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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
Fantastic Private Quarters in Heart of D...

Summary:Here you can live by calming both indoors and outdoors.The Space:Summons the expression of really refined Ante-Bellum experience with all modern amenities. In the kitchen appreciate the timeless La CornueFe gas oven and cooktop range from...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Guesthouse Charleston: WEST 62 & 64

West 62 and 64 are two beautiful homes located next door to each other, sharing a cavernous outdoor courtyard ideal for calming with drinks after a day of exploring Charleston. Each home offers generous living spaces, huge bedrooms, and multiple...

  • Charleston
  • 10 Bedrooms
  • 9 Bathrooms
  • Sleeps 24
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our delightfully refreshed 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...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Whole House|Downtown|Sleeps 16

Summary:Welcome to The Ivory and Oak Lofts, a impressive 8-bedroom, 6-bathroom historic home located in the heart of Charleston. This elegantly restored property blends timeless appeal with modern amenities, offering an exceptional space for sizable...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Overlook on King

Summary:Located on King Street, Charleston’s most impressive and beautiful retail, entertainment, and dining corridor, The Overlook on King is one of Charleston’s newest and most extravagant properties. The highlight is a one-of-a-kind rooftop...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
The Inns 5 Bed 3 Bath Luxury Home 2 Bloc...

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

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

Summary:Discover luxury pair of completely modernized luxury homes ideal for a sizable 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
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
Porches, Patio & Parking – 2 Blocks to...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Sizable Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
The Inns | HUGE 10 Bedroom with Speakeas...

Summary:Draped in Spanish moss and located within a appealing Charleston neighborhood, this freshly modernized huge 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently remodeled in September 2025, this historic...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
6 Bedrooms! One Block to King Street!

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for huge families or groups who want walk-ability, historic details, and room...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this charmingly preserved Charleston-style home where old-world appeal meets modern comfort. Ideal for couples, families, or modest groups, it offers a welcoming getaway filled with character in a prime location. Located in a...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
East 42 A & B - Entire Ground Floor, 2 U...

East 42 A & B is the combined listing for the two homes below. These two alluring homes can be connected via the fire door in the hallway creating a striking five bedroom, five bathroom, with a queen murphy bed for flex linens, and two private...

  • Charleston
  • 5 Bedrooms
  • 5 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
Rustic Charleston Single with Rooftop De...

Location, location, location! This warm & welcoming six bedroom, 1852 Charleston single is just 2 blocks away from the Upper King St Shopping & Dining District. Recent renovations & preserved natural wood accents make for a comfortable stay to...

  • Charleston
  • 6 Bedrooms
  • 1 Bathrooms
  • Sleeps 14
The Waltz | Great for Large Groups

Permit Number: 05635The Space: Our roomy 2nd and 3rd floor condo, ‘The Waltz’, is ideal for enormous groups with 5 bedrooms and 4 full baths. It is in a prime location on Spring Street. Parking will not be an issue with complimentary off street...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
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 8BR/6.5BA Downtown w Outdoor Sp...

Summary:Bring everybody together in this cavernous 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