Holiday rentals with breakfast in French Quarter

4.85 out of 5 average rating, 325 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.

Cottage in Riverland Terrace

4.96 out of 5 average rating, 142 reviews

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.

5 out of 5 average rating, 36 reviews

Home in Park Circle

•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.

5 out of 5 average rating, 22 reviews

Downtown Home: Rooftop, Breakfast, Walker's Dream

*Welcome to Your Perfect Charleston Getaway with Rooftop overlooking Charleston!* BREAKFAST Foods INCLUDED, see details Eggs Bagels Fruit: Blueberries, Strawberries, Bananas (based on seasonal availability) Granola/Cereal Yogurt Organic Milk Creamer K Cups Orange Juice Tea Bags Bottled Water Off street parking -4 Bedrooms with 5 bathrooms and 2 Bonus Rooms -Sleeps 13 guests comfortably -Gourmet Kitchen - Contactless check-in and check-out -Washer/Dryer **We can’t wait to welcome you!**

Guest suite in West Ashley

4.99 out of 5 average rating, 399 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!

4.91 out of 5 average rating, 129 reviews

Home in Park Circle

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

5 out of 5 average rating, 11 reviews

Boutique. Sleeps 4-6 Curated. Luxury. Location.

House Golf cart available. Experience boutique luxury in the heart of downtown Charleston. At Concept House, every detail is curated—from locally sourced furnishings to serene, stylish spaces that invite you to unwind. Enjoy the charm of a boutique hotel with the comfort, space, and privacy of a luxury home. Try one of our curated experiences: private shopping, massages, and other local treats. Let Concept House be your home base for unforgettable moments. xo Concept House

4.97 out of 5 average rating, 145 reviews

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. Once you book with us, a Grocery service is just a click away so your kitchen will be stocked with all your requests before your arrival. 2 pets allowed. ZSTR012501107

Guesthouse in West Ashley

4.9 out of 5 average rating, 639 reviews

Cozy Cottage w Games, Firepit, Grill, and More!

Centrally located cottage perfect for exploring the wonders of Charleston! - Amazing location; quick drive to downtown, minutes from Avondale, 12 miles to Folly Beach. - On a beautiful 9 mile bike & walking path - Backyard oasis with games, firepit, grill, and outdoor dining space - Beach chairs, cooler, and umbrella available - Updated interiors with king bed, games, streaming, and fast wifi Enjoy the perfect home base to explore the Lowcountry. We can't wait to host you!

Tiny home in Riverland Terrace

4.83 out of 5 average rating, 429 reviews

The Cashmere Guest Suite - PERFECT LOCATION!

SANITIZED THOROUGHLY BETWEEN GUESTS! Luxury private suite behind an historic home, the Cashmere Cottage is located in beautiful, Live Oak-filled Riverland Terrace - less than 3 miles from downtown & 8 miles from Folly Beach. You'll feel like royalty in this condensed space with luxury linens, fully ADJUSTABLE BED (!!), plush towels & robes, coffee bar with mini-fridge, & huge bathroom with a gorgeous frameless shower & salon-quality products to pamper yourself.

4.88 out of 5 average rating, 191 reviews

Rooftop Patio, Unparalleled Views in 3-story Home

Experience the charm of Carriage on Cannon, a stunning 3-bedroom home in downtown Charleston. Enjoy the elegance of this three-story residence, complete with porches and a rooftop patio offering breathtaking panoramic city views. Located just two blocks from the vibrant Upper King Street, you'll have easy access to Charleston's best dining and design district.