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Charleston, SC 5+ Bedroom Vacation Rentals

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162 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 remodeled 1890`s single home. This entire two story home offers guests all the aesthetic features of a Charleston Single House from its enormous 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 remodeled 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 charmingly designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for huge 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 beautiful 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 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
New Renovation - 5 Beds/5 Baths - 1 Bloc...

About this spaceALL NEW, entirely remodeled home one block from King Street- 2 rooms w/ king beds, 3 rooms w/ queen beds, living room w/ king pullout couch- Flexible check-in / out times- Multiple private outdoor patios- 2 off-street parking spots...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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 refreshed three-story Charleston home is ideal for enormous groups who want space to spread out without sacrificing style. Bright...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Cannon Exchange Building By Charlest...

Feel the pinnacle of Charleston living at the Cannon Exchange Building, a thoughtfully designed luxury property offering two broad residences: The Chateau and The Soirée. Each unit accommodates up to 14 guests, making the building ideal for...

  • Charleston
  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 28