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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
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
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
The Inns | Grand 9BR Home in Downtown | ...

Summary:Welcome to your Charleston getaway, a huge 9-bedroom haven designed for groups who value space, style, and connection. Recently refreshed with fresh paint, brand-new beds, and crisp linens, this luxury mansion offers two full kitchens, six...

  • Charleston
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Mint Julep | Largest Private Pool Downto...

Permit Number: 05932The Space: Step into a world of opulence and relaxation at The Mint Julep House, where every detail has been meticulously curated for an extraordinary stay. This two-story residence, freshly modernized and impeccably furnished...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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 four...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
2 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury pair of completely remodeled luxury homes ideal for a enormous group, located next door to each other just moments from King St. Indulge in chic interiors awash with natural light from wrap-around windows. These Charleston...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut modernized, mins. from Folly Beach and is the ideal hideaway for families and friends. All bedrooms have king size beds. The home features two kitchens both entirely equipped. ...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
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
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this handsome and vibrant downtown home, originally constructed in 1905 and newly remodeled to modern standards. Bursting with color and character, each of the eight cavernous bedrooms offers a distinct personality, complemented...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 20
The Barbados House | Luxury House | Slee...

Summary:Welcome to the Barbados House, part of The Preserve, a luxury single-style home located in the heart of downtown Charleston. This splendid 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Guesthouse Charleston: SOUTH 82 A & B

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Sleeps 16 | Pet-Friendly 2-Unit w/ Backy...

Sleeps up to 16! This modern, freshly modernized home consists of 2 huge apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
THE INNS 8BR/6.5BA Downtown w Outdoor Sp...

Summary:Bring everybody together in this roomy 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
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's beautiful Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each attractively restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
The Inns 5 Bed 3 Bath Luxury Home 2 Bloc...

Summary:This chic 5-bedroom, 3-bath luxury home is ideally located just two blocks from King Street. Recently modernized and professionally furnished, it offers cavernous living areas, high-end finishes, and thoughtful touches throughout. Ideal for...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
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 completely equipped kitchen...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Chic Historic Victorian Duplex 2 Blocks ...

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

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
The Cavallo- Private Rooftop Deck & Pool

Entire New 3 Story House w/ Private Heated Spa/Pool, Roof Top Deck & Elevator. Brand new home in historic Charleston with private jetted heatable spa/pool and rooftop deck. Located just one block from Upper King Street within the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14