Cottage holiday rentals in Charleston

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 BL24-000442

*Vacancy* King Bed 5 miles to Chas & Folly Pets OK

Location is key to this updated 2 bedroom, 1 bath private home centrally located between and 6 mi from downtown Charleston and Folly Beach. In an old neighborhood with 1/2 acre wooded lots, this is a very short and extremely quiet street with live oaks, magnolia trees and azaleas. Fresh and clean and with many windows, this private lodging is eclectically furnished...great art and new floors. Between the comfy beds and the silence, you should sleep well! We welcome everyone from anywhere!

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.

Entire Cottage! central to beach & downtown

ST250127 BL24011126 Enjoy your Charleston stay in this 2bd/2bath, stylish cottage set in a fabulous location! Enter your own private entrance overlooking a beautiful garden with shared backyard yet privately partitioned. Walking distance from a few restaurants, ice cream shop, pharmacy and grocery stores. Nestled in a quiet neighborhood between Sullivans Island beach and historic downtown. Head to the nearby Charleston Harbor and Shem Creek boardwalk for gorgeous views and amazing sunsets!

Trendy Downtown Upper King Area ~ Carriage House

Located in the emerging area known as the Cannonborough/Elliotborough neighborhood, in renting this renovated cottage you will find yourself on the peninsula within blocks of historical sites, stores, restaurants and all that the revitalized Upper King Area has to offer. The property is also outside of the flood zone. Please Note: If Charleston Carriage House is not available on your preferred dates, be sure to check out Rutledge Retreat A&B, both sleep 4 (located on the same property).

Super Cute Cottage in Park Circle!

Welcome to this peaceful and centrally located home in close proximity to Park Circle! This completely renovated home offers all of the conveniences that you could ask for and many comforts of home. Here you will find one king bed and one queen bed, a cozy living room, fully stocked kitchen, a private back yard, TWO BEACH CHAIRS for trips to the beach, and TWO BICYCLES for quick rides to the shops, restaurants, disc golf course, bars and breweries that the neighborhood has to offer!

Four Oaks Cottage at Park Circle

Experience Charleston’s hippest neighborhood in a recently renovated midcentury cottage. Walk steps to Park Circle's award-winning restaurants, or hop a 15-minute ride to downtown Charleston. Relax on the yard's tree swing after your Sullivan's Island beach day, then star gaze under hundred-year-old Lowcountry oaks. Stroll to nearby bars, breweries, distilleries, and shops in this historic, convenient, friendly, and local Charleston community. Short-Term Rental Permit 2026-0129

Cottage in the Oaks

Cottage in the Oaks is truly a dream cottage. Our goal was to make this cottage a restful, peaceful home away from home. We are nestled on 2.5 acres with multiple ancient Live Oaks. You will feel as though you are in a country setting but are only a 2 minute drive to the center of Historic Summerville, with multiple choices of restaurants, local shops and of course bars. Play pickleball? We know all the local courts and teams, we are happy to help you find a game!

Captain's Quarters

Nestled at the end of an avenue of Live Oaks, our lowcountry guesthouse offers a peaceful retreat with all of the modern conveniences. Our property is home to beautiful birds, turkey & deer. We are centrally located with easy access to downtown Charleston, Folly, or the airport in 20 minutes, 20 minutes to Kiawah, Seabrook and Wadmalaw Islands. Dinner nearby at Johns Island restaurants, Wild Olive/Royal Tern, or cook up your own fresh catch of the day!

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.

Luxury Beach Front Pet Friendly

Located minutes from the Morris Island Light House, indulge in the epitome of seaside luxury at our beachfront vacation home, where every detail has been thoughtfully curated to ensure a perfect retreat. Located directly on Folly Beach's pristine shores, this 2023 to the studs renovated cottage seamlessly blends opulence with comfort, offering a harmonious escape for you, your loved ones, and even your four-legged friends.

Quiet Cottage | Waterfront | Fire Pit

Welcome to our scenic waterfront retreat on Johns Island.We are a handicap friendly cottage with large, flat doorways and no steps. This 2-bedroom, 2-bathroom single-level home offers woods and garden views.There is a dock to Church Creek where you can fish, crab and kayak. The roads are great for walking and biking.. Families and couples will enjoy the serene beauty and wildlife at this comfortable, hidden gem.