Holiday houses in Drum Island

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Top-rated holiday rentals in Drum Island

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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, 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 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, 503 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. ST250324 BL20139655

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

Guest favourite
The living area features a light-colored sofa adorned with a decorative pillow in shades of turquoise. A coffee table with a coastal-inspired design sits in front, and an acoustic guitar is mounted on the wall beside two doors painted in a matching soft blue.
Apartment in Charleston
4.98 out of 5 average rating, 175 reviews

Endless Summer Downtown CHS

This historic property was built in 1838 with original porches to this grand Charleston home. Full renovation in January 2023 to create the beachy, coastal, surf chic spot it is today. Updates include new kitchen, two new bathrooms & fresh paint. Relax surrounded by a fun vibe and great local art. Downtown dining and bars are a short stroll away but we are still tucked in the quiet neighborhood close to MUSC Hospital. Walkable to Upper King Street nightlife and dining.

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, 324 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
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
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, 227 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!

Guest favourite
The exterior of a two-story building is visible, featuring a light green façade with white trim. Palm trees and lush plants surround the entrance area. A wide porch is seen, inviting guests to relax while overlooking the sidewalk lined with additional greenery.
Apartment in Charleston
4.83 out of 5 average rating, 465 reviews

54 Cannon St. Apt. A

This beautifully restored apartment is centrally located in historic downtown Charleston, just a short walk from renowned shopping, restaurants, popular attractions and the C of C/MUSC campuses. Newly renovated to the studs in late 2017, the unit is fully loaded with new furniture, appliances and amenities. The updated kitchen is stocked with dishes, cookware, and utensils, perfect for families and larger groups. Washer/Dryer are in the unit.

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, 485 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