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Charleston, SC 5+ Bedroom Vacation Rentals

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158 rentals found
Grand 10 BR Charleston Home with Speakea...

Summary:Draped in Spanish moss and located within a appealing Charleston neighborhood, this newly remodeled huge 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Freshly modernized in September 2025, this historic...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
11 Bed Compound for Large Groups, Prime ...

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 entirely furnished residences, creating the ideal setting...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Patio • Porches • Parking • 2 Bloc...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Enormous Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
Boho Rosa | Famous Pink House with Pool ...

Summary:Welcome to Boho Rosa, an award-winning, modernized Charleston-style home where vibrant design meets classic Southern appeal. With its memorable pink exterior and professionally decorated bohemian-chic interior, this home offers a really...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Blue Magnolia | Perfect for Large Groups

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...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
Designer Chic 6BR Full Downtown Charlest...

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...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Hot Tub • Private Courtyard • 1 Bloc...

Summary:✨ Welcome to The Palms of Charleston! ????☀️ Giant Private Courtyard with Hot Tub???? 1 Block to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Sizable Groups – Families, Wedding Guests...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Entire Mansion Circa 1852 in Historic Ch...

Summary:Savor a refined antebellum experience with amenities both new and crafted from reclaimed pieces of Charleston history. This property features 9 unique queen bedrooms and 6 pretty bathrooms. This includes really Charleston private porches and...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Casa Bella - Your Oasis in the Heart of ...

Permit Number: 05934The Space: Introducing Casa Bella: A Charming Charleston Retreat with Ample Space and Serene YardLocated in the heart of Charleston, Casa Bella offers a freshly-refreshed haven boasting 6 bedrooms, 4 bathrooms, and divided into 2...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Third Floor Private Sundeck! | The Posei...

Permit Number: 06282The Space: Welcome to The Poseidon — a roomy downtown getaway just off Spring Street. With 5 bedrooms, 3.5 baths, and an open layout constructed for gathering, it’s an ideal setup for families and bigger groups.Cozy. Central...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
The Parthenon Suites | 2 Blocks to King ...

Permit Number: 05086The Space: Two homes. Ten bedrooms. Walk to King Street.This broad Charleston getaway is designed for huge groups who want space to gather without sacrificing privacy. Tucked on a peaceful street just a 6-min. walk to King...

  • Charleston
  • 10 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
Whole House|Downtown|Sleeps 16

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Marquee On King & Historic Market!

Permit Number: 51196The Space: Welcome to The Marquee, a roomy two-level condo combination located directly on historic King Street and ideal for enormous groups exploring downtown Charleston!With two connected condos spanning the second and third...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Island Retreat - Great for Large Groups

Summary:Conveniently located on James Island, 5 miles from Folly Beach and Downtown Charleston, this lush live oak property features 3 separate units that share a cavernous backyard. The individual units provide plenty of space for privacy with 1...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Thomas Waring House | Sleeps 23 | Multi-...

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...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 23
Rustic Charleston Single with Rooftop De...

Location, location, location! This warm & welcoming six bedroom, 1852 Charleston single is just 2 blocks away from the Upper King St Shopping & Dining District. Recent renovations & preserved natural wood accents make for a comfortable stay to...

  • Charleston
  • 6 Bedrooms
  • 1 Bathrooms
  • Sleeps 14
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this roomy 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
The President St Trio - 8 Bedroom

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16