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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
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 beautiful interiors awash with natural light from wrap-around windows. These Charleston...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Thomas Waring House | Sleeps 23 | Multi-...

Summary:Welcome to the Thomas Waring House at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. Comprising 4 separate units, this broad property features a total of 11 bedrooms and 11.5...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 23
Guesthouse Charleston: SOUTH (105 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Spacious & Elevated 5bd, 5ba w. Parking ...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The Quad at 493 - 4 Suites - Right on Ki...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These gorgeously 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
Cannon Collective | 5BR Historic Home Do...

Summary:Welcome to Cannon Collective, a cavernous 5 bedroom home in downtown Charleston full of character, elegance and prime access. Ideal for sizable groups, families or gatherings looking for comfort, appeal and space. You will find yourself...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Casa Zoë: Bright Charleston Cottage Nea...

Summary:OP2026-07256OP2026-07257Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still appreciate a bit of breathing room...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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
Moultrie & Palmetto Suites | Walk to Bar...

Summary:Welcome to The Moultrie & Palmetto, a beautiful 6 bedroom, 4 bathroom property spanning two units in the same downtown Charleston building. Sleeps a enormous group together while giving everybody their own space to land. Step outside and...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
East 42 A & B - Entire Ground Floor, 2 U...

East 42 A & B is the combined listing for the two homes below. These two handsome homes can be connected via the fire door in the hallway creating a handsome five bedroom, five bathroom, with a queen murphy bed for flex linens, and two private...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and freshly modernized, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight delightfully refreshed bathrooms...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
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 entirely equipped kitchen, and king-size beds throughout. With off-street parking, modern...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 24
The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a handsomely restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this roomy home has been thoughtfully divided into two separate...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
The Rutledge Avenue Inn Historic Charles...

Permit Number: 05608The Space: Rutledge Avenue Inn, Units A, B and C, is a gorgeously restored 5-bedroom, 5-bath Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests appreciate...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Third Floor Private Sundeck! | The Posei...

Permit Number: OP2026-07350The Space: Welcome to The Poseidon — a cavernous downtown getaway just off Spring Street. With 5 bedrooms, 3.5 baths, and an open layout constructed for gathering, it’s an ideal setup for families and bigger...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Downtown Charleston Gem, Walk Everywhere...

Summary:Welcome to The Lavender & Sage Suites a gorgeously restored 6BR 6.5BA home that pairs modern luxury with timeless Southern appeal. Located in the heart of downtown Charleston, you're just steps from the city's best eateries, nightlife, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Monroe | 5BR - Voted Best of Charles...

Summary:Stay at The Monroe on Spring, a entirely refreshed 1885 Charleston manor voted Finest of Charleston. Blending historic grandeur with modern luxury, this 5-bedroom getaway features charming interiors and sprawling porches ideal for calming...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Full House w Bikes, Grill + Patio + Park...

Summary:This home has everything you need for the ideal group trip to Charleston. Located in the heart of Downtown in a safe, charming neighborhood, The Rose features six delightfully refreshed bedrooms, two full kitchens, and two roomy living...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16