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Charleston, SC 5+ Bedroom Vacation Rentals

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164 rentals found
20 Guests | 2 Home Compound | Close to D...

Summary:Welcome to Palmetto Pearl and Salt Air Stay, a TWO HOME compound on over .6 acres! Unwind in our two bright and modern new construction homes on James Island. This compound sleeps 20 guests total in two homes; each home nearly 2,000 sq ft...

  • Charleston
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this handsomely 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
Beautiful, fully renovated 1811 historic...

Recently restored and only 2 blocks from the heart of the entertainment district of Upper King Street, Stay Cannon is the ideal landing place for your next trip to Charleston.Stay Cannon is a legally allowed vacation rental as required by Charleston...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
1 Block to King | CHS Best Coffee and Re...

The Space: Welcome to your historic Charleston getaway, a elegantly restored 1820 residence combining timeless character with modern comfort in the heart of the city!This property offers two private units, one upstairs and one downstairs, each with...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 15
Guesthouse Charleston: Historic downtown...

Two handsome adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 cavernous living rooms, making them ideal for bigger groups or families seeking both space and comfort. Located just one block from King Street in...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Charleston Duplex Home 5BR - Walk to Kin...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in gorgeous downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Moultrie & Palmetto Suites | Walk to Bar...

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

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Whole House, Downtown, Sleeps 16

Summary:Welcome to The Ivory and Oak Lofts, a gorgeous 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 huge...

  • Charleston
  • 8 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
The Crystal Palace: Nightlife & Beach Re...

⭐ ABOUT THIS SPACE — The Crystal PalaceA luminous 1850s Charleston Single, completely restored in 2025, just steps from King Street.Welcome to The Crystal Palace, a glamorous 5-bedroom, 5-bath historic getaway in the heart of downtown...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Downtown Duplex - St Philip 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
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
5BR Charleston Oasis w/ Screened Porch f...

Welcome to our 5-bedroom, 2-bathroom bungalow, where a screened porch, fenced backyard, and simple indoor-outdoor flow make group stays feel simple.• Screened porch with dual fans, seating, and outdoor dining• Fenced backyard with fire pit...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
New design & construction, 6 Bed, 6 EnSu...

Welcome to 183 Saint Philip Street, your chic haven in the heart of Charleston! This new construction offers a prime location, placing you steps away from the city's vibrant attractions & best eateries. Each bedroom features 55" Samsung TVs ...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Downtown Charleston Luxe 9BR/9BA + Parki...

Summary:Enormous groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-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
Cannon Collective | 5BR Historic Home Do...

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

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Thomas Waring House | Unit A | Sleeps 11

Summary:Welcome to Thomas Waring House-Suite A at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. This luxury suite in downtown Charleston is comprised of 5 bedrooms and 5.5...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
THE DELPHINE Luxury Downtown Charleston ...

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
8BR Downtown Luxury Home w. Pool & Parki...

Summary:Ideal for huge groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, classy living areas, and Intelligent TVs. Savor luxury linens, high-speed WiFi, and two off-street parking...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18