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Charleston, SC 5+ Bedroom Vacation Rentals

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166 rentals found
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
Quarters on Spring-Rare CHS Retreat for ...

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

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Monroe | 5BR - Voted Best of Charles...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
The Trifecta at 493 - 3 Suites - On King...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These elegantly 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
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
2 Luxury Homes w/ Patios | 1 Block from ...

Summary:Discover luxury pair of completely refreshed luxury homes ideal for a sizable group, located next door to each other just moments from King St. Indulge in beautiful interiors awash with natural light from wrap-around windows. These...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
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
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
Great Downtown Charleston Location!

Feel what it means to live like a local in our 2-story Downtown Charleston home. This home is 6 beds / 5.5 baths and would be ideal for sizable groups/families of up to 12 people. Located 1 block off King Street, you can walk to eateries, bakeries...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Rare French Quarter Escape, Sleeps 16 w....

Summary:Located in the heart of the French Quarter and draped in history, this private, secure 3,300 sq. ft. luxury getaway comfortably sleeps 16 guests with 5 roomy bedrooms, dual master suites, ensuite bathrooms, and upgraded luxury amenities...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this roomy 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Downtown Duplex - St Philip St

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
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Thomas Waring House | Sleeps 23 | Multi-...

Summary:Welcome to the Thomas Waring House at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. Comprising 4 separate units, this broad property features a total of 11 bedrooms and 11.5...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 23
The Juliette-Entire Luxury Residence

As featured in Vogue.Named as Charleston’s most design-forward Airbnb.Suitably located in the heart of Downtown Charleston, it is our honor to introduce The Juliette. Prioritizing an opulent aesthetic with comfort in mind, it is here that you'll...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Screened Porch + Patio: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly Beach | 10 Mi to DtwnMake 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...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's beautiful Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each delightfully restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Downtown Charleston Home + Private Pool ...

Summary:Ideal for a very enormous family! This listing is for two separate units booked together, one upstairs and one downstairs that comprise the entire home. Your stay just got an upgrade. 118B President Street now features a freshly finished...

  • Charleston
  • 6 Bedrooms
  • 6 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. Totally redesigned, it blends 19th-century craftsmanship with bold interiors and...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
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 appreciate a bit of breathing room...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14