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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
Sophisticated Home in Historic Charlesto...

Summary:Feel Charleston in this sophisticated 5-bedroom, 4-bath getaway designed for families or groups of friends who value comfort, space, and style. Located in a prime neighborhood, you’ll be close to vibrant dining, historic appeal, and the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
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. Recently modernized in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
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 DELPHINE Luxury Downtown Charleston ...

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

  • Charleston
  • 5 Bedrooms
  • 3 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 enormous groups exploring downtown Charleston!With two connected condos spanning the second and third...

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

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
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 enormous families or groups who want walk-ability, historic details, and...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
New Build - Steps to King Street

Feel the epitome of modern Charleston living in this impressive, brand new, 5-bedroom, 5-bathroom vacation rental apartment, aptly named The Chateau. Located in the heart of downtown Charleston, this opulent abode offers an unbeatable location with...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this cavernous 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our charmingly 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. The...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
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 huge groups, corporate retreats, wedding events, or multi-family vacations, offering...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
The Quad at 493 - 4 Suites - Right on Ki...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These handsomely 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
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Luxe 5BR w/ Heated Pool~1 Block to King~...

Welcome to The Lowcountry House, a elegantly 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
3 Blocks to King Street | 6 BR | Maison ...

Permit Number: 05740The Space: Stay in the heart of Charleston in this elegantly restored 1890s home just steps from King Street, offering six bedrooms and six and a half bathrooms across two private floors, ideal for huge groups seeking comfort...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
Classic Charleston Home, Steps to King, ...

Summary:Feel Charleston in this beautiful two story, 5 Bedroom + 6 Full Bathroom Home! A classic Charleston Single on Coming Street, steps from famed King Street. Appreciate simple access to local bakeries, coffee stores, top-notch eateries and...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Regal 7bd Luxury Design w. Speakeasy Bar...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most beautiful neighborhoods, Heirloom on Cannon is a impressive 7-bedroom, 5-bath home captures the essence of Southern grace with modern amenities. Thoughtfully remodeled in...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Guesthouse Charleston: WEST (62 & 64)

West 62 and 64 are two appealing homes located next door to each other, sharing a cavernous outdoor courtyard ideal for calming with drinks after a day of exploring Charleston. Each home offers generous living spaces, huge bedrooms, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Screened Porch + Grill: Spacious Charles...

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