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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
The Mary Scott and Daniel Legare House

Permit Number: 06948The Space: Welcome to your Charleston getaway at 11 George Street!This striking 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
Casa Zoë | Grand Sparrow House

Summary:OP2026-07255OP2026-07256OP2026-07257Casa Zoë’s crown jewel, The James Sparrow House, is a grandiose Federal-style landmark reimagined for modern gatherings. Entirely redesigned, it blends 19th-century craftsmanship with bold interiors and...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
6BD/6BA Downtown Home - 2 Blocks from Ki...

Summary:Welcome to your Charleston sanctuary, a beloved guest-favorite home that combines generous space, modren amenities, and an unbeatable downtown location. With six full baths and six beds, this home is ideal for huge families or groups who...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Ivy Manor | DT Oasis + Carriage House!

Summary:Welcome to your Charleston getaway where artistry meets comfort and privacy. This stay features a main home plus a private carriage home, offering space, style, and a sense of getaway. Ideal for families or groups wanting design-forward...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
19 Bedrooms in CHS | Private Pool! | The...

Permit Number: 06280The Space: Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property, with a *private pool* is thoughtfully designed for enormous groups, corporate retreats, wedding events, or multi-family vacations...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
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 freshly constructed five-bedroom getaway was designed for effortless group getaways, featuring sun-filled living spaces, a chef's kitchen, and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
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 elegant interiors and sprawling porches ideal for calming...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our attractively remodeled 1905 Charleston Victorian duplex home in the heart of Cannonborough. Just 2 blocks from King Street, this handsome property features nearly 2600 square feet of ideally designed space...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
4 Blocks to King! | The Dream Weaver

Permit Number: 06052The Space: Two full apartments. Six bedrooms. Four baths. One seamless stay.This entirely remodeled 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
Charleston Villa | 6bd, Designer Downtow...

Summary:Welcome to your Charleston escape where cavernous living meets classy design. This six bedroom home is ideal for enormous groups or families looking for comfort, modern amenities, and an inviting patio for gathering. You will savor privacy...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
5BR Spring Street Duplex - Walk to King ...

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
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Hot Tub • Private Courtyard • 1 Bloc...

Summary:Welcome to The Palms of Charleston!☀️ Roomy Private Courtyard with Hot Tub???? 1 Block to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Sizable Groups – Families, Wedding Guests, Bachelor(ettes) ...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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 charmingly restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Hot Tub • Rooftop • Parking • Walk...

Summary:✨ Welcome to Camellias on Cannon! ????☀️ Private Rooftop Deck & Courtyard with Hot Tub???? 3 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Giant Groups – Families, Wedding Guests...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
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 impressive 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
Island Retreat - Great for Large Groups

Summary:Conveniently located on James Island, 5 miles from Folly Beach and Downtown Charleston, this lush live oak property features 3 separate units that share a roomy backyard. The individual units provide plenty of space for privacy with 1 king...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Screened Porch + Grill: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly BeachMake this 5-bedroom, 3-bathroom vacation rental your home base as you discover all Charleston has to offer. The 'James Island Folly Family Retreat' includes multiple living areas, ideal...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
3 Blocks to King Street | 6 BR | Maison ...

Permit Number: 05740The Space: Stay in the heart of Charleston in this charmingly restored 1890s home just steps from King Street, offering six bedrooms and six and a half bathrooms across two private floors, ideal for sizable groups seeking...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13