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Charleston, SC 5+ Bedroom Vacation Rentals

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160 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 enormous 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 sizable 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 enormous 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Freshly modernized in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
8BR-Spring Street Retreat ~ 2 Full Homes...

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
8BR Downtown Luxury Escape Near King

Summary:Ideal for enormous groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, chic living areas, and Intelligent TVs. Savor 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
8 Bedroom - Newly Renovated - Parking & ...

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
  • 6 Bathrooms
  • Sleeps 16
The Overlook on King

Summary:Located on King Street, Charleston’s most impressive and charming 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 sizable 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 roomy 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
Beautiful 6BR / 6BA w. Parking, Walk to ...

Summary:Welcome to this refined 6-bedroom, 6-bathroom home from The Heirloom collection. Professionally designed and freshly remodeled, it offers fresh 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 striking 5-bedroom, 5-bathroom vacation rental, aptly named The Soiree. Located in the heart of downtown Charleston, this extravagant abode offers an unbeatable location. Upper King Street, just a...

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

Summary:Recently remodeled 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 opulent getaway blends historic character with modern comfort...

  • Charleston
  • 9 Bedrooms
  • 6 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