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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
Downtown-One-of-a-Kind Romantic Luxury R...

DOWNTOWN- LARGE 5BR, 3BA, 5 Fireplaces, French Doors, Giant Balcony. Elegantly restored building. Very Romantic and Elegant Five Bedroom, Three Bath, Sleeps 10 people in beds, 1 to 2 on couch, 12’ Ceilings, Five Fireplaces, Generous Pocket Doors...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Grand 10 BR Charleston Home with Speakea...

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

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Patio • Porches • Parking • 2 Bloc...

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

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
3 Luxury Houses w/ Patios | 1 Block from...

Located in the city center, this welcoming villa lets you experience it all in Charleston. There's convenient onsite parking, so you can leave your car behind and let your feet make short work of the 1-min. walk to Upper King Design District or the...

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
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
Guesthouse Charleston: SOUTH (82 A & B)

82 A & B is a roomy two-story home, charmingly located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for enormous groups, the home features two completely equipped kitchens, two living areas, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Crosstown @ King | Elegant & Modern 6BR ...

Summary:Feel Charleston in style at this 6BR, 4BA Crosstown getaway just one block from King Street. Designed for up to 14 guests, the home combines modern finishes with roomy comfort. Appreciate multiple living areas, a entirely equipped kitchen...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The President St Trio - 8 Bedroom

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Grand 8BR Downtown, Large Porch!

Summary:Welcome to The Rutledge House, a huge 8-bedroom home in downtown Charleston constructed to host sizable gatherings in total comfort. Ideal for get-togethers, weddings, or family escapes, this property offers two full kitchens, generous...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Charleston Duplex Home 5BR - Walk to Kin...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in striking downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • 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 gorgeously restored 1890s home just steps from King Street, offering six bedrooms and six and a half bathrooms across two private floors, ideal for enormous groups seeking...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
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
The Madison- Historic Charleston Single ...

Encompass yourself in the history of Charleston by staying in this freshly modernized 1890`s single home. This entire two story home offers guests all the aesthetic features of a Charleston Single House from its huge double piazzas with blue...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
Casa Zoë | Grand Sparrow House

Summary:OP2025-05862Casa 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 curated art. With 9...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
The Inns | 18 bedrooms, Luxurious + Gran...

Summary:As part of the esteemed collection, The Inns, this striking 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for huge groups, this entirely remodeled property combines two chic Victorian homes with modern...

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
The Queens Palace | 8 Bedrooms in Charle...

Permit Number: 05553The Space: Welcome to The Queen’s Palace, your private Charleston getaway made up of three elegantly restored historic homes in the heart of the Cannonborough–Elliotborough neighborhood. With eight bedrooms, eight bathrooms...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
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
The Cannon Exchange Building By Charlest...

Feel the pinnacle of Charleston living at the Cannon Exchange Building, a thoughtfully designed luxury property offering two broad residences: The Chateau and The Soirée. Each unit accommodates up to 14 guests, making the building ideal for huge...

  • Charleston
  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 28