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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this freshly refreshed 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it huge Piazzas, private roof top deck and...

  • Charleston
  • 6 Bedrooms
  • 7 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
New design & construction, 6 Bed, 6 EnSu...

Welcome to 183 Saint Philip Street, your chic haven in the heart of Charleston! This new construction offers a prime location, placing you steps away from the city's vibrant attractions & best eateries. Each bedroom features 55" Samsung TVs ...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Trio at 493 - 3 Suites - On King!

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These elegantly 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
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
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 gorgeous property features nearly 2600 square feet of ideally designed space...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
The Juliette-Entire Luxury Residence

As featured in Vogue.Named as Charleston’s most design-forward Airbnb.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...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Hot Tub • Porches • Parking • Walk...

Summary:Welcome to Azaleas on Spring!☀️ Private Hot Tub???? 2.5 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Enormous Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
Luxe 5BR w/ Heated Pool~1 Block to King~...

Welcome to The Lowcountry House, a gorgeously restored 5-bedroom luxury getaway in the heart of Downtown Charleston with a Private Heated Pool. Originally constructed in the 1860s, this home exudes Lowcountry appeal with handcrafted details and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
19 Bedrooms in CHS | Private Pool! | The...

Permit Number: 06280The Space: Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property, with a *private pool* is thoughtfully designed for enormous groups, corporate retreats, wedding events, or multi-family vacations...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
Harleston House | Sleeps 16 | Whole Hous...

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

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Rare French Quarter Escape, Sleeps 16 w....

Summary:Located in the heart of the French Quarter and draped in history, this private, secure 3,300 sq. ft. luxury getaway comfortably sleeps 16 guests with 5 roomy bedrooms, dual master suites, ensuite bathrooms, and upgraded luxury amenities...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's beautiful Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each gorgeously restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Charming 5 Bedroom House - 1 Block to Ki...

Summary:Feel Charleston in style at this 5BR, 4.5BA home where historic appeal meets modern design. Each king bedroom offers comfort, three with private en-suites. With Intelligent TVs, high-speed WiFi, and on-site parking, this professionally...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Beautiful, fully renovated 1811 historic...

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
Great for Large Groups | The Waltz

Permit Number: 05635The Space: Welcome to The Waltz, a roomy 2nd and 3rd floor getaway designed for gathering, calming, and making memories together, offering 5 bedrooms and 4 full bathrooms in a prime Spring Street location with complimentary...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Charleston Charm: Renovated 4BR House wi...

Summary:Delightfully remodeled downtown Charleston home available as a 30+ day furnished executive rental. Located just mins. from King Street dining/shopping and an painless walk to Colonial Lake, this bright two-story residence blends classic...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Luxe 7bd, 6ba Retreat, Steps from King

Summary:Stay steps from upper King Street in this refined getaway blending luxury and appeal. Featuring sleek interiors, modern amenities, and vistas of Charleston’s vibrant downtown, it’s ideal for travelers who want shopping, dining, and...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16