Holiday rentals in Drum Island

Historic City Charm | Private Modern Luxe

Turn back time, in this historical home, downtown Charleston, waltzing across polished wood floors past huge sash windows in a period loft. Heritage colors, design, and a mix of new and traditional pieces like an old-fashioned writing bureau add to the grandeur of 12-foot ceilings and original fireplaces. Ideal for a Couple, on a romantic getaway or a girls weekend in the top city of Charleston. Private, spacious 1,000 sq. ft. Private, off-street Parking with EV charger. Permit: OP2024-05063

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.

5 STAR 1bd/1ba Shem Creek Retreat in #1 MtP area!

The Treehouse is a private, cozy, modern retreat in the hippest area of Mt. Pleasant - right between downtown & the beaches for easy access to both. Located less than 5 mi. from Sullivan's Island, less than 2 mi. from the Cooper River Bridge (to downtown Charleston), and just a short walk from Shem Creek, you won't find a better place to stay in the Holy City. *Minimum age required to rent: 21 years old. Children welcome with adult accompaniment.*STR PERMIT #: ST250220 SC BUS. LIC #: 20104817

Petite Maison- guesthouse, Downtown Charleston

Take it easy at this tranquil and gorgeous getaway located in the quiet and trendy downtown neighborhood of Wagener Terrace. Newly renovated, this stylish guest house is just 2 miles from the center of historic Charleston. Petite Maison is the perfect stay for couples or singles looking to live like a local in this popular downtown neighborhood. Enjoy a quiet walk or bike ride to Hampton Park and some of the best restaurants and bars in the city. Residental STR Permit # OP2023-04086

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 #ST-250354 - License #20121152

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# OP2024-04998

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! ST240301 MP BL 20109677

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.

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.