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Charleston, SC 5+ Bedroom Vacation Rentals

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171 rentals found
The Madison- Historic Charleston Single ...
4.9
(30)

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
Historic Duplex 6 Blocks To King - Lots ...
4.9
(14)

Summary:Take it painless on the porch after a long day at the beach, then pull up a chair for a casual dinner. This beautiful duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Manor | 8BR Home in Downtown Charles...

Summary:Feel Charleston in style at The Manor, an 8BR historic home in the heart of downtown. Ideal for sizable groups, get-togethers, and celebrations, this remodeled property blends timeless appeal with modern amenities. Walk to King Street’s...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Heart of Downtown - All En-suites baths!
4.6
(5)

Summary:Substantial groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-modernized historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...

  • Charleston
  • 9 Bedrooms
  • 9 Bathrooms
  • Sleeps 16
Downtown Charleston 8 Bedroom
4.7
(31)

Recently constructed, three-home complex, centrally located in Downtown Charleston! ✦Over 5,000 SQ FT!! ✦ Great for enormous groups - spend time together, but everybody can have their space!✦Open-air porches, welcoming living areas & roomy...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
Full Renovation of 1811 historical home....

Freshly 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
The Rosemary House | Sleeps 16 | Multi-U...

Summary:Welcome to the Rosemary House at The Preserve, a cavernous and elegantly appointed residence occupying the top floors of a handsomely preserved historic home. With 8 bedrooms and 8 bathrooms, this broad property offers ample privacy and...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Poseidon | 3rd Floor Private Sundeck
4.9
(14)

Permit Number: 06282The Space: ???? Welcome to Poseidon - Your Charleston Retreat!Discover the luxury of our cavernous unit, ideal for enormous groups or families, with 5 bedrooms and 3.5 full baths. Conveniently located right off Spring Street...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Parlour Brighton | Two Homes | Perfect f...

The Space: This rental is two seperate homes next to each other.As you walk into The Parlor home from the first floor piazza, you are greeted by an handsome entry entryway with the home’s open living room and kitchen to the right. The living room...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
Downtown Duplex - Coming St - Sleeps 20

Step into the timeless elegance of Charleston's historic peninsula, affectionately known as the Holy City. Our beautiful Vacation Rental By Owner awaits you in the heart of downtown Charleston, mere moments from MUSC, the College of Charleston, and...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Harleston House | Sleeps 17 | Multi-Unit...

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 elegantly designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Screened Porch + Grill: Spacious Charles...
3.7
(17)

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly BeachMake this 5-bedroom, 3-bathroom vacation rental your home base as you discover all Charleston has to offer. The 'James Island Folly Family Retreat' includes multiple living areas, ideal...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
The OakTree | Stylish Bohemian Downtown ...

Summary:Stay in this fresh bohemian getaway in the heart of downtown Charleston! This broad 7BR/7.5BA traditional Charleston Single House offers the ideal blend of appeal and comfort for families, friends, or groups. Located in the fashionable...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
THE DELPHINE Luxury Downtown Charleston ...

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Thomas Waring House | Sleeps 23 | Multi-...

Summary:Welcome to the Thomas Waring House at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. Comprising 4 separate units, this broad property features a total of 11 bedrooms and 11.5...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 23
Mint Julep | Largest Private Pool Downto...
4.8
(30)

Permit Number: 05932The Space: Step into a world of opulence and relaxation at The Mint Julep House, where every detail has been meticulously curated for an extraordinary stay. This two-story residence, freshly remodeled and impeccably furnished...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Cozy 5BR/5BA Downtown Gem - Close to Kin...

Summary:Welcome to "Cozy 5BR/5BA Downtown Gem - Close to King!!", a newly-refreshed 5-bedroom, 5-bathroom getaway in Charleston's laid-back neighborhood. Just one block from King Street, this roomy suite comfortably accommodates up to 11 guests...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Guesthouse Charleston: WEST (242 B & C)
4.9
(18)

A short distance from ecotours, birdwatching, and more, this pet-friendly vacation home lets you experience it all. Upper King Design District is just steps away and Charleston Music Hall is within an painless 13-min. walk, so leave your car at the...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16