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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
Guesthouse Charleston: WEST (62 & 64)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
11 Bed Compound for Large Groups, Prime ...

Summary:Welcome to The Grandiose Estate, a private getaway in the heart of downtown Charleston, SC. Located within a meticulously restored historic home, this exclusive property features four completely furnished residences, creating the ideal...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
The Crystal Palace: Nightlife & Beach Re...

⭐ ABOUT THIS SPACE — The Crystal PalaceA luminous 1850s Charleston Single, entirely restored in 2025, just steps from King Street.Welcome to The Crystal Palace, a glamorous 5-bedroom, 5-bath historic getaway in the heart of downtown...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
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 Marquee On King & Historic Market!

Permit Number: 51196The Space: Welcome to The Marquee, a cavernous two-level condo combination located directly on historic King Street and ideal for huge groups exploring downtown Charleston!With two connected condos spanning the second and third...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
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
Explore Downtown King St - 12 Bedrooms/7...

Summary:Welcome to your Charleston showcase, a huge 12-bedroom, 7.5-bath estate located right in the heart of downtown just off King Street. Designed for enormous groups, corporate retreats, or family gatherings, this property blends scale, style...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
3 Blocks to King Street | 6 BR | Maison ...

Permit Number: 05740The Space: Stay in the heart of Charleston in this gorgeously restored 1890s home just steps from King Street, offering six bedrooms and six and a half bathrooms across two private floors, ideal for huge groups seeking comfort...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
The Juliette-Entire Luxury Residence

As featured in Vogue.Named as Charleston’s most design-forward Airbnb.Suitably located in the heart of Downtown Charleston, it is our honor to introduce The Juliette. Prioritizing an opulent aesthetic with comfort in mind, it is here that you'll...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Fish! Most Unique High-End Luxury Re...

$250 Beach gear credit included with all new reservations! *Applies to 3-21 nighttime stays only* BR 1: 1 King, BR 2: 1 King, BR 3: 1 King, BR 4:1 King, BR 5: 4 Twins; Sleeps 12, Private Pool, High-End Unique Home, Screen Porch, Gas grille, Folly...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Rare French Quarter Escape, Sleeps 16 w....

Summary:Located in the heart of the French Quarter and draped in history, this private, secure 3,300 sq. ft. luxury getaway comfortably sleeps 16 guests with 5 roomy bedrooms, dual master suites, ensuite bathrooms, and upgraded luxury amenities...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
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
The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a elegantly restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this cavernous home has been thoughtfully divided into two separate...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
Luxury 6BR w/ Pool Downtown CHS

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
  • 6 Bathrooms
  • Sleeps 12
Charleston Duplex Home 5BR - Walk to Kin...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in handsome downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Downtown Duplex - Spring 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
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 26
Grand 18bd House w Luxury Finishes + Gym...

Summary:As part of the esteemed collection, The Heirloom, this impressive 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for sizable groups, this completely refreshed property combines two opulent Victorian homes...

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
THE DELPHINE Luxury Downtown Charleston ...

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12