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Charleston, SC 5+ Bedroom Vacation Rentals

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158 rentals found
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 huge...

  • Charleston
  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 28
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 huge families, weddings, get-togethers or special gatherings, this property offers...

  • Charleston
  • 13 Bedrooms
  • 12 Bathrooms
  • Sleeps 16
Explore Downtown King St - 12 Bedrooms/7...

Summary:Welcome to your Charleston showcase, a grandiose 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...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Madison- Historic Charleston Single ...

Encompass yourself in the history of Charleston by staying in this newly refreshed 1890`s single home. This entire two story home offers guests all the aesthetic features of a Charleston Single House from its sizable double piazzas with blue...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
The Trifecta at 493 - 3 Suites - On King...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These charmingly appointed units are found on the second floor of a historic building on King Street (above Sewing Down South, as seen on “Southern Charm”).Step into the building...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Tropic - Large Jungly Oasis, Great f...

Welcome to the Tropic! Private single-family home with huge screened-in porch and jungly backyard less than 10 mins. to downtown and 15 to beach. Walkable to coffee stores, bars and dining. Outdoor dining, grille and deck, tropical plants, a work...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
The Cavallo- Private Rooftop Deck & Pool

Entire New 3 Story House w/ Private Heated Spa/Pool, Roof Top Deck & Elevator. Brand new home in historic Charleston with private jetted heatable spa/pool and rooftop deck. Located just one block from Upper King Street within the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
2 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury pair of completely refreshed luxury homes ideal for a enormous group, located next door to each other just moments from King St. Indulge in chic interiors awash with natural light from wrap-around windows. These Charleston...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
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 Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a freshly refreshed 3-unit property just one block from iconic King Street. Ideal for families or groups of friends, this getaway blends comfort, style, and convenience. With updated interiors, a...

  • Charleston
  • 9 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
19 Bedrooms in CHS | Private Pool | The ...

Permit Number: 06280The Space: After February 2026, appreciate a brand-new private pool in the enclosed backyard, photos coming soon!Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property is thoughtfully designed for huge...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
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
3 Luxury Houses w/ Patios | 1 Block from...

Located in the city center, this welcoming villa lets you experience it all in Charleston. There's convenient onsite parking, so you can leave your car behind and let your feet make short work of the 1-min. walk to Upper King Design District or the...

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
The Juliette-Entire Luxury Residence

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 find the mastery of accommodation at last.The spaceAll-inclusive of the...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut refreshed, mins. from Folly Beach and is the ideal hideaway for families and friends. All bedrooms have king size beds. The home features two kitchens both completely equipped...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
Great Downtown Charleston Location!

Feel what it means to live like a local in our 2-story Downtown Charleston home. This home is 6 beds / 5.5 baths and would be ideal for enormous groups/families of up to 12 people. Located 1 block off King Street, you can walk to eateries, bakeries...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
EAST 46 G & H - 2 Units, Connected Inter...

Two splendid adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 roomy living rooms, making them ideal for bigger groups or families seeking both space and comfort. Located just one block from King Street in...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14