Holiday rentals in Drum Island

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Top-rated holiday rentals in Drum Island

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Top guest favourite
A wide view of a serene marshland shows a long wooden dock stretching across lush green grasses. Several white birds are gathered along the dock, overlooking the calm waters of the harbor, where boats are gently anchored in the distance.
Guest suite in Mount Pleasant
4.95 out of 5 average rating, 731 reviews

Charleston Harbor view, garage apt

Spacious apartment with high ceilings. The back porch has a fantastic view of Charleston harbor. The house is located in a quiet neighborhood, very close to downtown and also to beaches. Private dock, kayaks, bicycles (not fancy) and the possibility, weather and tides permitting, of a motorboat ride around the harbor. It is incredibly peaceful here; like being in the country, but it's in the middle of the city. Mt Pleasant Short Term Rental License #STR250333, MP Business License # 20132659

Top guest favourite
A serene tidal creek is shown, bordered by lush green grasses and occasional trees, under a soft sky with scattered clouds. A glimpse of the moon is visible against the blue hues, suggesting a peaceful evening atmosphere.
Cottage in Mount Pleasant
4.95 out of 5 average rating, 497 reviews

The Boathouse

We call it the Boathouse, but it could just as easily be called the treehouse. It sits just feet from a tidal creek amidst giant live oak trees. A short dock is right outside the door, so bring your kayaks or other small craft. Although cozy, it offers everything a simple cottage should. Shem Creek is minutes away, as are the beaches. Patriot's Point and parks are a short walk away. This is the closest residential neighborhood to Charleston that you will find in Mt Pleasant. ST240335 BL20139655

Top guest favourite
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 Charleston
4.99 out of 5 average rating, 307 reviews

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!

Top guest favourite
The exterior of the guest house features a mix of textured siding and an intricately designed balcony supported by stylish columns. Surrounded by greenery, it includes a circular window and a swing on the porch, inviting relaxation in a tranquil setting.
Guest suite in Charleston
4.99 out of 5 average rating, 415 reviews

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Top guest favourite
A snow-covered shoreline is depicted with soft dunes of grass blending into the white landscape. In the distance, a lighthouse stands against the horizon, where the sun is rising or setting, casting warm colors across the sky above the water.
Flat in Mount Pleasant
4.93 out of 5 average rating, 343 reviews

The Coastal Getaway!

If you are looking for a clean, quiet vacation spot that is ideally located and perfect for two, look no further than the Coastal Getaway! With its own separate entrance and private parking spot, this apartment is a short drive to Sullivan's Island beach. Many local restaurants are within walking distance. Downtown Charleston is a ten-minute drive. Past guests have loved their stay! Check out the many 5 Star reviews! TAKE NOTE OF OUR LOW WINTER RATES! STR License # : ST255643

Guest favourite
Home in Mount Pleasant
4.91 out of 5 average rating, 184 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
An exterior view of the detached guesthouse is shown, featuring double glass doors that open into the studio space. A wooden fence provides privacy, while a gravel pathway leads to the entrance, surrounded by greenery.
Guest house in North Charleston
4.95 out of 5 average rating, 204 reviews

Park Circle Walker's Paradise - Upscale Studio!

Newly renovated Park Circle studio featuring modern finishes and an ideal location, just a short walk from restaurants and breweries on Montague and Spruill Ave. Enjoy being just steps from Firefly Distillery, Holy City Brewing, and close to concerts and events at Riverfront Park. After taking in all that Park Circle has to offer, retire to this quaint studio space that was designed with privacy and luxury in mind. City of North Charleston Short-Term Rental Permit 2023-0203

Top guest favourite
A charming pathway lined with greenery leads through a white picket gate. The brick-paved path is bordered by flourishing plants and small trees, inviting a serene stroll through the garden-like setting.
Flat in Charleston
4.99 out of 5 average rating, 391 reviews

Dream Catcher Carriage House Daniel Island

Our carriage house apartment is located on a peaceful marsh on beautiful Daniel Island next to walking/biking paths. It is also walking distance to parks, shops, and restaurants. Daniel Island is approximately 15 to 20 minutes from the airport, downtown Charleston, and local beaches. All AirBnB rentals in Charleston & Daniel Island must have a business license. The application process was not easy but we did it! Dream Catcher's permit number is OP2018 00373.

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.
Guest house in Mount Pleasant
4.99 out of 5 average rating, 219 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 stylish living area features a green velvet sofa paired with a round wooden coffee table. Decorative items are placed atop the table, while a floor lamp provides soft lighting. Large windows allow natural light to illuminate the space, which is accented by framed artwork and a potted plant.
Guest house in Mount Pleasant
4.98 out of 5 average rating, 123 reviews

Old Village Guesthouse walkable, close to beach/DT

Location. Location. Location! It's trite, but it's true. You’ll be minutes from downtown Charleston and the beach at Sullivan’s Island when you stay with us in the historic Old Village of Mount Pleasant. Walk to some of the town’s best restaurants and waterfront bars or seize the moment to relax in our breezy, modern guest house in one of the oldest, most beautiful neighborhoods in the country. STR permit number: ST250100 Business license number: 24-026855

Top guest favourite
A comfortable living area is adorned with soft furnishings and wooden accents. A plush sofa and armchair are positioned around a coffee table, with a large flat-screen TV mounted on the wall. Natural light brightens the space through a window, complemented by decorative wall art and indoor plants.
Loft in Charleston
4.96 out of 5 average rating, 396 reviews

Stylish Loft Historic Downtown Charleston Condo

This renovated condo is the place you want to stay on your next trip to Charleston. Weekend getaway, bridge run, Spoleto, Spring/Fall house tours or even a staycation! One bedroom loft style condo with spacious living, dining, kitchen and half bath located downstairs. Relax in this quiet corner unit! Step outside and the city is at your feet! Check out our sister property! https://www.airbnb.com/rooms/20436304

Top guest favourite
The exterior of a charming carriage house is framed by lush hedges and gravel pathways. Arched black windows and a handsome brick facade enhance the building's historical character, while neighboring architecture showcases the elegance of the area.
Home in Charleston
4.98 out of 5 average rating, 105 reviews

Casa Zoë | Historic Garden Carriage House CHS

OP2024-05714 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 Drum Island holiday rentals