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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
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
Southern Ease | 5BR Next to Cannon Green...

Summary:Welcome to Southern Ease, two upstairs units in Charleston that sleep 10, right next to Cannon Green. If the wedding's next door, it doesn't get easier than this: get ready together, walk over for the ceremony, and come back afterward to...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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
Sullivan & Palm | Downtown Oasis | Priva...

Summary:Walkable to four Michelin eateries with a saltwater pool out back, this 5BR downtown home is an simple base for a family trip or a group weekend. The fenced yard gives the kids somewhere to run while everybody else settles in poolside under...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Mint Julep Residence @ Smalls Alley w/ H...

Welcome to the Mint Julep Residence, the grandest home in the Smalls Alley collection of standalone luxury homes in downtown Charleston. Unlike its sister residences in the alley, this famed historic home sits at its own address, 129 Cannon Street...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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 charmingly restored property blends timeless appeal with modern amenities, offering an exceptional space for sizable...

  • 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
Quarters on Spring-Rare CHS Retreat for ...

Welcome to The Quarters on Spring, an exceptionally roomy and handsomely refreshed Charleston hideaway located just mins. from the heart of downtown. It is rare to find a home this huge, this updated, and this appealing in such a prime location...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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 painless 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
Harleston House, Sleeps 16,  Whole House...

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 attractively designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
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 pretty Cannonborough/Elliotborough District, this handsome home constructed in 2022 is just steps from King Street’s top eateries, stores, and nightlife. Appreciate...

  • 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
Bee & Blossom | Large Bed & Breakfast Bu...

Summary:Welcome to Bee & Blossom, a gorgeously restored home in Charleston’s historic Radcliffeborough neighborhood. The home blends classic Charleston character with modern comfort. Gather in the inviting living room, prepare meals in the...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Historic Duplex 6 Blocks To King - Lots ...

Summary:Take it simple on the porch after a long day at the beach, then pull up a chair for a casual dinner. This pretty duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your ideal...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12