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Charleston, SC 5+ Bedroom Vacation Rentals

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154 rentals found
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 handsome 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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
Stylish 5BR/5BA Downtown Retreat - Walk ...

Summary:Stay in this freshly refreshed 5-bedroom, 5-bathroom downtown getaway accommodating up to 12 guests. Featuring open concept living areas, a completely equipped kitchen, extravagant king beds, and off-street parking. Just one block from King...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
New design & construction, 6 Bed, 6 EnSu...

Welcome to 183 Saint Philip Street, your chic haven in the heart of Charleston! This new construction offers a prime location, placing you steps away from the city's vibrant attractions & best eateries. Each bedroom features 55" Samsung TVs ...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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 roomy bedrooms with en-suite spa bathrooms. The Palm...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Large Vacation Home in heart of Charlest...

Jan or Feb Specials Available- Work from Charleston with Friends for $10,000 for the whole month!. Send inquiry for details.Welcome to The Penny Palace: Where History Meets Modern Comfort!This 3-story historic gem, is located in the heart of the...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Tropic - Large Jungly Oasis, Great f...

Welcome to the Tropic! Private single-family home with enormous 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...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two beautiful 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
Vacation Villa 5 mins to King 'Travelers...

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 roomy bedrooms with en-suite spa bathrooms. The Palm...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Brand NEW! 5BR/5BA Home, Perfect for Gro...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Poolside Paradise Getaway - North Charle...

Summary:Feel a relaxing and fresh getaway in our charmingly appointed five-bedroom, three-bathroom single-family home in North Charleston. Designed with discerning guests in mind, this property offers modern amenities and refined conveniences...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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. Entirely redesigned, it blends 19th-century craftsmanship with bold interiors and curated art. With 9...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
Downtown Duplex - St Philip 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
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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 huge groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Pineapple Pad | EastBay Historic Dis...

Summary:Welcome to your Charleston sanctuary where historic appeal meets roomy luxury. This 5-bedroom getaway offers a generous 3,000 square feet of attractively appointed space. Ideal for families or groups who want opulent design, room to spread...

  • Charleston
  • 5 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 appreciate a bit of breathing room. With four...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Thomas Waring House | Sleeps 23 | Multi-...

Summary:Welcome to the Thomas Waring House at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. Comprising 4 separate units, this broad property features a total of 11 bedrooms and 11.5...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 23
The Trifecta at 493 - 3 Suites - On King...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These elegantly appointed units are found on the second floor of a historic building on King Street (above Sewing Down South, as seen on “Southern Charm”).Step into the building...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18