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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
Large 6bd Home, right off King

Summary:Welcome to the Aurelia House, a huge 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 modern...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Harleston House | Sleeps 16 | Whole Hous...

Summary:Welcome to Harleston House in The Preserve. This premier property is one of our five sophisticated luxury homes located in the heart of downtown Charleston. With 7 elegantly designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Fish! Most Unique High-End Luxury Re...

$250 Beach gear credit included with all new reservations! *Applies to 3-21 nighttime stays only* BR 1: 1 King, BR 2: 1 King, BR 3: 1 King, BR 4:1 King, BR 5: 4 Twins; Sleeps 12, Private Pool, High-End Unique Home, Screen Porch, Gas grille, Folly...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Patio • Porches • Parking • Walk t...

Summary:Welcome to Azaleas on Spring!???? 2.5 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Grand Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces – Porch, Balcony & Patio???...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
Classic Charleston Home, Steps to King, ...

Summary:Feel Charleston in this striking two story, 5 Bedroom + 6 Full Bathroom Home! A classic Charleston Single on Coming Street, steps from famed King Street. Appreciate painless access to local bakeries, coffee stores, top-notch eateries and...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Preserve | Rosemary House Unit C | 5...

Summary:Welcome to the Rosemary House-Suite C at The Preserve, a cavernous and elegantly appointed residence occupying the upper floors of a charmingly preserved historic home. With 5 bedrooms and 5 bathrooms, this property offers ample privacy and...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Guesthouse Charleston: SOUTH (82 A & B)

82 A & B is a cavernous two-story home, charmingly located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for sizable groups, the home features two entirely equipped kitchens, two living areas, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
The Preserve | Rosemary House | Rutledge...

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Grand 10 BR Charleston Home with Speakea...

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

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
The Monroe | 5BR - Voted Best of Charles...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for huge groups. Each unit has 4 bedrooms, and 4.5 bathrooms totalling 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
Quarters on Spring-Rare CHS Retreat for ...

Welcome to The Quarters on Spring, an exceptionally roomy and attractively refreshed Charleston hideaway located just mins. from the heart of downtown. It is rare to find a home this sizable, this updated, and this striking in such a prime location...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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
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
Regal 7bd Luxury Design w. Speakeasy Bar...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most beautiful neighborhoods, Heirloom on Cannon is a striking 7-bedroom, 5-bath home captures the essence of Southern grace with modern amenities. Thoughtfully modernized in...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Newly Built, Luxury, Private Rooftop + P...

Summary:Meet The Charlee on Cannon, a fresh take on luxury stays in the heart of downtown Charleston. This newly constructed five-bedroom getaway was designed for effortless group getaways, featuring sun-filled living spaces, a chef's kitchen, and a...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
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 opulent 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
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 huge...

  • Charleston
  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 28