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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
Historic Charm | The Bee & Blossom

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a gorgeously reimagined historic 6-bedroom, 6.5-bath home in the laid-back Radcliffborough neighborhood, thoughtfully designed for groups of up to twelve guests!Spanning three cavernous...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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
Cocktail Club | 4 Redesigned Suites

Permit Number: 05591The Space: Savor gracious Southern living in this roomy 8-bedroom home, thoughtfully divided into four handsomely designed 2-bedroom units, ideal for huge groups staying together under one roof!Ideal for family get-togethers...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
Downtown Charleston Home + Private Pool

Summary:Ideal for a enormous family! This listing is for the entire home. The home sleeps 16 guests total. Your stay just got an upgrade. 118B President Street now features a freshly finished private plunge pool, sun deck with loungers, and outdoor...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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
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 cavernous backyard. The individual units provide plenty of space for privacy with 1...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Cozy 5BR/5BA Downtown Gem - Close to Kin...

Summary:Feel Charleston appeal in this freshly refreshed 5BR/5BA getaway just one block from King Street. Comfortably sleeps 11 with luxe king beds, modern open living spaces, and a entirely equipped kitchen. Appreciate Intelligent TVs, high-speed...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Walk Score 98 - 1blk to King St. Outdoor...

Summary:Welcome to your Charleston gathering spot, a roomy 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 King...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Regal 7bd Luxury Design w. Speakeasy Bar...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most photogenic 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
Beautiful 6BR / 6BA w. Parking, Walk to ...

Summary:Welcome to this refined 6-bedroom, 6-bathroom home from The Heirloom collection. Professionally designed and freshly remodeled, it offers modren comfort mins. from King Street’s vibrant energy, ideal for sizable groups seeking luxury and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Soiree by Charleston Vacays-New Buil...

Feel the epitome of modern Charleston living in this gorgeous 5-bedroom, 5-bathroom vacation rental, aptly named The Soiree. Located in the heart of downtown Charleston, this opulent abode offers an unbeatable location. Upper King Street, just a...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Charleston Abode | Downtown, 1 Block fro...

Summary:Welcome to Charleston Abode, a luminous 2-bedroom getaway just one block from King Street where historic appeal meets modern comfort. Designed for couples or modest groups, this home offers airy interiors, fresh details, and rare outdoor...

  • 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 attractively designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
8BR-Spring Street Retreat ~ 2 Full Homes...

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two impressive 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
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
Stunning 6-Bedroom Home with Pool, 5.5 B...

More photos coming soon!Dive in to this freshly modernized 6-bedroom, 5.5 bathroom home with a brand new pool, ideal for hosting up to 12 guests. This three-story haven, adorned with wood floor, original fireplaces, and high ceilings with exposed...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our delightfully remodeled 1905 Charleston Victorian duplex home in the heart of Cannonborough. Just 2 blocks from King Street, this striking property features nearly 2600 square feet of ideally designed space...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13