Charleston, SC 5+ Bedroom Vacation Rentals

West 242 B and 242 C are two appealing 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:Appreciate a refined antebellum mansion in historic downtown with amenities both new and crafted from Charleston history. This property features 9 unique queen bedrooms and 6 gorgeous bathrooms. This includes really Charleston private...

Summary:Discover the Palmetto on Spring, a striking 5-bed, 5.5-bath Charleston getaway. This modernized home spans three floors, featuring a detached guesthouse and a private rooftop terrace with city vistas. Ideal for sizable groups, it's just a...

Summary:Ideal for a sizable family! This listing is for the entire home. The home sleeps 16 guests total. Your stay just got an upgrade. 118 President Street now features a newly finished private plunge pool, sun deck with loungers, and outdoor...

Located in the city center, this welcoming vacation home brings all of Charleston within your reach. Upper King Design District is an painless 11-min. walk away, so you can leave your car at the property, which offers onsite parking, or jump in your...

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...

Summary:Welcome to your Charleston sanctuary, a attractively preserved 5-bedroom gem attractively located in the heart of downtown. Boasting historic architecture, broad common rooms, and thoughtful modern amenities, this home is ideal for families...

Summary:As part of the esteemed collection, The Heirloom, this impressive 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for sizable groups, this entirely modernized property combines two charming Victorian homes...

Welcome to the Tropic! Private single-family home with sizable screened-in porch and jungly backyard less than 10 mins. to downtown and 15 to beach. Walkable to coffee stores, bars and dining. Outdoor dining, grille and deck, tropical plants, a work...

Summary:Welcome to The Chapel, a elegantly restored 8-bedroom gem in Charleston where character, comfort and convenience come together. Ideal for huge families or groups, this home offers cavernous common areas, handsome design details and a...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These delightfully appointed units are found on the second floor of a historic building on King Street (above Sewing Down South, as seen on “Southern Charm”).Step into the building...

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- Great for huge groups—spend time together, but everybody can have their space!- Open-air porches, welcoming living areas & cavernous...

Welcome to The Lowcountry House, a delightfully restored 5-bedroom luxury getaway in the heart of Downtown Charleston with a Private Heated Pool. Originally constructed in the 1860s, this home exudes Lowcountry appeal with handcrafted details and...

Summary:Feel timeless Southern elegance at The Brooke Haven, a Carolopolis Award-winning 1885 historic manor in Charleston. This opulent 6-bedroom, 6.5-bathroom getaway is ideal for groups, featuring designer furnishings, a modern kitchen, and a...

Summary:Welcome to Cannon Collective, a roomy 5 bedroom home in downtown Charleston full of character, elegance and prime access. Ideal for enormous groups, families or gatherings looking for comfort, appeal and space. You will find yourself walking...

This combined listing for South 105 A, B, & 105.5 is a great space for sizable 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 Spring...

Our property is a legally allowed vacation rental as required by Charleston City ordinance. Our certificate of operational number is OP2024-05539One block from the heart of the entertainment district of Upper King Street. You will know you are in...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These charmingly appointed units are found on the second floor of a historic building on King Street (above Sewing Down South, as seen on “Southern Charm”).Step into the building...