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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this freshly modernized 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it sizable Piazzas, private roof top deck and...

  • Charleston
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Monroe | 5BR - Voted Best of Charles...

Summary:Stay at The Monroe on Spring, a entirely modernized 1885 Charleston manor voted Finest of Charleston. Blending historic grandeur with modern luxury, this 5-bedroom getaway features chic interiors and sprawling porches ideal for calming after...

  • Charleston
  • 25 Bedrooms
  • 25 Bathrooms
  • Sleeps 16
Vacation Villa 5 mins to King 'Travelers...

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
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
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 19
Charleston Villa | 6bd, Designer Downtow...

Summary:Welcome to your Charleston escape where roomy living meets classy design. This six bedroom home is ideal for enormous groups or families looking for comfort, modern amenities, and an inviting patio for gathering. You will savor privacy...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
The Grand Helène - Newly Renovated 11BD...

Summary:Freshly constructed 11BR/11.5BA home in the laid-back Cannonborough/Elliotborough neighborhood—ideal for huge groups seeking space and privacy. The property features three separate units in one building, ideal for gathering together while...

  • Charleston
  • 11 Bedrooms
  • 12 Bathrooms
  • Sleeps 22
10BR/10BA Downtown Home - Steps to King ...

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

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 24
Waterfront Escape - Private Pool, Dock, ...

Welcome to your ultimate waterfront escape just mins. from Folly Beach and the appeal of downtown Charleston. This roomy home offers an memorable setting for family vacations, group getaways, or special events. Savor striking water vistas, a private...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Six on Cannon | 6BR Charleston Home + Pa...

Summary:Welcome to Six on Cannon, a roomy 6 bedroom 2 bathroom home ideally suited for families, friends, or get-togethers who want room, style, and downtown convenience together. Recently furnished and thoughtfully arranged, it gives you all the...

  • Charleston
  • 6 Bedrooms
  • 2 Bathrooms
  • Sleeps 16
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 cavernous bedrooms with en-suite spa bathrooms. The...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Casa Zoë | Grand Sparrow House

Summary:OP2026-07255OP2026-07256OP2026-07257Casa Zoë’s crown jewel, The James Sparrow House, is a grandiose Federal-style landmark reimagined for modern gatherings. Totally redesigned, it blends 19th-century craftsmanship with bold interiors and...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
Guesthouse Charleston: WEST (62 & 64)

West 62 and 64 are two striking 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, sizable bedrooms, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 16
Regal 7bd Luxury Design w. Speakeasy Bar...

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

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Guesthouse Charleston: SOUTH (82 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Spacious 5BR Home sleeps 14- Families, B...

Welcome to The Penny Palace: Where History Meets Modern Comfort!This 3-story historic gem, is located in the heart of the Historical District in downtown Charleston and invites you to experience the timeless appeal of the 1800s with all the...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
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 Charm | The Bee & Blossom

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a handsomely reimagined historic 6-bedroom, 6.5-bath home in the laid-back Radcliffborough neighborhood, thoughtfully designed for groups of up to twelve guests!Spanning three roomy...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12