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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a newly modernized 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 refreshed interiors, a...

  • Charleston
  • 9 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Whole House, Downtown, Sleeps 16

Summary:Welcome to The Ivory and Oak Lofts, a striking 8-bedroom, 6-bathroom historic home located in the heart of Charleston. This charmingly restored property blends timeless appeal with modern amenities, offering an exceptional space for sizable...

  • Charleston
  • 8 Bedrooms
  • 6 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
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 attractively restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Grand 10BR Charleston Home with Speakeas...

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. Freshly modernized in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Pool! | 2 Blocks to King St | Parthenon ...

Permit Number: 05086The Space: Two homes. Ten bedrooms. Private (heated) pool. Walk to King Street.This broad Charleston getaway is designed for huge groups who want space to gather without sacrificing privacy. Tucked on a peaceful street just a...

  • Charleston
  • 10 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
Beautiful 10bd/10ba Home w. Pool + Parki...

Summary:Discover this massive 10-bedroom, 10-bathroom getaway in downtown Charleston, accommodating up to 22 guests. Luxuriate in open living spaces, a completely equipped kitchen, and king-size beds throughout. With off-street parking, modern...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 24
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 Sizable Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces –...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Blue Angel-In Ground Pool

Welcome to your Charleston-area getaway! This cavernous Home is 2,300 square feet of comfortable living space designed for calming, entertaining, and making memories. The home features a bright open layout with vaulted ceilings, modern floor, and...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
The Trifecta at 493 - 3 Suites - On King...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These delightfully 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
Large, Historic 6BR, Designed to Perfect...

Summary:Welcome to Palmetto Hideaway, a striking 6-bedroom designer home in the heart of downtown Charleston. Ideal for sizable families, friend getaways, or anyone who craves style, space, and character, it immerses you in history while offering...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Waterfront Private Retreat near Folly Be...

WELCOME TO MARSH MADNESSEscape to your own private corner of the Lowcountry at Marsh Madness, a cavernous waterfront getaway surrounded by sweeping marsh and river vistas. With a private pool, deepwater dock, wraparound porches and memorable...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
The Chapel | Grand 8BR Charmer - Walkabl...

Summary:Welcome to The Chapel, a attractively 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, fashonable design details and a...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
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
Charleston Abode | Downtown, 1 Block fro...

Summary:Welcome to Charleston Abode, a luminous 2-bedroom getaway just one block from King Street where historic appeal meets modern comfort. Designed for couples or modest groups, this home offers airy interiors, classy details, and rare outdoor...

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

Summary:Discover luxury pair of completely refreshed luxury homes ideal for a huge 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
The Chapel | Estate 5BR Gem in Downtown ...

Summary:Welcome to your Charleston sanctuary, a charmingly preserved 5-bedroom gem charmingly located in the heart of downtown. Boasting historic architecture, broad common rooms, and thoughtful modern amenities, this home is ideal for families...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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