Charleston, SC 5+ Bedroom Vacation Rentals

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...

Located peacefully on coveted Spring Street, this striking 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 enormous groups or...

Summary:This home has everything you need for the ideal group trip to Charleston. Located in the heart of Downtown in a safe, charming neighborhood, The Rose features six gorgeously refreshed bedrooms, two full kitchens, and two roomy living areas...

Summary:Welcome to Magnolia House, a sizable 6 bedroom, 3 bathroom two-story Charleston style home that blends timeless character with comfortable, modern touches. Ideal for families or groups seeking space, beauty, and convenience in one place...

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:Located on King Street, Charleston’s most appealing and beautiful retail, entertainment, and dining corridor, The Overlook on King is one of Charleston’s newest and most opulent properties. The highlight is a one-of-a-kind rooftop...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and newly modernized, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight gorgeously refreshed bathrooms...

Summary:Feel Charleston in this sophisticated 5-bedroom, 4-bath getaway designed for families or groups of friends who value comfort, space, and style. Located in a prime neighborhood, you’ll be close to vibrant dining, historic appeal, and the...

Summary:Feel Charleston in style at this 5BR, 4.5BA home where historic appeal meets modern design. Each king bedroom offers comfort, three with private en-suites. Gather in the roomy living areas or prepare in the entirely supplied kitchen before...

Summary:Welcome to The OakTree, your boho-chic haven in the heart of downtown Charleston, where artistic flair meets generous space. Ideal for sizable groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

Summary:Welcome to The Charlee Flats, an award-winning architectural gem and brand-new 16-bedroom getaway constructed for memorable Charleston stays. From sleek modern interiors to roomy gathering areas, every detail is designed with comfort and...

Summary:Step into your Charleston escape! A chic 5-bedroom, 4-bath getaway designed for comfort and connection. Ideal for families, groups, or friends traveling together, this roomy home combines modern finishes with timeless Southern character.The...

Feel the epitome of modern Charleston living in this gorgeous 5-bedroom, 5-bathroom vacation rental, aptly named The Soiree. Located in the heart of downtown Charleston, this extravagant abode offers an unbeatable location. Upper King Street, just a...

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 appreciate a bit of breathing room...

Summary:Welcome to The Grandiose Estate, a private getaway in the heart of downtown Charleston, SC. Located within a meticulously restored historic home, this exclusive property features four completely furnished residences, creating the ideal...

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

Summary:Discover Blue Magnolia, your chic 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...

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a elegantly reimagined historic 6-bedroom, 6.5-bath home in the laid-back Radcliffborough neighborhood, thoughtfully designed for groups of up to twelve guests!Spanning three cavernous...