House holiday rentals in Charleston

A living area features a comfortable couch facing a wall of bookshelves, with light wood flooring enhancing the space. The exterior showcases a six-person golf cart parked next to the charming two-story house with light blue siding, surrounded by lush greenery.

4.99 out of 5 average rating, 144 reviews

Downtown Cheerful, 3 BDRM + 3 Full Bath +GOLF CART

Truly the absolute BEST place to be if you love great food. ★ Walk Score 96 ★ 5 min walk to King Street ★ Safe & Lively neighborhood ★ Washer + Dryer in unit ★ Free secured parking for 2 vehicles ★ 6 person GOLF CART on property available for rent Elliotborough is not only a local favorite but it is a mecca for foodies. You will be surrounded by top restaurants; Vern's, Leons, Chubby Fish, Southbound, Kultura, Chez Nous, Melfi's, The Ordinary, Babas, Prohibition.....so MANY walk-able places!

The exterior view of The Little Pink House features a charming two-story building painted in soft pink. Decorative railings and ceiling fans adorn the traditional porches. Lush greenery frames the entrance, complemented by a patterned tile floor leading to the front door.

4.97 out of 5 average rating, 115 reviews

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!

4.9 out of 5 average rating, 207 reviews

Home in Mount Pleasant

Luxurious Artist Cottage - reduced midweek rates

Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten min from downtown and 5 min from the sunrises and sunsets on the Charleston Harbor. Five grocery stores are within 5 minutes including. The Mount Pleasant Waterfront Park is five min by car. Beaches & downtown are 10- 15 minutes away. Other airbnb on property: airbnb.com/h/luxuriousartisthome ST permit ST260124 B license BL-24-019339 Other airbnb on property: airbnb.com/h/luxuriouscoastalcottage

4.96 out of 5 average rating, 436 reviews

The exterior of a historic brick home is shown, featuring a symmetrical facade with black shutters and white trim. A dark front door is framed by climbing greenery. Surrounding trees and shrubs contribute to a natural setting, while a paved parking area is visible in front.

Home in Charleston

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

4.97 out of 5 average rating, 250 reviews

A screened porch features a round glass dining table surrounded by six wicker chairs. Soft lighting from hanging bulbs creates a warm ambiance, while colorful flower planters add a touch of nature. Sunlight filters through the porch, highlighting the inviting space.

Home in West Ashley

Charleston Charmed Cottage - 3 bd/2ba

RANKED TOP 5% of HOMES ON AIRBNB 3 BR / 2 BA cottage in a safe, quiet neighborhood. Modern, beachy décor, new kitchen & bathrooms, screened porch, fenced yard, and game cabinet. Cozy beds with luxury linens, plus bikes, beach chairs, towels, cooler & beach toys. Just 6 mi to Historic Downtown Charleston, 13 mi to Folly Beach, 8 mi to the airport. Dogs welcome ($150). So many extras—it truly feels like your home away from home :) Military, First Responder & Teacher discounts available.

5 out of 5 average rating, 156 reviews

A modern kitchen features a light color palette with a retro green refrigerator, open shelving, and elegant lighting fixtures. Two rattan bar stools are positioned at a white countertop, complemented by fresh flowers and a simple decor arrangement on the nearby side table.

Home in Charleston

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

5 out of 5 average rating, 275 reviews

The entrance features a solid wooden door with six panels, bordered by two wall sconces providing warm, ambient lighting. A potted plant adds a touch of greenery, complementing the clean lines of the contemporary home exterior.

Home in Mount Pleasant

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.

4.97 out of 5 average rating, 250 reviews

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

Welcome to The Palms of Charleston – Suite C! ☀️ Spacious Shared Courtyard + 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 TVs – YoutubeTV + Netflix + Amazon Prime Included! 🛜 High-Speed WiFi + Desk 🫧 Washer/Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee + Supplies 🚿 Hair Tools Provided 🎶 Record Player + Game Console

A spacious living area is furnished with two white sofas and two armchairs, each adorned with teal cushions. A circular coffee table is centered on a patterned area rug, and artwork hangs on the dark walls. Natural light floods the room through large windows.

4.97 out of 5 average rating, 263 reviews

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.

4.99 out of 5 average rating, 132 reviews

A welcoming cottage exterior is showcased, featuring a pale brick facade and a sloped roof. The front entrance is highlighted by a wooden door, flanked by black shutters. Lush green grass and neatly trimmed shrubs provide a neat and inviting landscaping.

Home in Mount Pleasant

Mt Pleasant Cottage-Downtown, Shem Creek & Beaches

Make the most of your visit to Charleston by staying at this fully renovated cottage in the heart of Mount Pleasant! This property offers an open floor plan, deck area, and spacious backyard. Conveniently located just minutes away from Shem Creek, Downtown Charleston, Isle of Palms, Sullivans Island, and a variety of restaurants/shopping! -12 mins to Isle of Palms -13 mins to Sullivans Island -12 mins to Shem Creek -14 mins to Downtown

4.97 out of 5 average rating, 156 reviews

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