Holiday houses in Drum Island

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Top-rated holiday rentals in Drum Island

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Top Guest favourite
The exterior of the garage apartment is presented with a light grey facade. A gabled roof enhances the structure's height. The garage door features three sections with paned windows at the top, while surrounding greenery and a simple front pathway contribute to a welcoming atmosphere.
Guesthouse in Mount Pleasant
4.97 out of 5 average rating, 293 reviews

Cozy Apartment in Mount Pleasant

Our place is a cozy and bright garage apartment. It has one bedroom, living room with sleeper sofa, a full bath with tub and fully equipped kitchen. We hope this provides that home away from home feel in a relaxed, yet inviting setting. It is close to dining, the beach and a ten minute ride across the bridge to Charleston. You’ll love our place because of the coziness and the location. Our place is good for couples, solo adventurers, and business travelers. STRPermit# ST250045 SCBUSLIC#24000029

Top Guest favourite
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guesthouse in Charleston
4.98 out of 5 average rating, 255 reviews

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Guest favourite
Home in Mount Pleasant
4.9 out of 5 average rating, 207 reviews

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

Top Guest favourite
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
4.96 out of 5 average rating, 437 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

Top Guest favourite
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
5 out of 5 average rating, 157 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

Top Guest favourite
A modern living area features a light grey sofa with pink accent pillows, arranged around a wooden coffee table. A colorful artwork adorns the wall, while a kitchen with wooden cabinetry and a breakfast bar with four stools is visible in the background.
Guesthouse in Mount Pleasant
4.96 out of 5 average rating, 145 reviews

Shem Creek Cottage!

Your own newly renovated cottage in a phenomenal location! Walk or ride bikes to Shem Creek and hundreds of restaurants and bars. 3 minute drive or 10 minute bike ride to downtown Charleston. Private neighborhood path through the marsh to Shem Creek and Shrimpboats. Cottage equipped with king bed, pullout king bed couch, full kitchen, bath, two large TV’s, washer & dryer, counter with barstools and private patio. 50 paces to neighborhood park! Permit #ST260119 - License #20121152

Top Guest favourite
A modern two-story guest house is depicted, featuring a combination of white and light brown exteriors. A covered entryway with pergola extends over the front door. A tranquil pool is visible in the foreground, surrounded by landscaped greenery and stone paving.
Guesthouse in Mount Pleasant
4.97 out of 5 average rating, 190 reviews

*Old Village/Shem Creek Charmer*NEW 2BR Guesthouse

LOCATION, LOCATION, LOCATION! Welcome to Persimmon Place, a new guesthouse in the heart of Old Village in Mt. Pleasant. Historic Old Village is one of Charleston's most beautiful neighborhoods, central to all Charleston has to offer. This 2BR 1 BA is the perfect spot for your Lowcountry visit. -Walk to Shem Creek with bars, restaurants, & water activities -Less than 4 miles(8 min drive)to Sullivan's Island Beach -5 miles(9 min drive)to downtown Charleston ST260213 BL20137971

Top Guest favourite
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
5 out of 5 average rating, 275 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.

Top Guest favourite
A newly-built guest cottage is depicted, elevated on pilings and surrounded by lush greenery. Light-colored siding is complemented by green shutters. Steps lead up to a welcoming porch with a railing, providing access to the spacious entry and large windows that invite natural light.
Guesthouse in Mount Pleasant
4.99 out of 5 average rating, 271 reviews

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!

Top Guest favourite
A well-appointed kitchen is highlighted by light cabinetry and a marble countertop. Stainless steel appliances, including a refrigerator and a gas stove, complement the space. A small dining area is set with two stools at the countertop, while natural light filters through the window.
Guesthouse in Mount Pleasant
4.97 out of 5 average rating, 513 reviews

Guesthouse Convenient to Charleston, Shem Creek, and Beaches

Relax in this separate guest home nestled in a well-established Lowcountry neighborhood. The ‘treehouse’ has an open-plan design with vaulted notched board ceilings, creating a feeling of light and space, with elegant furnishings throughout. The well-equipped kitchen and grill on the porch encourages intimate home cooking. We lived in this space before we moved into the main house, so we can attest to it being comfortable, and well maintained.

Top Guest favourite
Home in Charleston
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.

Top Guest favourite
An inviting loft space is viewed from the staircase. High ceilings and a modern chandelier create an open feel. A cozy seating area is visible, along with ample lighting from large windows. The kitchen area is partially seen, showcasing sleek finishes and amenities.
Loft in Charleston
4.96 out of 5 average rating, 356 reviews

Loft In Historic Downtown Charleston Condo

Experience Charleston like a local! This completely renovated modern charming condo is the place you want to stay on your next trip to Charleston. The loft is in the heart of the French Quarter! Step outside your front door and you will see the city's top restaurants and bars! One bedroom loft style condo with spacious living! Check out our sister property! https://www.airbnb.com/rooms/20425624

Popular amenities for Drum Island holiday rentals