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Holiday rentals 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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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, 402 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
In the foreground, a dolphin gently surfaces in the calm blue water. In the background, a historic lighthouse stands tall against a clear sky, with coastal vegetation dotting the shoreline.
Flat in Mount Pleasant
4.94 out of 5 average rating, 392 reviews

Kate's Place: The romantic retreat on the coast

Welcome to Kate's Place, a cozy and very clean vacation getaway in Mt. Pleasant. Many guests have described Kate's Place as an ideal retreat, given its close proximity to beaches (one mile away) and restaurants. Downtown Charleston, a ten-minute drive. This apartment has an exterior door with no shared indoor space. A private parking spot to boot! You'll love Kate's Place! Perfect for two! Do check out all the 5-STAR reviews! TOMP Permit Number - ST260355 TOMP BL# - 20132913

Guest favourite
A spacious studio guest house features a wooden bed with crisp linens and soft lighting from bedside lamps. A small dining table is paired with modern chairs, while sliding glass doors offer a view of the lush outdoor patio. Natural light brightens the serene space.
Guest house in Charleston
4.92 out of 5 average rating, 151 reviews

Studio 77 in dt Charleston with bikes

Serene studio guest house in downtown Charleston nestled in a unique wooded yard. Easily walk or bike down the block and enjoy King street's shopping, restaurants, art, and more. Start your day off on the right foot with a cup of coffee while relaxing in your private patio. With on and off street parking available the only thing you will need to worry about is deciding on your days schedule. Bikes are part of the Studio 77 experience- you are ready to take on Charleston as the locals do!

Guest favourite
The exterior of the two-story apartment building is showcased, featuring a light green facade and a metal roof. Multiple balconies with white railings and orange doors are visible. Surrounding foliage adds a natural element, while a gravel driveway leads to parked vehicles in front.
Flat in Charleston
4.92 out of 5 average rating, 596 reviews

Cannon St. Suite D

Location Location Location this upstairs one bedroom apartment renovated to the studs in 2015 right in the heart of down town Charleston. Located at Cannon apartment D 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, stainless steel appliances, stackable washer-dryer, new furniture outfitting the entire apartment, front balcony and two onsite parking spots.

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.
Guest house 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 serene bedroom is highlighted by a textured wall featuring intricate designs. A spacious bed with a blue throw blanket sits centrally, flanked by two nightstands. Bright curtains frame the windows, allowing natural light to illuminate the space. A mirror reflects the calming color palette.
Home in Charleston
4.99 out of 5 average rating, 161 reviews

Private Balcony, 2 Living Rooms, 2 Blocks to King!

✨ Welcome to Azaleas on Spring – Suite B! 🌺 Notable amenities include: 🌿 Balcony overlooking historic Spring St 📍 2 Blocks to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🛋️ Bonus second Living Room 🚙 Street Parking for 1 Vehicle 😴 Comfortable Mattresses 📺 Smart TVs – Streaming Included! 🛜 High-Speed WiFi + Desk 🫧 Washer/Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee Provided 🚿 Hair Tools in Bathrooms 🎶 Record Player + Game Console

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, 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, 230 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.

Guest favourite
Flat in Charleston
4.86 out of 5 average rating, 140 reviews

Sweet Couples Retreat | The Vesper Suite

Stay in the heart of Upper King Street in this newly renovated 1-bedroom, 1-bath condo, 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: 05772

Top guest favourite
The guest suite features a cozy living space with a comfortable sofa and a dining table. A spacious bed is visible in the background, adorned with a plaid pattern. A kitchenette area is equipped with cabinetry and a sink, complemented by natural light from nearby windows.
Guest suite in Charleston
4.99 out of 5 average rating, 329 reviews

King Suite / Private Entrance

Newly renovated guest suite on the upper Charleston Peninsula very close to Hampton Park and the Citadel Military College. Spacious, Comfortable, Quiet, has parking and is about a 13 minute drive to the Historic/business district or catch the free shuttle bus 3 blocks away. please note that the kitchenette area does not include a stove. Also note the stairs to the second floor location in case mobility is an issue.

Popular amenities for Drum Island holiday rentals