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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
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 19
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
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
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
Charming 5 Bedroom House - 1 Block to Ki...

Summary:Feel Charleston in style at this 5BR, 4.5BA home where historic appeal meets modern design. Each king bedroom offers comfort, three with private en-suites. Gather in the cavernous living areas or prepare in the entirely outfitted kitchen...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
AWESOME PROPERTY, GREAT DOWNTOWN CHARLES...

Our property is a legally allowed vacation rental as required by Charleston City ordinance. Our certificate of operational number is OP2024-05539One block from the heart of the entertainment district of Upper King Street. You will know you are in...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Grand 10 BR Charleston Home with Speakea...

Summary:Draped in Spanish moss and located within a beautiful Charleston neighborhood, Heirloom on Cannon is a grandiose 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
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 Enormous Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
8 Bedroom - Close to King Street - with ...

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
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
6 Bedrooms! One Block to King Street!

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for huge families or groups who want walk-ability, historic details, and room...

  • 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
Casa Bella - Your Oasis in the Heart of ...

Permit Number: 05934The Space: Welcome to Casa Bella, a gorgeously modernized Charleston getaway offering space, style, and historic appeal in the heart of downtown. Ideal for enormous groups of up to 11 guests, this unique property includes two...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
The Edisto River Complex- 4 Condo Comple...

The PERFECT vacation rental for Weddings, Enormous Groups and Families looking to travel in complete opulent comfort and privacy! This 4 Condo- 8 Bedroom/ 8 Bathroom Complex is the ONLY property in Charleston that can host your entire event in their...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
New design & construction, 6 Bed, 6 EnSu...

Welcome to 183 Saint Philip Street, your chic haven in the heart of Charleston! This new construction offers a prime location, placing you steps away from the city's vibrant attractions & best eateries. Each bedroom features 55" Samsung TVs ...

  • Charleston
  • 6 Bedrooms
  • 6 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
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this cavernous 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
Casa Zoë | Royal House – Charlestonâ€...

Summary:OP2025-06816OP2025-06817The Royal House is Charleston’s ultimate group escape: a dual-unit Casa Zoë mansion that blends grandeur, design, and independence. With 8 bedrooms, 8 baths, and separate living quarters, it offers shared elegance...

  • Charleston
  • 8 Bedrooms
  • 10 Bathrooms
  • Sleeps 16
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16