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Charleston, SC 5+ Bedroom Vacation Rentals

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164 rentals found
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
The Conroy | Perfect Location | Historic...

Permit Number: BL049129-09-2026The Space: Welcome to The Conroy, a remarkable historic building located along iconic Broad Street in the heart of downtown Charleston. Originally constructed around 1794, this charmingly preserved property offers a...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 15
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this roomy 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
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut remodeled, 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
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
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 impressive Spring Street. Enhance your hideaway with our modern exercise center with peloton and infrared sauna...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Casa Bella - Your Oasis in the Heart of ...

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

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
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
Morris Place | Best of Charleston Renova...

Summary:Welcome to Morris Place, a elegantly refreshed Charleston home celebrated with the Finest of Charleston award for its blend of architectural character and modern comfort. Ideal for guests who adore design, heritage, and intimate outdoor...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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 delightfully restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
New Custom built 5 bedroom home-5 mins t...

Two Palms is a striking new bespoke constructed home which is located less than 5 mins. from elegant 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
The Fish! Most Unique High-End Luxury Re...

$250 Beach gear credit supplied with all new reservations! *Applies to 3-21 nighttime stays only* BR 1: 1 King, BR 2: 1 King, BR 3: 1 King, BR 4:1 King, BR 5: 4 Twins; Sleeps 12, Private Pool, High-End Unique Home, Screen Porch, Gas grille, Folly...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two gorgeous standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers painless access to Charleston's best...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our charmingly remodeled 1905 Charleston Victorian duplex home in the heart of Cannonborough. Just 2 blocks from King Street, this handsome property features nearly 2600 square feet of ideally designed space. The...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Newly Built, Spacious, Luxury w. Bikes +...

Summary:Welcome to The Charlee on Cannon, an elevated getaway in the heart of downtown Charleston. This attractively designed five-bedroom residence features broad living spaces, a chef-inspired kitchen, and a private rooftop terrace ideal for...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Chapel | Estate 5BR Gem in Downtown ...

Summary:Welcome to your Charleston sanctuary, a delightfully preserved 5-bedroom gem charmingly located in the heart of downtown. Boasting historic architecture, broad common rooms, and thoughtful modern amenities, this home is ideal for families...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Casa Zoë: Bright Charleston Cottage Nea...

Summary:OP2026-07256OP2026-07257Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still appreciate a bit of breathing room...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Soiree by Charleston Vacays-New Buil...

Feel the epitome of modern Charleston living in this gorgeous 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 a...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14