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Charleston, SC 5+ Bedroom Vacation Rentals

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158 rentals found
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for sizable groups. Each unit has 4 bedrooms, and 4.5 bathrooms totalling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired Spring...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
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
2 Luxury Homes w/ Patios | 1 Block from ...

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

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
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
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 handsome downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two striking standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers painless access to Charleston's best...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
THE DELPHINE Luxury Downtown Charleston ...

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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
St. Philip Collection - Pair of newly re...

This listing is combined of two traditional style Charleston row homes with great outdoor space. The two homes are directly beside each other and have their own separate entrances. Each home has plenty of space to all gather together may it be...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our delightfully remodeled 1905 Charleston Victorian duplex home in the heart of Cannonborough. Just 2 blocks from King Street, this beautiful property features nearly 2600 square feet of ideally designed space...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
AWESOME PROPERTY, GREAT DOWNTOWN CHARLES...

Our property is a legally allowed vacation rental as required by Charleston City ordinance. Our certificate of operational number is OP2024-05539One block from the heart of the entertainment district of Upper King Street. You will know you are in...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
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
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut remodeled, 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
Full Renovation of 1811 historical home....

Recently restored and only 2 blocks from the heart of the entertainment district of Upper King Street, Stay Cannon is the ideal landing place for your next trip to Charleston.Stay Cannon is a legally allowed vacation rental as required by Charleston...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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 Chapel | Grand 8BR Charleston Charme...

Summary:Welcome to The Chapel, a charmingly restored 8-bedroom gem in Charleston where character, comfort and convenience come together. Ideal for huge families or groups, this home offers cavernous common areas, elegant design details and a...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
The Inns | Grand 9BR Charleston Downtown...

Summary:Welcome to your Charleston gathering place where space meets luxury. This enormous 9 bedroom home is constructed for sizable groups, offering eight full bathrooms to make everybody’s stay comfortable and convenient. Ideal for family...

  • Charleston
  • 9 Bedrooms
  • 8 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