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Charleston, SC 5+ Bedroom Vacation Rentals

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164 rentals found
Downtown Duplex - Spring St

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
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 26
Guesthouse Charleston: SOUTH (82 A & B)

82 A & B is a cavernous two-story home, charmingly located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for sizable groups, the home features two completely equipped kitchens, two living areas, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
3 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury set of three completely remodeled luxury homes ideal for a huge group, located next door to each other just moments from King St. Indulge in classy interiors awash with natural light from wrap-around windows. These Charleston...

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
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
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
Guesthouse Charleston: SOUTH (105 A & B)

Located peacefully on coveted Spring Street, this impressive standalone duplex features eight cavernous bedrooms and eight full bathrooms, just steps away from Cannon Green and just three blocks to historic King Street. Ideal for enormous groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Hot Tub • Rooftop • Parking • Walk...

Summary:Welcome to Camellias on Cannon!☀️ Private Rooftop + Courtyard & Hot Tub???? 3 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Enormous Groups – Families, Weddings, & Work Retreats???...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
8 Bedroom - Newly Renovated - Parking & ...

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
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Screened Porch + Patio: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly Beach | 10 Mi to DtwnMake 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...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Whole House, Downtown, Sleeps 16

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Classic Charleston Home, Steps to King, ...

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

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this roomy 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
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
Cozy low country get away with water vie...

Cavernous home with enormous front and back yard surrounded by naturalistic beauty of low country scenery. Savor water view from front deck or sunsets and wild roaming turkeys and deer on covered back deck. Sensational star gazing at nighttime...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this gorgeously preserved Charleston-style home where old-world appeal meets modern comfort. Ideal for couples, families, or modest groups, it offers a welcoming getaway filled with character in a prime location. Located in a...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
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 enormous Piazzas, private roof top deck and...

  • Charleston
  • 6 Bedrooms
  • 7 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 Sizable Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces –...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16