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106 rentals found
Guesthouse Charleston: WEST (62 & 64)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 24
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a newly refreshed 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 updated interiors, a calming...

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  • 9 Bedrooms
  • 5 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...

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  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 28
Explore Downtown King St - 12 Bedrooms/7...

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

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Casa Zoë | Grand Sparrow House

Summary:OP2025-05862Casa Zoë’s crown jewel, The James Sparrow House, is a sizable Federal-style landmark reimagined for modern gatherings. Totally redesigned, it blends 19th-century craftsmanship with bold interiors and curated art. With 9...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
8 Bedroom - Newly Renovated - Parking & ...

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
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Chapel | Grand 8BR Charleston Charme...

Summary:Welcome to The Chapel, a handsomely restored 8-bedroom gem in Charleston where character, comfort and convenience come together. Ideal for enormous families or groups, this home offers roomy common areas, charming design details and a...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
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
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for sizable 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
Full Renovation of 1811 historical home....

Recently restored and only 2 blocks from the heart of the entertainment district of Upper King Street, Stay Cannon is the ideal landing place for your next trip to Charleston.Stay Cannon is a legally allowed vacation rental as required by Charleston...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Juliette-Entire Luxury Residence

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 find the mastery of accommodation at last.The spaceAll-inclusive of the...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 19
Historic Charm | The Bee & Blossom

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a gorgeously 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 cavernous...

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  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Palmetto State Complex- 4 Condo Comp...

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two striking 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
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
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
The Rosemary House | Sleeps 16 | Multi-U...

Summary:Welcome to the Rosemary House at The Preserve, a roomy and elegantly appointed residence occupying the top floors of a handsomely preserved historic home. With 8 bedrooms and 8 bathrooms, this broad property offers ample privacy and comfort...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Downtown Duplex - Spring St

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
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 26