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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
The Bogard Duo 6 Bed 6 Bath

Freshly-remodeled six bedroom historic home in the trendy, laid-back Cannonborough neighborhood close to great eateries & historical sights.This classic Charleston home is made up of two units A&B, this is the listing for both units. The entire unit...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and newly remodeled, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight handsomely refreshed bathrooms...

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

Permit Number: 05793The Space: Welcome to your Charleston getaway at 11 George Street!TThis beautiful and roomy home features 5 handsomely appointed bedrooms and 3 full bathrooms, making it an ideal getaway for families, friends, or bigger groups...

  • Charleston
  • 5 Bedrooms
  • 3 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
The Madison- Historic Charleston Single ...

Encompass yourself in the history of Charleston by staying in this freshly refreshed 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
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 handsomely restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
The King Suites at 493 - 8 Suites, 16 Be...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These charmingly 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
  • 16 Bedrooms
  • 16 Bathrooms
  • Sleeps 52
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 fashonable interiors and sprawling porches ideal for...

  • Charleston
  • 25 Bedrooms
  • 25 Bathrooms
  • Sleeps 16
The Chapel | Premier 13BR Estate in Down...

Summary:Welcome to The Chapel, a majestic 13-bedroom estate in downtown Charleston where beauty, space and heritage combine to create an memorable stay. Ideal for enormous families, weddings, get-togethers or special gatherings, this property offers...

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

$250 Beach gear credit supplied 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
10BR/10BA Downtown Home - Steps to King ...

Summary:Discover this massive 10-bedroom, 10-bathroom getaway in downtown Charleston, accommodating up to 22 guests. Luxuriate in open living spaces, a completely equipped kitchen, and king-size beds throughout. With off-street parking, modern...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 24
8BR Downtown Luxury Escape Near King

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Porches, Patio & Parking – 2 Blocks to...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Generous Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
The Pineapple Pad | EastBay Historic Dis...

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

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this freshly modernized 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it enormous Piazzas, private roof top deck and...

  • Charleston
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
93.5 A&B - New listing! 6 Bedrooms Close...

The property located at 93.5 unit A & B The Manor is a handsome two-story new construction home providing all the amenities of home combined with classy furnishings and an exceptional location.Unit A is the first-floor unit with an open concept...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
THE DELPHINE Luxury Downtown Charleston ...

Welcome to your fresh getaway in the heart of Downtown Charleston! Located in the handsome Cannonborough/Elliotborough District, this gorgeous home constructed in 2022 is just steps from King Street’s top eateries, stores, and nightlife. Savor...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
19 Bedrooms in CHS | Private Pool | The ...

Permit Number: 06280The Space: After February 2026, appreciate a brand-new private pool in the enclosed backyard, photos coming soon!Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property is thoughtfully designed for huge...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38