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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
The Inns | HUGE 10 Bedroom with Speakeas...

Summary:Draped in Spanish moss and located within a striking Charleston neighborhood, this freshly remodeled grandiose 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently modernized in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Downtown Duplex - Coming St - Sleeps 20

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 16
Bee & Blossom | Historic Charm

Permit Number: 06191The Space: This former historic Bed and Breakfast has undergone a magical transformation into what is a freshly-remodeled 6 bedroom/6.5 bath designer's showcase home in the fashionable, laid-back Radcliffborough neighborhood...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Casa Bella - Your Oasis in the Heart of ...

Permit Number: 05934The Space: Introducing Casa Bella: A Charming Charleston Retreat with Ample Space and Serene YardLocated in the heart of Charleston, Casa Bella offers a newly-remodeled haven boasting 6 bedrooms, 4 bathrooms, and divided into 2...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Oikos - 19 Bedrooms in Downtown Charlest...

Permit Number: 06280The Space: Welcome to your ultimate group hideaway! This broad 4-unit, 19-bedroom listing is ideal for sizable groups, corporate retreats, or multi-family vacations. Designed for comfort and convenience, this gorgeous property...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
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
Morris Place | Best of Charleston Renova...

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

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Rutledge Avenue Inn Historic Charles...

Permit Number: 05608The Space: Welcome to Rutledge Avenue Inn – Units A, B & C, a attractively restored 5-bedroom, 5-bathroom Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Carolopolis Award Winning Home! | Brooke...

Permit Number: 06311The Space: The Brooke Haven is a extravagant two-story Charleston Single home that has newly been entirely refreshed while maintaining the quintessential appeal of old historic Charleston! This home is ideal for sizable groups up...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Charming 5 Bedroom House - 1 Block to Ki...

Summary:Feel Charleston in style at this 5BR, 4.5BA home where historic appeal meets modern design. Each king bedroom offers comfort, three with private en-suites. Gather in the cavernous living areas or prepare in the completely supplied kitchen...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Guesthouse Charleston: WEST 62 & 64

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

  • Charleston
  • 10 Bedrooms
  • 9 Bathrooms
  • Sleeps 24
Cocktail Club | 4 Redesigned Suites

Permit Number: 05591The Space: Appreciate gracious Southern living in our roomy 8 BR home. The home is divided into four gorgeously designed 2 BR units, making this property ideal for enormous groups. Each unit has been thoughtfully decorated to...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
Guesthouse Charleston: SOUTH 82 A & B

82 A & B is a cavernous two-story home, attractively located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for enormous groups, the home features two completely equipped kitchens, two living areas, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Vacation Villa 5 mins to King St ‘The ...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and roomy bedrooms with en-suite spa bathrooms. The Palm...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Blue Magnolia | Perfect for Large Groups

Summary:Discover Blue Magnolia, your classy and roomy Charleston getaway. This 7BR/4BA home combines classic Southern appeal with modern comfort, making it ideal for families or groups. Unwind on the inviting front porch, soak in the airy interiors...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
Crosstown @ King | Elegant & Modern 6BR ...

Summary:Feel Charleston in style at this 6BR, 4BA Crosstown getaway just one block from King Street. Designed for up to 14 guests, the home combines modern finishes with roomy comfort. Appreciate multiple living areas, a completely equipped kitchen...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Group Getaway - 6BR/6BA in Heart of Char...

Summary:Traveling with a group? This property is ideal - all six bedrooms have full ensuite baths. Note that this listing is a combination of two individual five star units within the same building with dozens of reviews.The Space:This...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Large Vacation Home in heart of Charlest...

Jan or Feb Specials Available- Work from Charleston with Friends for $10,000 for the whole month!. Send inquiry for details.Welcome to The Penny Palace: Where History Meets Modern Comfort!This 3-story historic gem, is located in the heart of the...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14