Holiday rentals with breakfast in Charleston

Boutique. 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, photo session & other local treats. Let Concept House be your home base for unforgettable moments. xo Concept House OP2025-05787

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.

★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*

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.

•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.

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!

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 2026-0074

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. ZSTR122501367

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

Summerville, CHS, family, game room, swing set

We are 4 miles from Hutchinson Square in the Jedburg section of Summerville. 30 mls. to DT Charleston.Cozy and inviting 1600 square ft home on half acre in quiet neighborhood. Family centered property w/ high chair, crib, baby monitor and more. 2 Full Baths, Open floorpan living/main area. Board games, smart TV's for entertainment. Enjoy a soak in the tub, relax by the firepit, Swingset and playhouse for the kiddos, Game room. We look forward to hosting you! Min age to book :23

The Turtle's Nest (Waterfront)

The 2nd level queen bedroom of the Turtle's Nest may be one of the best imaginable as the room opens to a large shared deck leading to extensive River views where you can BBQ your freshly caught fish from the Folly pier or return from a day at the beach and watch the sunset. The first floor of the nest is spacious and comfortable with a fully equipped kitchen, additional queen bedroom and living room. Sleeps 4 comfortably/2 bathrooms Parking available for one vehicle

Spacious & Centrally located in CHS Lowcountry

This spacious, centrally located 3Br, 2 bath house is close to everything Charleston and the surrounding areas have to offer. We are close (10-20 min) from area beaches, historic downtown Charleston, Shem Creek (great seafood restaurants), CHS airport, shopping and golf. Equipped with a fully stocked kitchen, keypad entry, and memory foam mattresses. We have tried to think of everything to make your stay relaxing and enjoyable.