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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
Whole House|Downtown|Sleeps 16

Summary:Welcome to The Ivory and Oak Lofts, a striking 8-bedroom, 6-bathroom historic home located in the heart of Charleston. This gorgeously restored property blends timeless appeal with modern amenities, offering an exceptional space for enormous...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Tropic - Large Jungly Oasis, Great f...

Welcome to the Tropic! Private single-family home with sizable screened-in porch and jungly backyard less than 10 mins. to downtown and 15 to beach. Walkable to coffee stores, bars and dining. Outdoor dining, grille and deck, tropical plants, a work...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Where Tranquility Blooms | Blossoms on C...

Permit Number: 06351The Space: Welcome to Blossoms on Cannon, a gorgeously restored two story Charleston home designed for comfort, connection, and memorable group stays in the heart of downtown!Bedrooms & Bathrooms• Five bedrooms thoughtfully...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Designer Chic 6BR Full Downtown Charlest...

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
  • 4 Bathrooms
  • Sleeps 14
Walk Score 98 - 1blk to King St. Outdoor...

Summary:Welcome to your Charleston gathering spot, a cavernous 6-bedroom home constructed for sizable groups seeking style, flexibility, and unbeatable walkability. Featuring two high end kitchens, generous living spaces, and just one block from...

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

Summary:Draped in Spanish moss and located within a striking Charleston neighborhood, this freshly refreshed grandiose 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Freshly modernized in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Vacation Villa 5 mins to King St- ‘The...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and cavernous bedrooms with en-suite spa bathrooms. The...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a newly modernized 3-unit property just one block from iconic King Street. Ideal for families or groups of friends, this getaway blends comfort, style, and convenience. With refreshed interiors, a...

  • Charleston
  • 9 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
The Chapel | Grand 8BR Charleston Charme...

Summary:Welcome to The Chapel, a attractively restored 8-bedroom gem in Charleston where character, comfort and convenience come together. Ideal for enormous families or groups, this home offers cavernous common areas, fashonable design details and...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Downtown Duplex - Spring 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
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 26
The President St Trio - 8 Bedroom

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- Great for enormous groups—spend time together, but everybody can have their space!- Open-air porches, welcoming living areas & roomy...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Downtown Charleston Luxe 9BR/9BA + Parki...

Summary:Enormous groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-modernized historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...

  • Charleston
  • 9 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Sophisticated Home in Historic Charlesto...

Summary:Feel Charleston in this sophisticated 5-bedroom, 4-bath getaway designed for families or groups of friends who value comfort, space, and style. Located in a prime neighborhood, you’ll be close to vibrant dining, historic appeal, and the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Full House w Bikes, Grill + Patio + Park...

Summary:This home has everything you need for the ideal group trip to Charleston. Located in the heart of Downtown in a safe, beautiful neighborhood, The Rose features six charmingly refreshed bedrooms, two full kitchens, and two roomy living areas...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Casa Zoë: Bright Charleston Cottage Nea...

Summary:OP2025-05861Point 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 savor a bit of breathing room. With five...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Downtown Duplex - Coming St - Sleeps 20

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
  • 4 Bathrooms
  • Sleeps 16
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
Heart of Charleston | Stylish Home!

Summary:Step into your Charleston escape! A classy 5-bedroom, 4-bath getaway designed for comfort and connection. Ideal for families, groups, or friends traveling together, this roomy home combines modern finishes with timeless Southern...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12