Charleston, SC 5+ Bedroom Vacation Rentals

Summary:Feel High Society in this handsome 4-bedroom, 3-bath home in Charleston’s Historic District. Unwind on private balconies with city vistas and appreciate the rare perk of off-street parking for four. Just blocks from King Street and the...

Summary:Welcome to your Charleston getaway where artistry meets comfort and privacy. This stay features a main home plus a private carriage home, offering space, style, and a sense of getaway. Ideal for families or groups wanting design-forward...

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

Permit Number: 06280The Space: After February 2026, appreciate a brand-new private pool in the enclosed backyard, photos coming soon!Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property is thoughtfully designed for huge...

Summary:Stay in this freshly remodeled 5-bedroom, 5-bathroom downtown getaway accommodating up to 12 guests. Featuring open concept living areas, a completely equipped kitchen, opulent king beds, and off-street parking. Just one block from King...

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...

Summary:Welcome to your Charleston sanctuary where historic appeal meets roomy luxury. This 5-bedroom getaway offers a generous 3,000 square feet of charmingly appointed space. Ideal for families or groups who want delightful design, room to spread...

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

Summary:Welcome to your Charleston hideaway, a thoughtfully designed 5-bedroom, 3-bathroom getaway spanning two separate units in one property. Ideal for families or groups, this home offers the rare combination of double kitchens and living rooms...

East 42 A & B is the combined listing for the two homes below. These two splendid 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...

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 totaling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired Spring...

Summary:Draped in Spanish moss and located within a striking Charleston neighborhood, this freshly remodeled enormous 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently refreshed in September 2025, this...

Summary:Discover Blue Magnolia, your modren and roomy Charleston getaway. This 7BR/4BA home combines classic Southern appeal with modern comfort, making it ideal for families or groups. Unwind on the inviting front porch, soak in the airy interiors...

Summary:Welcome to the Gardenia House in the Preserve, a distinguished luxury residence located in the heart of downtown Charleston. This handsome property offers two exclusive suites within a cavernous layout of 7 bedrooms and 7 full baths, making...

DOWNTOWN LUXURY — THE CRYSTAL PALACEA restored 1850s Charleston Single glowing with chandeliers in every room, unmatched downtown walkability, amazing parking, and fast access to Charleston’s best beaches and waterfront dining.The Crystal Palace...

Encompass yourself in the history of Charleston by staying in this freshly modernized 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it enormous Piazzas, private roof top deck and...

Summary:Welcome to Six on Cannon, a cavernous 6 bedroom 2 bathroom home ideally suited for families, friends, or get-togethers who want room, style, and downtown convenience together. Recently furnished and thoughtfully arranged, it gives you all...

This listing is combined of two traditional style Charleston row homes with great outdoor space. The two homes are directly beside each other and have their own separate entrances. Each home has plenty of space to all gather together may it be...