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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
Guesthouse Charleston: SOUTH (82 A & B)

82 A & B is a roomy two-story home, charmingly 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 outdoor...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two beautiful 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
Classic Charleston Home, Steps to King, ...

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

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Inns | 18 bedrooms, Luxurious + Gran...

Summary:As part of the esteemed collection, The Inns, this striking 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for huge groups, this entirely refreshed property combines two chic Victorian homes with modern...

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
EAST 46 G & H - 2 Units, Connected Inter...

Two handsome adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 roomy living rooms, making them ideal for bigger groups or families seeking both space and comfort. Located just one block from King Street in...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
2 Luxury Homes w/ Patios | 1 Block from ...

Summary:Discover luxury pair of completely refreshed luxury homes ideal for a sizable group, located next door to each other just moments from King St. Indulge in chic interiors awash with natural light from wrap-around windows. These Charleston...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Charleston Duplex Home 5BR - Walk to Kin...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in elegant downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping and...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
19 Bedrooms in CHS | Private Pool | The ...

Permit Number: 06280The Space: After February 2026, savor a brand-new private pool in the enclosed backyard, photos coming soon!Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property is thoughtfully designed for huge groups...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
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
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
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
The Queen on King Street 7 Bedroom Duple...

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
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Palmetto State Complex- 4 Condo Comp...

The PERFECT vacation rental for Weddings, Generous Groups and Families looking to travel in complete extravagant comfort and privacy! This 4-suite unit is the ONLY property in Charleston that can host your entire event in their own private suites...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
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
Luxe 7bd, 6ba Retreat, Steps from King

Summary:Stay steps from upper King Street in this refined getaway blending luxury and appeal. Featuring sleek interiors, modern amenities, and vistas of Charleston’s vibrant downtown, it’s ideal for travelers who want shopping, dining, and...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a freshly remodeled 3-unit property just one block from iconic King Street. Ideal for families or groups of friends, this getaway blends comfort, style, and convenience. With refreshed interiors, a...

  • Charleston
  • 9 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Explore Downtown King St - 12 Bedrooms/7...

Summary:Welcome to your Charleston showcase, a grandiose 12-bedroom, 7.5-bath estate located right in the heart of downtown just off King Street. Designed for enormous groups, corporate retreats, or family gatherings, this property blends scale...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
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 sizable...

  • Charleston
  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 28