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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
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
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
The Overlook on King

Summary:Located on King Street, Charleston’s most appealing and charming retail, entertainment, and dining corridor, The Overlook on King is one of Charleston’s newest and most opulent properties. The highlight is a one-of-a-kind rooftop terrace...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Sullivan & Palm | Downtown Oasis | Priva...

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Group Getaway - 6BR/6BA in Heart of Char...

Summary:Feel true Charleston appeal in this refreshed historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9 bedrooms (each with its own FULL en-suite bathroom), 3 full kitchens, outdoor porch space...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
11 Bed Compound for Large Groups, Prime ...

Summary:Welcome to The Grandiose Estate, a private getaway in the heart of downtown Charleston, SC. Located within a meticulously restored historic home, this exclusive property features four completely furnished residences, creating the ideal...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this cavernous 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
5BR Spring Street Duplex - Walk to King ...

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
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Historic 5bd Downtown w. Porches + Share...

Summary:Welcome to this handsomely remodeled historic residence occupying the entire second and third floors of a classic home on striking Spring Street. Enhance your hideaway with our modern exercise center with peloton and infrared sauna...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Luxe 5BR w/ Heated Pool~1 Block to King~...

Welcome to The Lowcountry House, a delightfully restored 5-bedroom luxury getaway in the heart of Downtown Charleston with a Private Heated Pool. Originally constructed in the 1860s, this home exudes Lowcountry appeal with handcrafted details and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
New Custom built 5 bedroom home-5 mins t...

Two Palms is a gorgeous new bespoke constructed home which is located less than 5 mins. from handsome Folly Beach and 10 mins. from historic downtown Charleston. The home sleeps 10, has 5 bedrooms, 3 full bathrooms, and offers ample living space...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Only 2 Blocks to King! | The Gemstone Su...

Permit Number: 05685The Space: Welcome to The Gemstone, a handsomely designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for sizable groups in the heart of Charleston!With two full levels of living space, this...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Hot Tub • Porches • Parking • Walk...

Summary:Welcome to Azaleas on Spring!☀️ Private Hot Tub???? 2.5 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Substantial Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
3 Blocks to King Street | 6 BR | Maison ...

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

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
Spacious & Elevated 5bd, 5ba w. Parking ...

Summary:Feel Charleston in this handsome 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
East 42 A & B - Entire Ground Floor, 2 U...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Largest Private Pool Downtown | Mint Jul...

Permit Number: 06995The Space: Step into a world of opulence and relaxation at The Mint Julep House, where every detail has been meticulously curated for an extraordinary stay. This two-story residence, newly modernized and impeccably furnished...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12