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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
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
Brooke Haven | 1885 Restored 6bd House

Summary:Feel timeless Southern elegance at The Brooke Haven, a Carolopolis Award-winning 1885 historic manor in Charleston. This opulent 6-bedroom, 6.5-bathroom getaway is ideal for groups, featuring designer furnishings, a modern kitchen, and a...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
5BR Group House | Fire Pit, Movie Deck &...

Bold, bright, and constructed for your whole crew! The entire property is yours, both private units, every bedroom, no one else on site. This Charleston group home sleeps 13 across 5 bedrooms and 3 baths. Packed with arcade games, a fire pit for...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Waterfront Escape - Private Pool, Dock, ...

Welcome to your ultimate waterfront escape just mins. from Folly Beach and the appeal of downtown Charleston. This cavernous home offers an memorable setting for family vacations, group getaways, or special events. Savor gorgeous water vistas, a...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Regal 7bd Luxury Design w. Speakeasy Bar...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most photogenic neighborhoods, Heirloom on Cannon is a striking 7-bedroom, 5-bath home captures the essence of Southern grace with modern amenities. Thoughtfully remodeled in...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Great for Large Groups | The Waltz

Permit Number: 05635The Space: Welcome to The Waltz, a roomy 2nd and 3rd floor getaway designed for gathering, calming, and making memories together, offering 5 bedrooms and 4 full bathrooms in a prime Spring Street location with complimentary...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
2 Luxury Homes w/ Patios | 1 Block from ...

Summary:Discover luxury pair of completely modernized 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
  • 8 Bathrooms
  • Sleeps 20
The Soiree by Charleston Vacays-New Buil...

Feel the epitome of modern Charleston living in this impressive 5-bedroom, 5-bathroom vacation rental, aptly named The Soiree. Located in the heart of downtown Charleston, this extravagant abode offers an unbeatable location. Upper King Street, just...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's charming Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each charmingly restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
The Marquee On King & Historic Market!

Permit Number: 51196The Space: Welcome to The Marquee, a roomy two-level condo combination located directly on historic King Street and ideal for huge groups exploring downtown Charleston!With two connected condos spanning the second and third...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut refreshed, mins. from Folly Beach and is the ideal hideaway for families and friends. All bedrooms have king size beds. The home features two kitchens both entirely equipped. ...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
Casa Bella - Your Oasis in the Heart of ...

Permit Number: 05934The Space: Welcome to Casa Bella, a elegantly remodeled Charleston getaway offering space, style, and historic appeal in the heart of downtown. Ideal for huge groups of up to 11 guests, this unique property includes two separate...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
THE DELPHINE Luxury Downtown Charleston ...

Welcome to your modren 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. Savor...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Designer Chic 6BR Full Downtown Charlest...

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
  • 4 Bathrooms
  • Sleeps 14
Charleston Charm: Renovated 4BR House wi...

Summary:Charmingly modernized downtown Charleston home available as a 30+ day furnished executive rental. Located just mins. from King Street dining/shopping and an simple walk to Colonial Lake, this bright two-story residence blends classic...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
East 42 A & B - Entire Ground Floor, 2 U...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The Blue Angel-In Ground Pool

Welcome to your Charleston-area getaway! This roomy 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
Classic Charleston Home, Steps to King, ...

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

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12