House holiday rentals in Charleston

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.

4.98 out of 5 average rating, 121 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!

ValueLocationSleep quality

4.99 out of 5 average rating, 367 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

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!

ValueLocationDecor

4.97 out of 5 average rating, 114 reviews

The open-concept living area features a light-filled space with a comfortable sofa and a stylish coffee table. A modern kitchen with stainless steel appliances is visible in the background, complemented by bar stools at a sleek breakfast counter.

Home in French Quarter

Historic Charleston Charm, Unbeatable Location

One block from Market Street you will find The Charleston Chestnut Mansion's 2,700 sq ft 3rd floor "Sail Loft" residence. Step outside and into the heart of Charleston’s history. Take a quick walk to everything that makes Charleston "World's Best City." This suite features a secured entry, on-site parking, 3 bedrooms, 2 bathrooms, open concept living and dining, and a chef's kitchen with top-notch appliances. This suite is larger and boasts amenities finer than hotel presidential suites.

LocationValueCheckout

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, 440 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

LocationValueBathroom

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.

5.0 out of 5 average rating, 160 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

LocationCheckoutLayout

4.95 out of 5 average rating, 230 reviews

Home in Park Circle

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

LocationFamilyCheckout

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

ValueFamilyBiking

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, 108 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.

LocationValueQuiet

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.

5.0 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.

ValueFamilyParking

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.

LocationValuePool

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

Stunningly remodeled ENTIRE HOUSE one block from King Street! Unbeatable location steps from the best restaurants and entertainment in the city. 2.5 bedroom, 2 bathroom layout with large living area and kitchen downstairs. 2 Queen beds, Twin + Full bunk bed, and a pull-out Queen sleeper sofa. Comfortably sleeps 7-8 guests. 2 complimentary off-street parking spaces in the driveway (between blue and pink houses).

LocationFamilySleep quality

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.

ValueFamilyQuiet

Popular amenities for Charleston house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

ValueFamilyCheckout

4.88 out of 5 average rating, 170 reviews

Pleasant Place New Build + Pool Great for Families

ValueLocationHeating

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

ValueLocationCondition

4.9 out of 5 average rating, 102 reviews

The outdoor space features a curvy swimming pool surrounded by a smooth concrete deck. Comfortable lounge chairs and a shaded seating area are positioned nearby, providing a relaxing atmosphere. Lush greenery and trees encircle the area, enhancing the serene environment.

Home in North Charleston

tica house

LocationValueGetting around

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, 133 reviews

Pristine Townhouse - Beach, Charleston, Pool, Fun

ValueFamilyLaundry

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

ValueLocationHospitality

An inviting outdoor space features a blue private pool bordered by light-colored stone tiles. A dark wooden fence provides privacy, while a potted palm adds greenery. Modern lounge chairs and a low sofa, adorned with cushions, create a comfortable seating area for relaxation.

4.86 out of 5 average rating, 209 reviews

Private Pool | Only 1 Block to King | Sundance

LocationFamilyQuiet

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, 107 reviews

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

FamilyValueHot tub

Weekly house rentals

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.

4.98 out of 5 average rating, 131 reviews

James Island Creek Retreat | On the Water |

FamilyLocationCleanliness

4.9 out of 5 average rating, 210 reviews

Luxurious Artist Cottage - reduced midweek rates

ValueLocationComfort

4.96 out of 5 average rating, 159 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

ValueLocationAmenities

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.

4.82 out of 5 average rating, 401 reviews

Waterfront Home 5 minutes From Downtown Charleston

ValueLocationOutdoor spaces

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, 147 reviews

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

FamilyValueCheck-in

An open kitchen and dining area feature modern appliances and a dining table for four. Warm wooden beams structure the ceiling while a rug adds color to the tiled floor. A spacious layout allows for easy movement between the kitchenette and living area.

4.95 out of 5 average rating, 213 reviews

Centrally Located Duplex, Downtown, Beach

LocationValueComfort

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

FamilyValueBarbecue

A spacious living room is presented, featuring a blue sectional sofa, light gray armchairs, and a glass coffee table. Natural light filters through large windows, illuminating the hardwood floor. Decorative plants add a touch of greenery, enhancing the inviting atmosphere of the space.

4.92 out of 5 average rating, 102 reviews

A3 at Saint Philip Square,One Block to King Street

FamilyValueKitchen

Private house rentals

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

LocationValueAmenities

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.

4.98 out of 5 average rating, 209 reviews

Waterfront views minutes to Folly Beach

LocationValueCheckout

A tranquil backyard scene is displayed with a softly lit water fountain and an umbrella adorned with lights, creating a serene ambiance. The house is situated in the background, and lush greenery frames the area, while a secure wooden fence offers privacy.

4.99 out of 5 average rating, 161 reviews

Pet Friendly&Fenced Yard Near Beaches & Downtown!

FamilyValueWalkability

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.

4.8 out of 5 average rating, 515 reviews

"Charming Remodeled 1BR, Entire Home, Sleeps 4!”

LocationFamilyBackyard

4.98 out of 5 average rating, 122 reviews

Luxury Home 10 min to Charleston

ValueFamilyKitchen

The living area features a comfortable gray sofa with decorative pillows and a coffee table adorned with plants. A ceiling fan enhances airflow above, while a cozy rug defines the space. An open kitchen area is visible, incorporating modern appliances and bar seating.

4.96 out of 5 average rating, 191 reviews

Palm Key - Cozy Coastal Charm

FamilyLocationCheckout

4.98 out of 5 average rating, 130 reviews

Cottage in Wagener Terrace; walk to Lowndes Grove

ValueLocationLong stay

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.