Charleston, SC 5+ Bedroom Vacation Rentals

Summary:Welcome to the Thomas Waring House at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. Comprising 4 separate units, this broad property features a total of 11 bedrooms and 11.5...

Summary:Welcome to this elegantly modernized historic residence occupying the entire second and third floors of a classic home on impressive Spring Street. Enhance your hideaway with our modern exercise center with peloton and infrared sauna...

Summary:Feel Charleston in style at this 6BR, 4BA Crosstown getaway just one block from King Street. Designed for up to 14 guests, the home combines modern finishes with cavernous comfort. Appreciate multiple living areas, a entirely equipped...

This combined listing for South 105 A, B, & 105.5 is a great space for enormous groups. Each unit has 4 bedrooms, and 4.5 bathrooms totalling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired...

Summary:Bring everybody together in this cavernous 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

Sleeps up to 16! This modern, newly refreshed home consists of 2 enormous apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

Summary:Feel Charleston in this striking two story, 5 Bedroom + 6 Full Bathroom Home! A classic Charleston Single on Coming Street, steps from famed King Street. Savor painless access to local bakeries, coffee stores, top-notch eateries and bars...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most gorgeous neighborhoods, Heirloom on Cannon is a striking 7-bedroom, 5-bath home captures the essence of Southern grace with modern amenities. Every detail from the fresh paint...

Completed in February 2025, The Chateau is a fresh take on the Charleston experience, revitalizing Charleston’s appeal with modern elegance. While we deeply savor the historic structures that define the city, The Chateau offers a new kind of...

Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...

Permit Number: 07351The Space: Welcome to Athena — a cavernous 3-story downtown getaway constructed for gathering. With 5 bedrooms, 3.5 baths, a extravagant private pool, and a bright open layout, this home is ideal for families and bigger groups...

26 Bee Street features two distinct units in Charleston's beautiful Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each charmingly restored to showcase historic appeal...

West 242 B and 242 C are two striking standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers painless access to Charleston's best...

Summary:Take it simple on the porch after a long day at the beach, then pull up a chair for a casual dinner. This charming duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your ideal...

Permit Number: 05608The Space: Rutledge Avenue Inn, Units A, B and C, is a gorgeously restored 5-bedroom, 5-bath Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests savor exclusive...

Summary:Welcome to this refined 6-bedroom, 6-bathroom home from The Heirloom collection. Professionally designed and freshly remodeled, it offers fresh comfort mins. from King Street’s vibrant energy, ideal for huge groups seeking luxury and...

Welcome to 93 Spring Street, a delightfully restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this roomy home has been thoughtfully divided into two separate...

Summary:Meet The Charlee on Cannon, a fresh take on luxury stays in the heart of downtown Charleston. This freshly constructed five-bedroom getaway was designed for effortless group getaways, featuring sun-filled living spaces, a chef's kitchen, and...