Holiday rentals in Drum Island

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Top-rated holiday rentals in Drum Island

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Top guest favourite
A private landscaped courtyard features a light gray stone surface, surrounded by lush greenery. Several black metal chairs and a table are shaded by a red umbrella. Two wooden benches are positioned along the edges, adding to the inviting atmosphere.
Home in Charleston
4.96 out of 5 average rating, 454 reviews

Charming 2 Bdrm/3 bath Cottage by Marion Square

Wake up refreshed in the carved four-poster and curl up on the tan leather couch under the skylights in this charming brick house built in 1802. Gather for a leisurely breakfast in the morning, or cocktails in the afternoon in the illuminated, landscaped courtyard. #BL005522012017 Not recommended for children. This entire home was renovated in 2017. This charming cottage has sleeping for six. The first floor has a queen sleeper sofa in the living room plus a full bath off of the living room. The second floor has two bedrooms - one king bed with private bath and one queen bed with private bath. The bedrooms and the living room have new flat screen TVs. Hardwood flooring and tile throughout. New stainless steel appliances and granite counter tops in the kitchen. Linens are Eqyptian cotton and the towels are plush! The guest cottage is very comfortable and clean! There is a private lighted, landscaped courtyard with a table and chairs and a Charleston bench. Guests have access to the entire house and a private, landscaped and lighted courtyard with table and chairs. There is on-site parking for 2 cars. I do not live on the property, but am available if needed. The property is around 300 feet from King Street, the major shopping and dining center in the heart of downtown Charleston. The property is located near the intersection of King and Calhoun Streets. Marion Square, Gaillard Center, and other activities are within easy reach. This location is in the center of the downtown activity with great access to shops and restaurants on foot. DASH is a free shuttle service for the Historic Peninsula area of the City of Charleston. One of the trolley stops is 1/2 block away.

Top guest favourite
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guest house in Charleston
4.99 out of 5 average rating, 226 reviews

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Top guest favourite
The exterior view features a light blue house with a porch and a dark green picket fence. A driveway leads to a garage marked with a white door. Lush green grass surrounds the area, contributing to a peaceful atmosphere.
Flat in Charleston
4.92 out of 5 average rating, 277 reviews

Daniel Island Studio For Your Enjoyment!

Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

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, 432 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
Home in Mount Pleasant
4.91 out of 5 average rating, 196 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 BL-24-019339

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, 132 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

Top guest favourite
The entrance features a solid wooden door with six panels, bordered by two wall sconces providing warm, ambient lighting. A potted plant adds a touch of greenery, complementing the clean lines of the contemporary home exterior.
Home in Mount Pleasant
5 out of 5 average rating, 263 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 spacious bedroom features a black metal bed frame adorned with white bedding. Two stylish chairs are positioned beside large windows offering views of the surrounding landscape. A wooden dresser and a woven area rug add elements of comfort and warmth to the room.
Guest house in Charleston
4.98 out of 5 average rating, 234 reviews

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

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
5 out of 5 average rating, 400 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, 246 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 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, 493 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.

Top guest favourite
A welcoming cottage exterior is showcased, featuring a pale brick facade and a sloped roof. The front entrance is highlighted by a wooden door, flanked by black shutters. Lush green grass and neatly trimmed shrubs provide a neat and inviting landscaping.
Home in Mount Pleasant
4.99 out of 5 average rating, 118 reviews

Mt Pleasant Cottage-Downtown, Shem Creek & Beaches

Make the most of your visit to Charleston by staying at this fully renovated cottage in the heart of Mount Pleasant! This property offers an open floor plan, deck area, and spacious backyard. Conveniently located just minutes away from Shem Creek, Downtown Charleston, Isle of Palms, Sullivans Island, and a variety of restaurants/shopping! -12 mins to Isle of Palms -13 mins to Sullivans Island -12 mins to Shem Creek -14 mins to Downtown

Popular amenities for Drum Island holiday rentals