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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
Historic Renovation, Large Groups, Luxur...

Summary:Welcome to Emerson Square Charleston - a grandiose, professionally designed residence where historic character meets modern luxury. Encompassing the entire second and third floors of a meticulously restored historic building, this broad...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
The Chapel | Premier 13BR Estate in Down...

Located in the city center, this welcoming vacation home brings all of Charleston within your reach. Upper King Design District is an simple 11-min. walk away, so you can leave your car at the property, which offers onsite parking, or jump in your...

  • Charleston
  • 13 Bedrooms
  • 12 Bathrooms
  • Sleeps 16
The Bogard Duo 6 Bed 6 Bath

Freshly-refreshed six bedroom historic home in the trendy, laid-back Cannonborough neighborhood close to great eateries & historical sights.This classic Charleston home is made up of two units A&B, this is the listing for both units. The entire unit...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Third Floor Private Sundeck! | The Posei...

Permit Number: 06282The Space: Welcome to The Poseidon — a cavernous downtown getaway just off Spring Street. With 5 bedrooms, 3.5 baths, and an open layout constructed for gathering, it’s an ideal setup for families and bigger groups.Cozy...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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 & cavernous...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Modernized 5BR Family Home?Tranquil Pati...

This handsome 5-bedroom, 2.5-bathroom home is a true gem, located on one of the quietest streets in Charleston. With newly refreshed bathrooms, resurfaced floors, and a cavernous, open floor plan, this home is ideal for families or professionals...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
8 Bedroom Retreat in the Heart of Downto...

Welcome to your ideal hideaway in the vibrant Cannonborough-Elliottborough neighborhood! This extraordinary 8 bedroom, 9 bathroom home is just a short walk away from the best eateries, shopping, and attractions that downtown Charleston has to...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
2 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury pair of completely modernized luxury homes ideal for a enormous 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
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two striking standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers simple access to Charleston's best...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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
Casa Bella - Your Oasis in the Heart of ...

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

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Regal 7bd Luxury Design w. Speakeasy Bar...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most beautiful neighborhoods, Heirloom on Cannon is a striking 7-bedroom, 5-bath home captures the essence of Southern grace with modern amenities. Thoughtfully modernized in...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The OakTree | Stylish Bohemian Downtown ...

Summary:Welcome to The OakTree, your boho-chic haven in the heart of downtown Charleston, where artistic flair meets generous space. Ideal for enormous groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
11 Bed Compound for Large Groups, Prime ...

Summary:Welcome to The Grandiose Estate, a private getaway in the heart of downtown Charleston, SC. Located within a meticulously restored historic home, this exclusive property features four entirely furnished residences, creating the ideal setting...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
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
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. Savor multiple living areas, a entirely equipped kitchen, luxury...

  • Charleston
  • 6 Bedrooms
  • 4 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
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