charm, comfort, and amenities to make it your home away from home. Only 10 minutes to downtown Charleston, 15 minutes to Magnolia Plantation & Gardens, & 20 minutes to Folly Beach! Enjoy this charming home when you book your next Charleston getaway!