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, 146 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, 118 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, 439 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, 159 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, 180 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

A charming cottage exterior features a welcoming porch adorned with flower boxes. Two bicycles are parked on a stone pathway, surrounded by lush greenery and neatly maintained landscaping, offering an inviting atmosphere for guests. The sunlit scene showcases the vibrant colors of the cottage and outdoor space.

4.99 out of 5 average rating, 107 reviews

Charming Cottage in Downtown Charleston

Welcome to Sweetgrass Hideaway, a charming 1-bedroom guest cottage nestled in the heart of Charleston. Enjoy Charleston’s top-tier restaurant scene, with Leon’s, Melfi’s, and Maison, among many others, just one block away. Explore nearby Hampton Park and downtown by bicycle; the cottage includes 2 bikes for complimentary use. Or, venture over to Sullivan’s Island beach for the day; you’ll also find 2 beach chairs and other beach supplies in the bedroom closet for use during your stay.

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, 222 reviews

Historic Downtown Farmhouse

Visit Charleston in our Pre-Civil War Single House, an architecture unique to Charleston! Originally Nunan Strawberry Farm. Sip tea on our traditional side porch with haint blue ceilings while listening to the cicadas and watching Carolina Chickadees. Enjoy the historic houses in the neighborhood and stroll or Uber to the Charleston Battery or City Market. You're welcome to spend the holidays with us but please do not check-in on the day of. Thank you! CHS STR: OP2023-03634

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, 277 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.

4.96 out of 5 average rating, 182 reviews

Home in Folly Beach

Private Pool Oasis • Walk to Folly Beach

Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

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, 267 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.

4.96 out of 5 average rating, 159 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

4.97 out of 5 average rating, 114 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

4.95 out of 5 average rating, 178 reviews

A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.

Home in Seabrook Island

Beautiful 2BD/2BA Seabrook Island Villa

4.96 out of 5 average rating, 219 reviews

A bright living area features a light-colored sofa and two patterned chairs, arranged around a glass coffee table. Natural light filters through the window treatments, and decorative wall hangings complement the greenery of a potted plant positioned in the corner.

Home in Folly Beach

Luxe Beach Bungalow Ocean Views Heated 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.

4.94 out of 5 average rating, 131 reviews

Pristine Townhouse - Beach, Charleston, Pool, Fun

4.99 out of 5 average rating, 143 reviews

Home in Park Circle

Park Circle Paradise - Pool, Putts & 3 King Suites

Superhost

Four images showcase the serene surroundings of the Marsh House Retreat. A cowboy pool offers a refreshing escape, surrounded by lounge chairs. Hammocks are shaded under trees, and string lights illuminate a cozy seating area. The dining space features a vibrant atmosphere with decorative lighting.

Home in North Charleston

4.93 out of 5 average rating, 105 reviews

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

4.98 out of 5 average rating, 219 reviews

Home in North Charleston

Retreat with Pool and Epic Game Room

4.97 out of 5 average rating, 116 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, 215 reviews

A spacious deck features comfortable seating arrangements, including lounging sofas and wooden chairs. A coffee table rests between them, inviting relaxed gatherings. The expansive view reveals lush marshland, with the Intracoastal Waterway visible in the distance under a softly lit sky.

Home in Folly Beach

Heated Pool-Walk to Beach-Hot Tub-Walk to Beach!

Weekly house rentals

4.97 out of 5 average rating, 253 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

A charming outdoor patio area features a table with an umbrella and four chairs, surrounded by a well-maintained garden. Lush greenery and flowering plants enhance the space, while traditional architectural elements, including shutters and windows, add character to the brick exterior of the building.

4.94 out of 5 average rating, 179 reviews

Historic Kitchen House - South of Broad (Charming)

A bright living area features a white sofa with a plush throw blanket and two armchairs. A circular coffee table is centered on a light area rug. The space is illuminated by natural light through large windows with bamboo shades, and a black television is mounted above a decorative fireplace.

4.99 out of 5 average rating, 119 reviews

Entire House One Block from King Street

4.92 out of 5 average rating, 102 reviews

A3 at Saint Philip Square,One Block to King Street

4.91 out of 5 average rating, 284 reviews

Historic Home in Downtown. Close to King Street!

4.98 out of 5 average rating, 130 reviews

A vibrant sunset casts warm hues over a tidal creek, reflecting beautifully on the still water. The scene is framed by lush greenery and a dock, providing a serene view of the marsh and surrounding trees.

Home in James Island

James Island Creek Retreat | On the Water |

4.94 out of 5 average rating, 125 reviews

A serene waterway is flanked by lush greenery and reflected clouds, creating a peaceful natural landscape. The calm waters mirror the sky, with a boat visible in the distance, indicating opportunities for exploration and relaxation.

Home in Johns Island

The River Girl, Private Dock, Great Outdoor Spaces

4.98 out of 5 average rating, 265 reviews

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

Private house rentals

5 out of 5 average rating, 40 reviews

Architecture* La Cabaña * Beach 8 min * 2 Bedrooms

4.99 out of 5 average rating, 365 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

4.96 out of 5 average rating, 77 reviews

2BR New Home | 4 Blks to King St | MUSC | Veranda

4.97 out of 5 average rating, 173 reviews

A bright kitchen area is highlighted by a large window overlooking the backyard. A wooden dining table is set for four, surrounded by woven placemats and neatly arranged dishes. Modern appliances and ample countertop space can be seen in the background, enhancing the functional design.

Home in North Charleston

Charleston Charmer: King bed and ensuite in master

5 out of 5 average rating, 44 reviews

Charming Mt Pleasant Getaway with Pool

5 out of 5 average rating, 21 reviews

Home in West Ashley

Live like a local in Charleston

4.98 out of 5 average rating, 209 reviews

Two wooden rocking chairs are positioned on a dock overlooking a tranquil pond. A round, metal side table is placed between them. Lush greenery surrounds the scene, with residential homes visible across the water under a clear, blue sky.

Home in James Island

Waterfront views minutes to Folly Beach

A charming single-story house features a pastel pink exterior and a distinctive blue front door. A flowering tree and manicured lawn enhance the welcoming entrance. In the background, a two-story blue house is visible, adding to the neighborhood's character.