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Charleston, SC 5+ Bedroom Vacation Rentals

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164 rentals found
Guesthouse Charleston: Historic downtown...

Two charming adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 cavernous living rooms, making them ideal for bigger groups or families seeking both space and comfort. Located just one block from King Street in...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Preserve | Barbados House | 5 BR + 5...

Summary:Welcome to the Barbados House, part of The Preserve, a luxury single-style home located in the heart of downtown Charleston. This elegant 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Brand NEW! 5BR/5BA Home, Perfect for Gro...

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...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Great for Groups | Private Patio | The Z...

Permit Number: 07349The Space: Welcome to Zeus — a freshly redesigned second-floor getaway constructed for comfortable group stays. With 5 bedrooms and 4.5 bathrooms across two upper levels, this cavernous home gives families and bigger groups...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Casa Zoë: Bright Charleston Cottage Nea...

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...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
East 42 A & B - Entire Ground Floor, 2 U...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Large 6bd Home, right off King

Summary:Welcome to the Aurelia House, a sizable 6-bedroom home constructed for families, groups, or multi-family gatherings who want space, comfort, and access. Located a short walk from King Street, this home blends old Charleston spirit with...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Group Getaway - 6BR/6BA in Heart of Char...

Summary:Feel true Charleston appeal in this remodeled 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...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
8BR Downtown Luxury Escape Near King

Summary:Ideal for huge groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, chic living areas, and Intelligent TVs. Savor luxury linens, high-speed WiFi, and two off-street parking...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Morris Place | Best of Charleston Renova...

Summary:Welcome to Morris Place, a gorgeously remodeled Charleston home celebrated with the Finest of Charleston award for its blend of architectural character and modern comfort. Ideal for guests who adore design, heritage, and intimate outdoor...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Mary Scott and Daniel Legare House

Permit Number: 06948The Space: Welcome to your Charleston getaway at 11 George Street!This impressive and cavernous home features 5 charmingly appointed bedrooms and 3 full bathrooms, making it an ideal getaway for families, friends, or bigger...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Grand 10BR Charleston Home with Speakeas...

Summary:Draped in Spanish moss and located within a appealing Charleston neighborhood, Heirloom on Cannon is a sizable 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Freshly remodeled in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Family and Pet-Friendly Retreat, 5BR Nea...

This property is new to Vacation Rental By Owner but we are well established hosts with our other property on vrbo and @irbnb with super host status and many reviews.Welcome to your home away from home! Our roomy 5-bedroom, 3-bath home is ideal for...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Waterfront Escape - Private Pool, Dock, ...

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 gorgeous water vistas, a private...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Rare French Quarter Escape, Sleeps 16 w....

Summary:Located in the heart of the French Quarter and draped in history, this private, secure 3,300 sq. ft. luxury getaway comfortably sleeps 16 guests with 5 cavernous bedrooms, dual master suites, ensuite bathrooms, and upgraded luxury amenities...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
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
3 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury set of three completely modernized luxury homes ideal for a enormous group, located next door to each other just moments from King St. Indulge in beautiful interiors awash with natural light from wrap-around windows. These...

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30