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, 139 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!

4.94 out of 5 average rating, 130 reviews

A serene pathway leads from the grassy area towards a wooden dock extending into the calm waters of the Stono River. Lush greenery is visible on either side, framed by a tall palm tree and dotted with low shrubs, under a clear blue sky.

Home in Johns Island

Waterfront home w/ Deepwater dock on Stono River!

3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 4 bikes included. Come and enjoy this beautiful property!

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, 105 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!

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.

4.96 out of 5 average rating, 431 reviews

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

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.

5 out of 5 average rating, 149 reviews

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

A bright living area features a light-colored sofa and two patterned chairs, accented with orange cushions. A wooden coffee table sits centrally, complemented by a decorative lantern and television. Natural light filters through the windows, highlighting the room's neutral tones and wooden flooring.

4.95 out of 5 average rating, 172 reviews

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

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.

5 out of 5 average rating, 270 reviews

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.

A charming two-story home features a light pink exterior with black shutters, set against lush greenery. The covered front porch is supported by white columns and includes a welcoming entrance framed by potted plants. A stately palm tree enhances the southern ambiance.

4.98 out of 5 average rating, 139 reviews

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.

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.

4.97 out of 5 average rating, 227 reviews

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

✨ Welcome to The Palms of Charleston – Suite B! 🌴 ☀️ 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

4.97 out of 5 average rating, 238 reviews

A two-story duplex features a light-colored exterior with numerous balconies and shaded areas. Lush greenery and palm trees are present in the landscape. A smooth driveway leads to the entrance, where a parked car is visible. The sky is bright with scattered clouds.

Home in Folly Beach

Luxe Beach Bungalow Ocean Views Heated Pool

Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098

4.98 out of 5 average rating, 111 reviews

Casa Zoë | Historic Garden Carriage House CHS

OP2026-07206 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.

Popular amenities for Charleston house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of the home features a welcoming entrance with a light green door and decorative ironwork. Flanking the door are two large windows that provide natural light to the front of the house. A small landscaped area surrounds the entrance, enhancing the curb appeal.

4.95 out of 5 average rating, 125 reviews

Pristine Townhouse - Beach, Charleston, Pool, Fun

The living area features exposed wooden beams overhead and large windows that draw in natural light. A gray couch sits opposite two blue armchairs, centered around a circular coffee table. A woven area rug adds texture to the warm wooden flooring.

4.84 out of 5 average rating, 213 reviews

Boutique Home & Resort Pool ‘Nantucket’

4.98 out of 5 average rating, 208 reviews

Home in North Charleston

Retreat with Pool and Epic Game Room

4.97 out of 5 average rating, 111 reviews

A spacious, modern home is set against a vibrant sunset, showcasing multiple levels with expansive balconies. Poolside, lounge chairs are arranged on the tile patio beside a well-maintained pool, while lush palm trees frame the surroundings, offering a relaxed outdoor environment.

Home in Isle of Palms

Gorgeous home one block from beach w/ heated pool

4.82 out of 5 average rating, 211 reviews

Home in Folly Beach

Amzing Views-Heated Pool-HotTub-walk to beach

The backyard features a large saltwater pool, surrounded by a stone patio. Eight lounge chairs are positioned along the edges, and an outdoor shed is visible in the background. Sunlight streams through trees, creating a serene outdoor setting.

4.92 out of 5 average rating, 148 reviews

Coastal Cottage in Charming Old Mt Pleasant

A screened-in porch features a comfortable seating area with a sectional sofa and a single chair. A light-colored coffee table is positioned in the center. Natural light floods the space through large windows, with lush greenery visible in the background, creating a serene outdoor ambiance.

4.98 out of 5 average rating, 132 reviews

Clean Coastal Cottage 5mi to Isle of Palms Beach

4.99 out of 5 average rating, 117 reviews

The welcoming exterior features a charming two-story house surrounded by lush greenery, while a heated pool is enclosed in a screened area, showcasing colorful lounge chairs and float. The inviting dining area is set on the deck, perfect for outdoor meals. A cozy bedroom highlights a spacious bed with soft linens, complemented by calming wall colors and stylish decor.

Home in North Charleston

Crushing on Charleston *Pool *Game Room *Fire Pit

Weekly house rentals

4.87 out of 5 average rating, 395 reviews

The cottage features a spacious front yard surrounded by a well-maintained landscape. Tall trees provide shade, while palm trees add a coastal touch. A charming porch with large windows allows natural light to fill the interior. Stone pathways lead to the entrance, enhancing accessibility.

Home in Isle of Palms

Island Pearl (3 Blocks to beach)

Superhost

A three-story home is set amidst lush greenery, featuring a front staircase that leads to a spacious porch. The backdrop showcases marshland and a distant view of the downtown skyline under a bright blue sky, creating a serene and inviting atmosphere.

Home in James Island

4.82 out of 5 average rating, 389 reviews

Waterfront Home 5 minutes From Downtown Charleston

4.98 out of 5 average rating, 171 reviews

Home in Park Circle

Posh Pad in Park Circle, Tres Chic!

4.99 out of 5 average rating, 352 reviews

A well-appointed master bedroom features a king-size bed with a decorative headboard and a light-toned comforter. A smart TV is mounted on the wall across from the bed, alongside a modern dresser. Natural light fills the room through a window, creating a bright space.

Home in West Ashley

Charming Home Located Close to Everything

A grand entrance is presented with wide steps leading to a welcoming porch. Lush palm trees and flowering plants frame the entrance, while two double doors invite guests inside. The design reflects classic southern charm through its elevated structure and well-maintained landscaping.

4.97 out of 5 average rating, 116 reviews

Luxurious Artist's Home

A charming two-story house is presented with a red exterior and white trim. The entrance features a decorative wreath, and white stairs lead to the upper level. Surrounded by greenery, a small seating area with white metal chairs and a table is visible in the front yard.

4.93 out of 5 average rating, 216 reviews

Historic Downtown Farmhouse

4.97 out of 5 average rating, 178 reviews

The Lord Ashley-Downtown Chic- 4 bedrms, parking!

A welcoming front porch features four rocking chairs, inviting relaxation. The entrance door is framed by white columns, and window shutters add visual interest. Lush greenery and a neatly maintained path lead to the inviting facade of the home.

4.98 out of 5 average rating, 133 reviews

The Darby House / Beach / Shem Creek / Old Village

Private house rentals

4.9 out of 5 average rating, 42 reviews

A modern house elevates on stilts above the landscape, showcasing a striking design with broad, angular windows that allow ample natural light. The structure appears to blend with the surroundings, framed by trees and native plants, creating a harmonious connection with nature.

Home in James Island

Waterfront Modern Luxury Design & Chef's Kitchen

4.97 out of 5 average rating, 244 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

Superhost

4.86 out of 5 average rating, 21 reviews

West 66 C | Renovated 2 Bedroom, 1 Block to King

5 out of 5 average rating, 8 reviews

Home in Park Circle

Perfectly Park Circle II

4.98 out of 5 average rating, 148 reviews

A welcoming living room features a spacious gray sectional sofa paired with patterned accent chairs. A large coffee table sits at the center, surrounded by a textured area rug. Natural light filters through the window with blinds, and a flat-screen TV is mounted on the wall.

Home in West Ashley

Charming 2BR | Near Downtown, Airport & Beaches

A modern cottage exterior is framed by a welcoming fenced yard, highlighted by a grassy area and landscaped plants. A covered porch with multiple entry points adds charm, while the surrounding trees provide shade. The accessible ramp enhances entry convenience.

5 out of 5 average rating, 56 reviews

The Rutledge Roost

4.97 out of 5 average rating, 67 reviews

Veranda View