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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
The Juliette-Entire Luxury Residence

As featured in Vogue.Named as Charleston’s most design-forward Airbnb.Suitably located in the heart of Downtown Charleston, it is our honor to introduce The Juliette. Prioritizing an opulent aesthetic with comfort in mind, it is here that you'll...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Guesthouse Charleston: WEST (62 & 64)

West 62 and 64 are two appealing homes located next door to each other, sharing a cavernous outdoor courtyard ideal for calming with drinks after a day of exploring Charleston. Each home offers generous living spaces, enormous bedrooms, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Private Pool! | Rooftop Patio | The Athe...

Permit Number: 07351The Space: Welcome to Athena — a cavernous 3-story downtown getaway constructed for gathering. With 5 bedrooms, 3.5 baths, a extravagant private pool, and a bright open layout, this home is ideal for families and bigger groups...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Modernized 5BR Family Home?Tranquil Pati...

This charming 5-bedroom, 2.5-bathroom home is a true gem, located on one of the quietest streets in Charleston. With freshly modernized bathrooms, resurfaced floors, and a cavernous, open floor plan, this home is ideal for families or professionals...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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 Generous Groups – Families, Weddings, & Work Retreats???...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Quad at 493 - 4 Suites - Right on Ki...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These elegantly 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
2 Luxury Houses w/ Patios | 1 Block from...

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
4 Blocks to King! | The Dream Weaver

Permit Number: 06052The Space: Two full apartments. Six bedrooms. Four baths. One seamless stay.This completely modernized three-story Charleston home is ideal for sizable groups who want space to spread out without sacrificing style. Bright...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Queen on King Street 7 Bedroom Duple...

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
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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
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 sizable groups exploring downtown Charleston!With two connected condos spanning the second and third...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
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
Grand 10BR Charleston Home with Speakeas...

Summary:Draped in Spanish moss and located within a striking Charleston neighborhood, Heirloom on Cannon is a sizable 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Freshly refreshed in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Regal 7bd Luxury Design w. Speakeasy Bar...

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

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Spacious & Elevated 5bd, 5ba w. Parking ...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Sleeps 16 | Pet-Friendly 2-Unit | Near K...

Sleeps up to 16! This modern, freshly modernized home consists of 2 huge apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
King St. Getaway - Renovated 6 Bedroom D...

Summary:Welcome to King St. Getaway, a gorgeously modernized six-bedroom home in downtown Charleston where modern upgrades meet generous space. Ideal for sizable groups or families looking to discover King Street by day and getaway into luxury by...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
3 Blocks to King Street | 6 BR | Maison ...

Permit Number: 05740The Space: Stay in the heart of Charleston in this charmingly restored 1890s home just steps from King Street, offering six bedrooms and six and a half bathrooms across two private floors, ideal for sizable groups seeking...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13