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!

Charming Home Located Close to Everything

Enjoy your stay in Charleston at this comfortable, and centrally-located duplex. You'll love the charming, historic neighborhood with hundred-year-old oaks, and how quickly you can hop to downtown (3 minutes) and the beach (15 min). You'll be able to walk to a local, organic grocery store, coffee shop, and several restaurants and local boutiques. The property backs up to sixteen miles of paved paths - perfect for walks or a bike ride. This is the ideal home base for your visit to Charleston!

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: 05608

Historical Southern Charmer w/ Off Street Parking

Two blocks off King Street, Cayo Cañón is located in Charleston’s charming historic Cannonborough-Elliottborough (C-E) neighborhood. A traditional (1835) Charleston home, our listing features the home’s entire first floor (1100 sqft), one king bed, one sofa bed, a breakfast nook, deck, gated off street parking, and plenty of outdoor space. When staying at Cayo Cañón, you’ll find yourself steps away from the Holy City’s highest rated restaurants, bars, historical sites, parks, and shopping.

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 Southern Charmer - Mins to Dtown & CHS Beaches

The most PEACEFUL Coastal Retreat in all of North Charleston! Welcome to our luxurious 4-bed, 2.5-bath GETAWAY nestled in the heart of Park Circle! You've discovered the #1 destination for Relaxation in the Lowcountry. Just under 15 minutes from Downtown! Key Amenities: • Game Room w/ Pool Table • Private Deck w/ Fire Pit • Lux Memory Foam King Mattress • Bose Sound System • Detached Garage for Parking • 5 Mins to Airport • Under 25 Mins to Folly Beach • Under 20 Mins to Isle of Palms

Family-Friendly safe home. Walk to Parks & Dining

Stay in the Heart of Park Circle – Family-Friendly Welcome to our modern one-story home in trendy Park Circle! Just 3 blocks from restaurants, bars, shops, and parks, and only 15 minutes to downtown, 20 to the beach, and 10 to the airport. The home is fully furnished with fast Wi-Fi and family-friendly extras—Pack ’n Plays , high chair, kids’ utensils, and toys. Month-to-month stays welcome. Unpack, relax, and enjoy Charleston living at its best! City of NC STR Permit 2026-0008

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

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.

Home off Upper King Street (OP2024-045677)

This charming 2 bed, 2 bath residence occupies a private floor of a newly renovated home, located just off Upper King Street in downtown Charleston. Enjoy the the private back porch, and exclusive access to a beautifully landscaped backyard with a fountain, pergola, and two seating areas. Conveniently located within walking distance to several bars, restaurants and shops, and one mile from College of Charleston campus.

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.