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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
The Preserve | Rosemary House | Rutledge...

Summary:Welcome to the Rosemary House at The Preserve, a roomy and elegantly appointed residence occupying the top floors of a elegantly preserved historic home. With 8 bedrooms and 8 bathrooms, this broad property offers ample privacy and comfort...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Thomas Waring House | Unit A | Sleeps 11

Summary:Welcome to Thomas Waring House-Suite A at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. This luxury suite in downtown Charleston is comprised of 5 bedrooms and 5.5...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
The Chapel | Estate 5BR Gem in Downtown ...

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

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
St. Philip Collection - Pair of newly re...

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...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
The Madison- Historic Charleston Single ...

Encompass yourself in the history of Charleston by staying in this freshly modernized 1890`s single home. This entire two story home offers guests all the aesthetic features of a Charleston Single House from its sizable double piazzas with blue...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
The Monroe | 5BR - Voted Best of Charles...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Only 2 Blocks to King! | The Gemstone Su...

Permit Number: 05685The Space: Welcome to The Gemstone, a delightfully designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for enormous groups in the heart of Charleston!With two full levels of living space, this...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
EAST 46 G & H - 2 Units, Connected Inter...

Two gorgeous adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 roomy 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 Queen on King Street 7 Bedroom Duple...

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
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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
Full Renovation of 1811 historical home....

Freshly restored and only 2 blocks from the heart of the entertainment district of Upper King Street, Stay Cannon is the ideal landing place for your next trip to Charleston.Stay Cannon is a legally allowed vacation rental as required by Charleston...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Six on Cannon | 6BR Charleston Home + Pa...

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...

  • Charleston
  • 6 Bedrooms
  • 2 Bathrooms
  • Sleeps 16
Explore Downtown King St - 12 Bedrooms/7...

Summary:Welcome to your Charleston showcase, a grandiose 12-bedroom, 7.5-bath estate located right in the heart of downtown just off King Street. Designed for huge groups, corporate retreats, or family gatherings, this property blends scale, style...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Brooke Haven | 1885 Restored 6bd House

Summary:Feel timeless Southern elegance at The Brooke Haven, a Carolopolis Award-winning 1885 historic manor in Charleston. This extravagant 6-bedroom, 6.5-bathroom getaway is ideal for groups, featuring designer furnishings, a modern kitchen, and a...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
Cozy low country get away with water vie...

Roomy home with huge front and back yard surrounded by naturalistic beauty of low country scenery. Savor water view from front deck or sunsets and wild roaming turkeys and deer on covered back deck. Striking star gazing at nighttime, boat launch...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
The Overlook on King

Summary:Located on King Street, Charleston’s most impressive 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...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
4 Blocks to King! | The Dream Weaver

Permit Number: 06052The Space: Two full apartments. Six bedrooms. Four baths. One seamless stay.This completely modernized three-story Charleston home is ideal for huge groups who want space to spread out without sacrificing style. Bright interiors...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Grand Helène - Newly Renovated 11BD...

Summary:Freshly constructed 11BR/11.5BA home in the laid-back Cannonborough/Elliotborough neighborhood—ideal for sizable groups seeking space and privacy. The property features three separate units in one building, ideal for gathering together...

  • Charleston
  • 11 Bedrooms
  • 12 Bathrooms
  • Sleeps 22