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Charleston, SC 5+ Bedroom Vacation Rentals

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166 rentals found
Guesthouse Charleston: SOUTH (105 A & B)

Located peacefully on coveted Spring Street, this beautiful standalone duplex features eight roomy bedrooms and eight full bathrooms, just steps away from Cannon Green and just three blocks to historic King Street. Ideal for sizable groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Rosemary House - C | Perfect for Wedding...

Summary:Located above The Rutledge Room, Unit C at The Rosemary House is a 5 bed, 5 bath penthouse with designer furnishings and refreshed amenities. The layout is constructed for a crowd, with an open kitchen and living room where your group can...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
STEPS to King St - 6 Bedroom Home - Spac...

Summary:Welcome to your Charleston escape, a generously sized 6-bedroom home constructed for big groups who want to be in the heart of the action yet savor broad living spaces. Ideal for family get-togethers or friend get-togethers, this home offers...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Boho Rosa | Famous Pink House with Pool ...

Summary:Welcome to Boho Rosa, a vibrant getaway named one of Condé Nast Traveler’s Top 10 Airbnbs in Charleston three years in a row. Behind its iconic pink exterior, professionally designed boho-chic interiors blend with classic Southern appeal...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Luxury 6BR w/ Pool Downtown CHS

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
  • 6 Bathrooms
  • Sleeps 12
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and newly remodeled, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight gorgeously refreshed bathrooms...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Elegant & Modern 6BR w. Pool & Parking!

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. Savor multiple living areas, a completely equipped kitchen...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Beautiful 10bd/10ba Home w. Pool + Parki...

Summary:Discover this massive 10-bedroom, 10-bathroom getaway in downtown Charleston, accommodating up to 22 guests. Luxuriate in open living spaces, a completely equipped kitchen, and king-size beds throughout. With off-street parking, modern...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 24
Historic Duplex 6 Blocks To King - Lots ...

Summary:Take it simple on the porch after a long day at the beach, then pull up a chair for a casual dinner. This charming duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your ideal...

  • Charleston
  • 6 Bedrooms
  • 4 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 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
The Cannon Exchange Building By Charlest...

Feel the pinnacle of Charleston living at the Cannon Exchange Building, a thoughtfully designed luxury property offering two broad residences: The Chateau and The Soirée. Each unit accommodates up to 14 guests, making the building ideal for huge...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for huge 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 Spring...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
Bee & Blossom | Large Bed & Breakfast Bu...

Summary:Welcome to Bee & Blossom, a attractively restored 1910 Queen Anne Victorian home in Charleston’s historic Radcliffeborough neighborhood. Originally constructed in the early 20th century, the home blends historic Charleston character with...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Preserve | Barbados House | 5 BR + 5...

Summary:Welcome to the Barbados House, part of The Preserve, a luxury single-style home located in the heart of downtown Charleston. This elegant 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Classic Charleston Home, Steps to King, ...

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

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
6 Bedrooms! One Block to King Street!

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for huge families or groups who want walk-ability, historic details, and room...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Southern Ease | 5BR Next to Cannon Green...

Summary:Welcome to Southern Ease, two upstairs units in Charleston that sleep 10, right next to Cannon Green. If the wedding's next door, it doesn't get easier than this: get ready together, walk over for the ceremony, and come back afterward to...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
8 Bedroom Retreat in the Heart of Downto...

Welcome to your ideal hideaway in the vibrant Cannonborough-Elliottborough neighborhood! This extraordinary 8 bedroom, 9 bathroom home is just a short walk away from the best eateries, shopping, and attractions that downtown Charleston has to...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 20