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Charleston, SC 5+ Bedroom Vacation Rentals

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159 rentals found
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two striking standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers painless access to Charleston's best...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Historic Whole Home- Private Heated Pool...

Summary:Welcome to Your Private Oasis in Historic Charleston!Feel the ideal fusion of Historic appeal and modern luxury at this five-bedroom, three-and-a-half-bathroom Historic Home. Located just blocks from the iconic King Street, this residence...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Historic Duplex 6 Blocks To King - Lots ...

Summary:Take it painless on the porch after a long day at the beach, then pull up a chair for a casual dinner. This handsome duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Barbados House | Luxury House | Slee...

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
11 Bedroom Complex- 3 Blocks From King S...

Summary:Welcome to The Palmetto House, a private getaway in the heart of downtown Charleston, SC. This exclusive complex, located within a meticulously refreshed historic home, offers four entirely furnished apartments, creating the ideal getaway...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
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
New! Historic Residence – Great For La...

Summary:Welcome to Emerson Square Charleston, a enormous and professionally designed residence that seamlessly blends Charleston’s rich history with modern luxury. Spanning the entire second and third floors of a meticulously restored historic...

  • Charleston
  • 5 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
The Pineapple Place | EastBay Historic D...

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

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Trifecta at 493 - 3 Suites - On King...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These elegantly 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...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Grand 10 BR Charleston Home with Speakea...

Summary:Draped in Spanish moss and located within a striking Charleston neighborhood, this freshly modernized grandiose 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
Six on Cannon | 6BR Charleston Home + Pa...

Summary:Welcome to Six on Cannon, a roomy 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 the...

  • Charleston
  • 6 Bedrooms
  • 2 Bathrooms
  • Sleeps 16
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
4 Blocks to King! | The Dream Weaver

Permit Number: 06052The Space: This charmingly remodeled three-story home is divided into two separate apartments and offers a total of 6 bedrooms and 4 full bathrooms, making it an ideal option for huge groups who want space, comfort, and style...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Guesthouse Charleston: SOUTH 105 ALL

This combined listing for South 105 A, B, & 105.5 is a great space for enormous 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...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
Welcome to The Crystal Palace — Perfec...

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

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The Parthenon Suites | 2 Blocks to King ...

Permit Number: 05086The Space: After February 2026, savor a brand-new private pool in the enclosed backyard, photos coming soon!Feel the comfort and privacy of two attractively appointed homes, ideal for enormous groups, families, or special...

  • Charleston
  • 10 Bedrooms
  • 6 Bathrooms
  • Sleeps 22
The Monroe | 5BR - Voted Best of Charles...

Summary:Stay at The Monroe on Spring, a completely modernized 1885 Charleston manor voted Finest of Charleston. Blending historic grandeur with modern luxury, this 5-bedroom getaway features pretty interiors and sprawling porches ideal for calming...

  • Charleston
  • 25 Bedrooms
  • 25 Bathrooms
  • Sleeps 16