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Charleston, SC 5+ Bedroom Vacation Rentals

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159 rentals found
The OakTree | Stylish Bohemian Downtown ...

Summary:Welcome to The OakTree, your boho-chic haven in the heart of downtown Charleston, where artistic flair meets generous space. Ideal for huge groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

  • Charleston
  • 7 Bedrooms
  • 8 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 enormous families or groups who want walk-ability, historic details, and...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Grand 10 BR Charleston Home with Speakea...

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

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Welcome to The Crystal Palace — Perfec...

DOWNTOWN LUXURY — THE CRYSTAL PALACEA restored 1850s Charleston Single glowing with chandeliers in every room, unmatched downtown walkability, marvelous parking, and fast access to Charleston’s best beaches and waterfront dining.The Crystal...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
8BR Downtown Luxury Escape Near King

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
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
93.5 A&B - New listing! 6 Bedrooms Close...

The property located at 93.5 unit A & B The Manor is a handsome two-story new construction home providing all the amenities of home combined with fresh furnishings and an striking location.Unit A is the first-floor unit with an open concept living...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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
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...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
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 11
The Chapel | Premier 13BR Estate in Down...

Summary:Welcome to The Chapel, a majestic 13-bedroom estate in downtown Charleston where beauty, space and heritage combine to create an memorable stay. Ideal for enormous families, weddings, get-togethers or special gatherings, this property offers...

  • Charleston
  • 13 Bedrooms
  • 12 Bathrooms
  • Sleeps 16
5BR Rooftop Home with Parking Near King ...

Summary:Discover the Palmetto on Spring, a gorgeous 5-bed, 5.5-bath Charleston getaway. This modernized home spans three floors, featuring a detached guesthouse and a private rooftop terrace with city vistas. Ideal for sizable groups, it's just a...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Historic Charm | The Bee & Blossom

Permit Number: 07286The Space: Welcome to The Bee and Blossom, a gorgeously reimagined historic 6-bedroom, 6.5-bath home in the laid-back Radcliffborough neighborhood, thoughtfully designed for groups of up to twelve guests!Spanning three roomy...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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
Beautiful 6BR / 6BA w. Parking, Walk to ...

Summary:Welcome to this refined 6-bedroom, 6-bathroom home from The Heirloom collection. Professionally designed and newly refreshed, 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 Soiree by Charleston Vacays-New Buil...

Feel the epitome of modern Charleston living in this gorgeous 5-bedroom, 5-bathroom vacation rental, aptly named The Soiree. Located in the heart of downtown Charleston, this opulent abode offers an unbeatable location. Upper King Street, just a...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Downtown 9BR Mansion with Parking

Summary:Recently modernized with two full kitchens and beautiful decor, this home comfortably accommodates your entire event. Located in the heart of the city, the Heirloom on Spring extravagant getaway blends historic character with modern comfort...

  • Charleston
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Cozy low country get away with water vie...

Cavernous home with huge front and back yard surrounded by naturalistic beauty of low country scenery. Savor water view from front deck or sunsets and wild roaming turkeys and deer on covered back deck. Striking star gazing at nighttime, boat...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10