Vacation rentals with breakfast in Folly Island

The exterior of a charming purple house showcases a welcoming entrance with a white door and matching trim. Potted plants accentuate the space, while the second-floor balcony features a light blue ceiling. The surrounding landscaping includes a small shrub area and a gravel pathway.

4.85 out of 5 average rating, 334 reviews

Trendy Downtown Upper King Area~Rutledge Retreat B

In the emerging area known as Cannonborough/Elliotborough. Built in the 1800's but all modern conveniences. In renting this newly renovated 2 bedroom apt you will find yourself within blocks of historic parks, sites, stores, restaurants, bars & all that the revitalized Upper King has to offer. NOTE: This is a 2 person/1 BDRM Booking Rate with full, private use of all common spaces with one BRM blocked. A $25 per person, per day for all persons over 2 includes use of both BRMS. Sleeps 1-4 people.

4.94 out of 5 average rating, 51 reviews

Home in North Charleston

Creekside Bungalow, Park Circle, 15m dtwn CHS

Welcome to Creekside Bungalow, our charming 2+ bedroom vacation rental nestled in the heart of Park Circle, North Charleston right by the Noisette Creek. This stylish home provides the perfect retreat for your Charleston getaway. Sleeps 8 with a fully fenced in backyard great for pets. Additional WFH Desk area upstairs. Situated in the vibrant and developing Park Circle Neighborhood. Proximity to downtown Charleston and beaches makes it an ideal home base for exploring. Permit Number - 20250529

Guesthouse in Summerville

An airy loft space features a suspended wooden swing, inviting relaxation under the high, timbered ceilings. Natural light streams through large windows, illuminating cozy furnishings including a bed and a dining area with a wooden table. Unique decor elements enhance the overall character.

4.98 out of 5 average rating, 731 reviews

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

4.96 out of 5 average rating, 143 reviews

The spacious bedroom features a king size bed adorned with soft linens and decorative pillows. A Victorian love seat is positioned nearby, complemented by a large area rug. Natural light filters through blinds on multiple windows, while a flat screen TV is mounted on the wall.

Cottage in Charleston

Southern Cottage between downtown and beaches

Newly renovated cozy cottage provides the Low Country experience you & your family are looking for. Enjoy Riverland Terrace, a quiet & hospitable neighborhood centrally located in Charleston. Only a short 10 min drive to downtown, 15 min to Folly Beach, & 20 min from the Charleston International Airport. Kitchen is fully stocked, the coffee bar includes coffee and Nespresso pods. Grocery stores within 2 miles. Comfortable King, Queen, Full & 2 twin beds. Free parking, fast wifi, pet friendly.

Superhost

The exterior of a historic multi-story home is shown, featuring pastel blue siding and white trim. A welcoming porch with white railings is complemented by large windows. Brick steps lead to the entrance, surrounded by greenery and a small outdoor space.

4.89 out of 5 average rating, 28 reviews

Cozy Stays by King Street Penthouse, Breakfast

*Welcome to Your Perfect Charleston Getaway!* Established in 1872 Experience our ALL NEW, renovated, Cozy Stays by King Street Penthouse Suite **Upstairs unit only, 3rd & 4th floor condo** - 4 Bedrooms with 4 NEW bathrooms - Sleeps 12 guests comfortably - Spacious Private Piazzas - Large outdoor yard (common) - 2 Off-street parking spots - Easy check-in and check-out - Close proximity to the best restaurants, boutiques, bars, and best attractions - Washer/Dryer We can’t wait to welcome you!

5 out of 5 average rating, 41 reviews

The exterior of a charming home is viewed from the street, framed by a large, majestic oak tree. The house features a light-colored façade, decorative window awnings, and a garage on the right. Surrounding landscaping includes tidy shrubs and a ground cover, providing a welcoming atmosphere.

Home in North Charleston

•Charleston Cottage• central to Airport & Downtown

Welcome to our charming 3-bedroom, 1-bath home nestled in the heart of Park Circle, North Charleston! Whether you’re visiting for a family vacation, a romantic getaway, or a business trip, our home offers the perfect blend of comfort and convenience. Centrally located, Park Circle is just minutes from North Charleston’s best dining, shopping, and entertainment. With downtown Charleston’s historic charm and beaches a short drive away, our home is the perfect base for exploring the Lowcountry.

Guest suite in Charleston

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.

4.99 out of 5 average rating, 414 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!

4.92 out of 5 average rating, 130 reviews

A charming white cottage is framed by a newly built wooden fence, with green lawn and mature trees surrounding the property. The cottage features a light-colored roof and a welcoming front walkway leading to the entrance, adorned with hanging plants for a touch of color.

Home in North Charleston

Katie's House

Open concept, living room, dining, fully stocked kitchen 3 bedrooms 2 baths, screened backporch, washer/dryer, self-check in. Outdoor security cameras. Central heating/air. Fast Wi-Fi. The house is a smart home with smart TVs, radio/CD player. CVS next door, dog park behind CVS. Airport 12 min, Amtrak 3 min Tanger outlet/Walmart/Sam's Club 8 min, downtown Charleston 17 min Beaches 20-30 min. Restaurants, Old North Charleston 3 min. North Charleston Short-Term Rental Permit 2025-0583

4.97 out of 5 average rating, 145 reviews

A screened-in porch features two red rocking chairs positioned around a small glass-topped table. The porch overlooks a natural landscape with trees and a fenced area in the distance, offering a peaceful view of the outdoors.

Cottage in Johns Island

Pet Stay Free, Near Charleston and Kiawah!

This is an all outdoors vacation experience! Nature entertains you like a moving picture of your daily life. Relax in a private corner of our farm. Fish, paddle board, canoe, hike trails, watch horses, & bird watch. Or have a quiet dinner in our cozy space with a full kitchen. Bring your bikes to ride our trails. By booking, you agree to sign a rental contract that includes specific rules about property use and safety." Come and enjoy our Farm with up to 2 pets allowed. ZSTR012501107

A modern living area is highlighted by a green sectional sofa facing a large flat-screen TV. Decorative shelving is positioned against the wall. Large windows allow natural light, complemented by potted plants. A patterned rug covers the floor, adding texture to the space.

4.92 out of 5 average rating, 13 reviews

Stylish Coastal Home + Custom Pool

Welcome to our modern luxury home — thoughtfully designed for comfort. Featuring 2 king bedrooms, spa-like baths with soaking tub and dual showers, a chef’s kitchen with Dacor appliances, and a cozy fireplace in the master suite. Enjoy the pool, hot tub, gas fire-pit, and basketball court year around. We created this home to be a true retreat, not a typical rental, and we love sharing it with guests who appreciate beautiful spaces and want to feel at home on their vacation. #LIC061288