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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
New Renovation - 5 Beds/5 Baths - 1 Bloc...

About this spaceALL NEW, entirely modernized home one block from King Street- 2 rooms w/ king beds, 3 rooms w/ queen beds, living room w/ king pullout couch- Flexible check-in / out times- Multiple private outdoor patios- 2 off-street parking spots...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Six on Cannon | 6BR Charleston Home + Pa...

Summary:Welcome to Six on Cannon, a cavernous 6 bedroom 2 bathroom home ideally suited for families, friends, or get-togethers who want room, style, and downtown convenience together. Recently furnished and thoughtfully arranged, it gives you all...

  • Charleston
  • 6 Bedrooms
  • 2 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for enormous groups. Each unit has 4 bedrooms, and 4.5 bathrooms totalling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
The Soiree by Charleston Vacays-New Buil...

Completed in February 2025, The Soiree is a fresh take on the Charleston experience, revitalizing Charleston’s appeal with modern elegance. While we deeply savor the historic structures that define the city, The Soiree offers a new kind of luxury...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
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 painless access to Charleston's best...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
8BR Downtown Luxury Home w. Pool & Parki...

Summary:Ideal for enormous groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, beautiful living areas, and Intelligent TVs. Appreciate luxury linens, high-speed WiFi, and two...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Screened Porch + Patio: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly Beach | 10 Mi to DtwnMake 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...

  • 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
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. Every detail from the fresh paint...

  • Charleston
  • 7 Bedrooms
  • 5 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
STEPS to King St - 6 Bedroom Home - Spac...

Summary:Welcome to your Charleston escape, a generously sized 6-bedroom home constructed for big groups who want to be in the heart of the action yet savor broad living spaces. Ideal for family get-togethers or friend get-togethers, this home offers...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Luxe 7bd, 6ba Retreat, Steps from King

Summary:Stay steps from upper King Street in this refined getaway blending luxury and appeal. Featuring sleek interiors, modern amenities, and vistas of Charleston’s vibrant downtown, it’s ideal for travelers who want shopping, dining, and...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
2 Luxury Homes w/ Patios | 1 Block from ...

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

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Casa Zoë | Grand Sparrow House

Summary:OP2026-07255OP2026-07256OP2026-07257Casa Zoë’s crown jewel, The James Sparrow House, is a huge Federal-style landmark reimagined for modern gatherings. Totally redesigned, it blends 19th-century craftsmanship with bold interiors and...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
Renovated 7-Bedroom Mansion Off of King ...

This listing is the combination of the Piazza and Carpenter suites at the Charleston Compound. The two apartments are connected by an interior suite door and total over 3000 square feet with 7 bedrooms, 4 full bathrooms, 2 kitchens, 2 living rooms...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Family and Pet-Friendly Retreat, 5BR Nea...

This property is new to Vacation Rental By Owner but we are well established hosts with our other property on vrbo and @irbnb with super host status and many reviews.Welcome to your home away from home! Our roomy 5-bedroom, 3-bath home is ideal for...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Downtown Charleston Home + Private Pool ...

Summary:Ideal for a very enormous family! This listing is for two separate units booked together, one upstairs and one downstairs that comprise the entire home. Your stay just got an upgrade. 118B President Street now features a freshly finished...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16