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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
High Society | Historic District Gem Nea...

Summary:Feel High Society in this handsome 4-bedroom, 3-bath home in Charleston’s Historic District. Unwind on private balconies with city vistas and savor the rare perk of off-street parking for four. Just blocks from King Street and the...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Chapel | Estate 5BR Gem in Downtown ...

Summary:Welcome to your Charleston sanctuary, a elegantly preserved 5-bedroom gem appealingly 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
Harleston House | Sleeps 16 | 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 gorgeously designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a freshly remodeled 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
Rustic Charleston Single with Rooftop De...

Location, location, location! This warm & welcoming six bedroom, 1852 Charleston single is just 2 blocks away from the Upper King St Shopping & Dining District. Recent renovations & preserved natural wood accents make for a comfortable stay to...

  • Charleston
  • 6 Bedrooms
  • 1 Bathrooms
  • Sleeps 14
The Inns | 5 King Bed, 5 Bath | Spacious...

Summary:Feel Charleston in this fashonable 5-bed, 5-bath Victorian getaway for huge groups. Part of the exclusive Inns collection, this home is steps from King Street's famed dining and shopping. Appreciate modern luxury, a private balcony, and...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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
The Mary Scott and Daniel Legare House

Permit Number: 06948The Space: Welcome to your Charleston getaway at 11 George Street!TThis striking and cavernous home features 5 attractively appointed bedrooms and 3 full bathrooms, making it an ideal getaway for families, friends, or bigger...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Modernized 5BR Family Home?Tranquil Pati...

This handsome 5-bedroom, 2.5-bathroom home is a true gem, located on one of the quietest streets in Charleston. With freshly refreshed bathrooms, resurfaced floors, and a roomy, open floor plan, this home is ideal for families or professionals...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Downtown Charleston Luxe 9BR/9BA + Parki...

Summary:Generous groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our newly-remodeled 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 18
Explore Downtown King St - 12 Bedrooms/7...

Summary:Welcome to your Charleston showcase, a enormous 12-bedroom, 7.5-bath estate located right in the heart of downtown just off King Street. Designed for sizable groups, corporate retreats, or family gatherings, this property blends scale...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Gardenia House | Sleeps 20 | Multi-U...

Summary:Welcome to the Gardenia House in the Preserve, a distinguished luxury residence located in the heart of downtown Charleston. This elegant property offers two exclusive suites within a cavernous layout of 7 bedrooms and 7 full baths, making...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Downtown 1850's Mansion in Historic Char...

Summary:Savor a refined antebellum experience with amenities both new and crafted from reclaimed pieces of Charleston history. This property features 9 unique queen bedrooms and 6 striking bathrooms. This includes really Charleston private porches...

  • Charleston
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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
STEPS to King St - 6 Bedroom Home - Spac...

Summary:Welcome to your Charleston escape, a generously sized 6-bedroom home constructed for big groups who want to be in the heart of the action yet appreciate broad living spaces. Ideal for family get-togethers or friend get-togethers, this home...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for enormous 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...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
The Inns | Luxury Design w. Speakeasy Ba...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most photogenic neighborhoods, this gorgeous 7-bedroom, 5-bath home captures the essence of Southern grace with a modern twist. Thoughtfully modernized in September 2025, every...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Great for Groups | Private Patio | The Z...

Permit Number: 06281The Space: Welcome to Zeus — a freshly redesigned second-floor getaway constructed for comfortable group stays. With 5 bedrooms and 4.5 bathrooms across two upper levels, this cavernous home gives families and bigger groups...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12