Holiday rentals in Drum Island

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Top-rated holiday rentals in Drum Island

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Top guest favourite
A spacious living room features a comfortable couch adorned with decorative pillows and a light throw. A circular glass coffee table sits atop a soft area rug. Large windows are framed by bright curtains, allowing natural light to enhance the airy atmosphere. A smart TV and a fan are positioned for convenience.
Flat in Charleston
4.98 out of 5 average rating, 168 reviews

Wagener Terrace Courtyard Apartment

Welcome to our renovated, well appointed 1 bedroom apartment located in the Wagener Terrace neighborhood. You will have a king bed and the full kitchen has basic cooking supplies. Dedicated driveway in front leads to a private courtyard entrance. Our apartment is walkable to Lowndes Grove and Hampton Park. We are 1.5 miles from the start of "downtown". Generally, parking is not a problem, but lots of people choose to Uber or Lyft or ride Lime bikes. Owners live in the connected main house.

Top guest favourite
A charming green cottage is framed by a white picket fence and features a red roof. Two light-colored chairs are positioned on a small porch, inviting relaxation. Sunlight filters through the trees, illuminating the surrounding grassy area.
Cottage in Charleston
4.96 out of 5 average rating, 469 reviews

Perfect Tiny Cottage, Historic Downtown Charleston

So much to see, do, and eat near this cozy spot! Nestled in a quaint neighborhood of historic downtown Charleston homes (families & college students), this lovely studio tiny house is situated just 3 blocks from central King St. Only a 10 minute walk to Charleston's best shops and restaurants including Chez Nous and Callie's Hot Little Biscuit, as well as College of Charleston and MUSC. A quick ride to historical attractions, breweries, and the beaches of Sullivan's Island, Folly, and more.

Top guest favourite
The modern kitchen features a large island with seating for four, complemented by sleek cabinetry and stainless steel appliances. Two statement light fixtures hang above the island, illuminating the spacious area with natural light streaming through large windows.
Home in Mount Pleasant
4.95 out of 5 average rating, 174 reviews

Bridge View - Spacious Luxury Home w/ Rooftop Deck

Discover the ultimate Charleston experience in the heart of Old Mt. Pleasant! Immerse yourself in the vibrant energy of this fully renovated, adorable house. Nestled conveniently close to pristine beaches, just steps away from restaurants, and very to to historic Downtown Charleston. This rental is your gateway to a quintessential Lowcountry adventure. Don't just visit Charleston—live it, love it and make unforgettable memories at this delightful retreat! Your adventure begins here!

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.
Guest house in Mount Pleasant
4.96 out of 5 average rating, 125 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

Guest favourite
Home in Mount Pleasant
4.91 out of 5 average rating, 189 reviews

Luxurious Artist Cottage - reduced midweek rates

Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten minutes from downtown Charleston and five minutes from the incredible sunrises and sunsets on Ravenel Bridge and Charleston Harbor. Five grocery stores are within 5 minutes including Whole Foods, Trader Joe's, and Aldi's. The Mount Pleasant Waterfront Park is a bike ride away or five minutes by car. Beaches are 10- 15 minutes away. All are welcome! ST permit ST260124 B license 20134709

Top guest favourite
The exterior showcases a spacious backyard surrounded by wooden fencing, providing privacy. The house features large windows and a well-defined entrance leading to the private suite. A wooden deck and a landscaped area with freshly laid pine straw are visible, enhancing the outdoor space.
Guest suite in Charleston
4.98 out of 5 average rating, 196 reviews

The Sunshine Suite

Experience Charleston from this newly renovated, stylish Suite just 1.7 miles from the center of downtown & right off vibrant King Street! Your private oasis (with its own entrance, bath, & parking) is steps from Hampton Park, local restaurants & the city’s best café- The Harbinger. End your day sinking into a dreamy king size Purple mattress & enjoy in-room perks like a mini-fridge, microwave, coffee maker & more. The Sunshine Suite is cozy, central & ready for your stay!

Top guest favourite
Home in Mount Pleasant
5 out of 5 average rating, 258 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 serene courtyard area is surrounded by lush greenery, featuring two wooden lounge chairs and a small table. Flower pots add vibrant touches, while a trellis structure enhances the space. The light-colored paving stones provide a welcoming path for guests.
Guest house in Charleston
4.99 out of 5 average rating, 326 reviews

Spacious Daniel Island Apartment

Fully furnished 1 bedroom (queen bed) apartment on Daniel Island. We are able to bring a single mattress out to the apartment for guests bringing a child, so the apartment can accommodate up to three (two adults and a child). Full kitchen with glass cook top, dish washer, full-sized refrigerator/freezer, toaster oven, etc. Includes linens, dishes and utensils. Washer/dryer en suite. Has Youtube TV, HBO Max, and wifi. 15 mins from airport, downtown Charleston, and beaches.

Top guest favourite
An exterior entrance is depicted, featuring a set of wooden steps leading up to a light-colored door with a glass panel. A welcoming sign is positioned beside the door, and planters with greenery enhance the inviting appearance of the entryway.
Guest suite in Charleston
4.95 out of 5 average rating, 1,233 reviews

Newly Renovated Guest Suite with Exterior Entrance

Stay in one of Charleston's few legally permitted AirBnB properties located just minutes from downtown Charleston, SC. You will find our spacious, newly renovated 1 bedroom guest suite with it's own exterior entrance perfect for your trip to Charleston. Enjoy amenities such as a Kuerig with complimentary coffee, microwave and fridge . Folly Beach is also a short drive from the old well established neighborhood you will be in. City of Charleston Permit 05732.

Top guest favourite
A wooden dock features two lounge chairs placed beside a small table, providing a relaxing space to enjoy the surrounding marsh views. Sunlight pours in, highlighting the natural wood grain and the expansive landscape beyond the water.
Guest house in Mount Pleasant
4.99 out of 5 average rating, 232 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 bright and airy screened porch features two modern lounge chairs, accented with decorative pillows. Natural light filters through large windows, showcasing greenery outside and a wooden deck floor that adds warmth to the serene space.
Cottage in North Charleston
4.98 out of 5 average rating, 236 reviews

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

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.
Guest house in Mount Pleasant
4.97 out of 5 average rating, 486 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.

Popular amenities for Drum Island holiday rentals