Charleston, SC 2+ Bedroom Vacation Rentals

Tucked just beyond the main home and set back from the street in the sought-after Cannonborough–Elliotborough neighborhood, The Retreat Downtown offers a calming, private escape while keeping you just steps from the energy of Upper King...

Summary:A short walk from King St. 'The Bermuda' is a cavernous private historic property. The property offers an open kitchen & living area, along with traditional southern piazza. Plenty of space for guests to relax. Property amenities also...

Located peacefully on coveted Spring Street, this appealing standalone duplex features eight roomy bedrooms and eight full bathrooms, just steps away from Cannon Green and just three blocks to historic King Street. Ideal for sizable groups or...

Totally modernized in 2025 -- Stay comfortably in Charleston at this 4-bedroom home. Each bedroom features a king bed, ensuring a pleasant nighttime's sleep for all guests. With amenities like a washing machine, WiFi, and AC, your stay will be both...

Summary:Feel true Charleston appeal in this modernized historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9 bedrooms (each with its own FULL en-suite bathroom), 3 full kitchens, outdoor porch space...

Summary:Appreciate sleek living in this modern 4-bedroom unit at The Charlee. With elevator access, your own EV charger, and a BBQ grille for alfresco evenings, what more could you need. The clean lines and modern decor set the ideal backdrop for...

Permit Number: 05685The Space: Welcome to The Gemstone, a delightfully designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for sizable groups in the heart of Charleston!With two full levels of living space, this...

Come stay within Charleston's historic Garden District and discover our amazing city! This handsome, charmingly refreshed home is within simple walking distance of the Gaillard Auditorium, Marion Square, the Charleston Museum, South Carolina...

Summary:This cavernous 2-bedroom, 2.5-bath condo on James Island offers the comfort, convenience, and location you need to appreciate everything the Charleston area has to offer.Located in a peaceful residential community, you'll be just mins. from...

** July Special! **Tucked away South of Broad, on one of Charleston's most famed streets, you will find a unique, historic home that has been converted into two apartments with historic touches. Charmingly Charleston with a View is a second-floor...

Summary:Stay at The Dunes on Spring, our elegantly remodeled 1905 Charleston Victorian duplex home in the heart of Cannonborough. Just 2 blocks from King Street, this striking property features nearly 2600 square feet of ideally designed space. The...

West 242 C is a gorgeous standalone home located in the heart of the Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime downtown Charleston location offers painless access to the best eateries, coffee...

If you want to experience Charleston Hospitality at it's best look no further. The host and hostess of this handsome property make your stay really one you will never forget. Park your car in the driveway and never move it again. Walk through the...

Summary:Step into this versatile dual-flat home on historic Cannon Street where you can savor both privacy and shared spaces. Ideal for families, friends traveling together, or couples seeking separate retreats, each flat offers its own appeal but...

This Townhome on James Island has been remodeled from top to bottom. When you come to stay at our abode you will be surprised at how well supplied the home is. Linens, beach towels, completely outfitted kitchen with pots/pans, baking tins, kitchen...

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...

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...

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