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Holiday houses in Drum Island

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Top-rated holiday rentals in Drum Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A welcoming front porch features two blue chairs and a small table, framed by a white railing. Two windows with white trim and shutters provide natural light, complemented by a vibrant orange door that adds a pop of color to the exterior.
Apartment in Charleston
4.88 out of 5 average rating, 646 reviews

Cannon St. Suite C

Location, Location, Location this downstairs two bedroom apartment renovated to the studs in 2015 right in the heart of down town Charleston. Located at 54 Cannon apartment C is walking distance to some of Charleston's best shopping, renown restaurants, bars, historic district and MUSC. This apartment boasts beautiful new hardwood floors, new cabinets, windows, stainless steel appliances, new stack able washer-dryer, new furniture outfitting the entire apartment, front porch and two onsite parking spots. This apartment is new to the rental market. Be the first to enjoy Charleston in this newly renovated apartment!

Top Guest favourite
A cozy tiny house features a rustic wooden exterior and a metal roof, surrounded by lush greenery. The front porch is adorned with two rocking chairs, inviting guests to enjoy the natural ambiance of the woodland setting.
Tiny home in Charleston
4.93 out of 5 average rating, 403 reviews

The Backpacker

Our "Backpacker" is a cute and cozy 96 sq.ft. of tiny house nirvana. Situated on a small tidal slough, it provides a beautiful natural setting for reflection and appreciation of that which is good in life. For those looking for luxury, the Backpacker is not for you (you may encounter bugs and it's really hot in summer). However, the Backpacker has a pretty cool vibe, and is extremely convenient to historic Charleston and Funky Folly Beach. The Backpacker is for backpackers and nature lovers.

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, 733 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 #ST260371, MP Business License # 20132659

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.

Guest favourite
Home in Mount Pleasant
4.91 out of 5 average rating, 187 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
A tranquil waterfront view features a dock extending into calm waters, framed by lush greenery and trees. A hammock can be seen suspended from the dock, inviting relaxation. The sunlight glistens on the water's surface, creating a serene atmosphere.
Guesthouse in Charleston
4.99 out of 5 average rating, 323 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
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.
Apartment in Mount Pleasant
4.93 out of 5 average rating, 350 reviews

The Coastal Getaway! A perfect spot for couples!

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 private entrance, this apartment has no shared indoor space. A private parking spot to boot. A short drive to Sullivan's Island beach. Many restaurants within walking distance. Downtown Charleston is a ten-minute drive. Past guests have loved their stay! Check out the many 5 Star reviews! Permit ST260356 BL# 20132914

Top Guest favourite
Home in Charleston
4.96 out of 5 average rating, 538 reviews

Downtown Charleston abode w/ bikes, 4 Beds

Welcome to our chic 2 bedroom + 2 bath second floor unit just steps away from Charleston's historic Hampton Park. Enjoy sunset bike rides, 5 minute walks to downtown's hottest restaurants, and views of the Citadel from your front porch. This stylish home comes equip with a fully stocked kitchen, beach towels, games, baby equipment, workspace, washer/dryer, WiFi, off-street parking, bikes, and much more! Live like a local in Charleston's most coveted neighborhood.

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, 226 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, 231 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.

Superhost
Apartment in Charleston
4.76 out of 5 average rating, 139 reviews

Joyful Escape | The Negroni Suite

Stay in the heart of Upper King Street in this newly renovated 1-bedroom, 1-bath apartment, perfect for couples or solo travelers. You’ll be steps from Charleston’s best restaurants, bars, and historic sights, making it easy to experience the city like a local. Please note this home is located in the lively nightlife district, so some ambient noise may be present, ideal for guests who want to be close to the action! Permit Number: 05770

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, 400 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

Popular amenities for Drum Island holiday rentals