Charleston, SC 5+ Bedroom Vacation Rentals

Welcome to your ultimate waterfront escape just mins. from Folly Beach and the appeal of downtown Charleston. This roomy home offers an memorable setting for family vacations, group getaways, or special events. Savor impressive water vistas, a...

Welcome to 93 Spring Street, a charmingly 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...

Encompass yourself in the history of Charleston by staying in this freshly refreshed 1890`s single home. This entire two story home offers guests all the aesthetic features of a Charleston Single House from its enormous double piazzas with blue...

About this spaceALL NEW, entirely modernized home one block from King Street- 2 rooms w/ king beds, 3 rooms w/ queen beds, living room w/ king pullout couch- Flexible check-in / out times- Multiple private outdoor patios- 2 off-street parking spots...

Summary:Welcome to The Ivory and Oak Lofts, a striking 8-bedroom, 6-bathroom historic home located in the heart of Charleston. This elegantly restored property blends timeless appeal with modern amenities, offering an exceptional space for huge...

Summary:Feel Charleston appeal in this newly remodeled 5BR/5BA getaway just one block from King Street. Comfortably sleeps 11 with luxe king beds, modern open living spaces, and a completely equipped kitchen. Savor Intelligent TVs, high-speed WiFi...

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...

Permit Number: 05740The Space: Stay in the heart of Charleston in this gorgeously restored 1890s home just steps from King Street, offering six bedrooms and six and a half bathrooms across two private floors, ideal for sizable groups seeking...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in gorgeous downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

Summary:OP2026-07256OP2026-07257Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still savor a bit of breathing room. With...

Summary:Welcome to the Rosemary House-Suite C at The Preserve, a cavernous and elegantly appointed residence occupying the upper floors of a elegantly preserved historic home. With 5 bedrooms and 5 bathrooms, this property offers ample privacy and...

East 42 A & B is the combined listing for the two homes below. These two pretty homes can be connected via the fire door in the hallway creating a striking five bedroom, five bathroom, with a queen murphy bed for flex linens, and two private parking...

Summary:Welcome to your Charleston gathering spot, a cavernous 6-bedroom home constructed for sizable groups seeking style, flexibility, and unbeatable walkability. Featuring two high end kitchens, generous living spaces, and just one block from...

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...

Permit Number: 05934The Space: Welcome to Casa Bella, a gorgeously remodeled Charleston getaway offering space, style, and historic appeal in the heart of downtown. Ideal for enormous groups of up to 11 guests, this unique property includes two...