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Charleston, SC 5+ Bedroom Vacation Rentals

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

West 62 and 64 are two striking 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, sizable bedrooms, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Waterfront Private Retreat near Folly Be...

WELCOME TO MARSH MADNESSEscape to your own private corner of the Lowcountry at Marsh Madness, a roomy waterfront getaway surrounded by sweeping marsh and river vistas. With a private pool, deepwater dock, wraparound porches and memorable sunsets...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Cannon Exchange Building By Charlest...

Feel the pinnacle of Charleston living at the Cannon Exchange Building, a thoughtfully designed luxury property offering two broad residences: The Chateau and The Soirée. Each unit accommodates up to 14 guests, making the building ideal for sizable...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
Spacious & Elevated 5bd, 5ba w. Parking ...

Summary:Feel Charleston in this fashonable 5-bed, 5-bath Victorian getaway for sizable groups. Part of the exclusive Heirloom collection, this home is steps from King Street's famed dining and shopping. Appreciate modern luxury, a private balcony...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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 sizable groups exploring downtown Charleston!With two connected condos spanning the second and...

  • 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
The Grand Helène - Newly Renovated 11BD...

Summary:Recently constructed 11BR/11.5BA home in the laid-back Cannonborough/Elliotborough neighborhood—ideal for huge groups seeking space and privacy. The property features three separate units in one building, ideal for gathering together while...

  • Charleston
  • 11 Bedrooms
  • 12 Bathrooms
  • Sleeps 22
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 supplied 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 cavernous bedrooms, dual master suites, ensuite bathrooms, and upgraded luxury amenities...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Harleston House, Sleeps 16,  Whole House...

Summary:Welcome to Harleston House in The Preserve. This premier property is one of our five sophisticated luxury homes located in the heart of downtown Charleston. With 7 gorgeously designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
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
Charleston Charm: Renovated 4BR House wi...

Summary:Handsomely remodeled downtown Charleston home available as a 30+ day furnished executive rental. Located just mins. from King Street dining/shopping and an painless walk to Colonial Lake, this bright two-story residence blends classic...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
3 Blocks to King Street | 6 BR | Maison ...

Permit Number: 05740The Space: Stay in the heart of Charleston in this charmingly 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
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
The Rutledge Avenue Inn Historic Charles...

Permit Number: 05608The Space: Rutledge Avenue Inn, Units A, B and C, is a attractively restored 5-bedroom, 5-bath Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests appreciate...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10