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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
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
Marsh front home 10 min to beach and dow...

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated pool just installed! Great place to cool off year round- close to the outdoor TV...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Luxe 5BR w/ Heated Pool~1 Block to King~...

Welcome to The Lowcountry House, a gorgeously restored 5-bedroom luxury getaway in the heart of Downtown Charleston with a Private Heated Pool. Originally constructed in the 1860s, this home exudes Lowcountry appeal with handcrafted details and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
THE DELPHINE Luxury Downtown Charleston ...

Welcome to your modren getaway in the heart of Downtown Charleston! Located in the elegant Cannonborough/Elliotborough District, this striking home constructed in 2022 is just steps from King Street’s top eateries, stores, and nightlife. Savor...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Grand 10 BR Charleston Home with Speakea...

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

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Charleston Style Full Duplex - 2 Blocks ...

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
Guesthouse Charleston: SOUTH (82 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Cannon Collective | 5BR Historic Home Do...

Summary:Welcome to Cannon Collective, a roomy 5 bedroom home in downtown Charleston full of character, elegance and prime access. Ideal for enormous groups, families or gatherings looking for comfort, appeal and space. You will find yourself walking...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
King St. Getaway - Renovated 6 Bedroom D...

Summary:Welcome to King St. Getaway, a delightfully modernized six-bedroom home in downtown Charleston where modern upgrades meet generous space. Ideal for enormous groups or families looking to discover King Street by day and getaway into luxury by...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The Rosemary House | Sleeps 16 | Multi-U...

Summary:Welcome to the Rosemary House at The Preserve, a roomy and elegantly appointed residence occupying the top floors of a elegantly preserved historic home. With 8 bedrooms and 8 bathrooms, this broad property offers ample privacy and comfort...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Inns - Beautiful 6BR / 6BA - Walk to...

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

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Bogard Duo 6 Bed 6 Bath

Freshly-remodeled six bedroom historic home in the trendy, laid-back Cannonborough neighborhood close to great eateries & historical sights.This classic Charleston home is made up of two units A&B, this is the listing for both units. The entire unit...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Cozy 5BR/5BA Downtown Gem - Close to Kin...

Summary:Feel Charleston appeal in this newly 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. Savor Intelligent TVs, high-speed WiFi...

  • 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
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
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 sizable families or groups who want walk-ability, historic details, and...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Downtown Charleston Luxe 9BR/9BA + Parki...

Summary:Generous groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-refreshed historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...

  • Charleston
  • 9 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
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