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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
Large, Historic 6BR, Designed to Perfect...

Summary:Welcome to Palmetto Hideaway, a striking 6-bedroom designer home in the heart of downtown Charleston. Ideal for sizable families, friend getaways, or anyone who craves style, space, and character, it immerses you in history while offering...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Sleeps 16 | Pet-Friendly 2-Unit | Near K...

Sleeps up to 16! This modern, freshly refreshed home consists of 2 sizable apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
East 42 A & B - Entire Ground Floor, 2 U...

East 42 A & B is the combined listing for the two homes below. These two delightful homes can be connected via the fire door in the hallway creating a elegant five bedroom, five bathroom, with a queen murphy bed for flex linens, and two private...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Only 2 Blocks to King! | The Gemstone Su...

Permit Number: 05685The Space: Welcome to The Gemstone, a charmingly designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for sizable groups in the heart of Charleston!With two full levels of living space, this...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Full Renovation of 1811 historical home....

Freshly 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
Downtown Charleston Home + Private Pool

Summary:Ideal for a enormous family! This listing is for the entire home. The home sleeps 16 guests total. Your stay just got an upgrade. 118B President Street now features a newly finished private plunge pool, sun deck with loungers, and outdoor...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Thomas Waring House | Sleeps 23 | Multi-...

Summary:Welcome to the Thomas Waring House at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. Comprising 4 separate units, this broad property features a total of 11 bedrooms and 11.5...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 23
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
Largest Private Pool Downtown | Mint Jul...

Permit Number: 06995The Space: Step into a world of opulence and relaxation at The Mint Julep House, where every detail has been meticulously curated for an extraordinary stay. This two-story residence, newly refreshed and impeccably furnished...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Guesthouse Charleston: SOUTH (105 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Island Retreat - Great for Large Groups

Summary:Conveniently located on James Island, 5 miles from Folly Beach and Downtown Charleston, this lush live oak property features 3 separate units that share a cavernous backyard. The individual units provide plenty of space for privacy with 1...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
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 cavernous...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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
New Custom built 5 bedroom home-5 mins t...

Two Palms is a impressive new bespoke constructed home which is located less than 5 mins. from handsome Folly Beach and 10 mins. from historic downtown Charleston. The home sleeps 10, has 5 bedrooms, 3 full bathrooms, and offers ample living space...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Downtown-One-of-a-Kind Romantic Luxury R...

DOWNTOWN- LARGE 5BR, 3BA, 5 Fireplaces, French Doors, Sizable Balcony. Delightfully restored building. Very Romantic and Elegant Five Bedroom, Three Bath, Sleeps 10 people in beds, 1 to 2 on couch, 12’ Ceilings, Five Fireplaces, Extensive Pocket...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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
AWESOME PROPERTY, GREAT DOWNTOWN CHARLES...

Our property is a legally allowed vacation rental as required by Charleston City ordinance. Our certificate of operational number is OP2024-05539One block from the heart of the entertainment district of Upper King Street. You will know you are in...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
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