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Charleston, SC 5+ Bedroom Vacation Rentals

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159 rentals found
8BR-Spring Street Retreat ~ 2 Full Homes...

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Professionally Designed 5bd Retreat, Ste...

Summary:Welcome to Emerson Square, a enormous professionally designed getaway of a gorgeously restored historic building, this broad five-bedroom residence is ideal for families and sizable groups. Appreciate a chef’s kitchen, SMART TVs...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Spacious & Elevated 5bd, 5ba w. Parking!

Summary:Feel Charleston in this chic 5-bed, 5-bath Victorian getaway for enormous groups. Part of the exclusive Heirloom collection, this home is steps from King Street's famed dining and shopping. Savor modern luxury, a private balcony, and...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
Guesthouse Charleston: WEST (62 & 64)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Harleston House | Sleeps 16 | Whole Hous...

Summary:Welcome to Harleston House in The Preserve. This premier property is one of our five sophisticated luxury homes located in the heart of downtown Charleston. With 7 attractively designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Overlook on King

Summary:Located on King Street, Charleston’s most impressive and charming retail, entertainment, and dining corridor, The Overlook on King is one of Charleston’s newest and most extravagant properties. The highlight is a one-of-a-kind rooftop...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Thomas Waring House | Unit A | Sleeps 11

Summary:Welcome to Thomas Waring House-Suite A at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. This luxury suite in downtown Charleston is comprised of 5 bedrooms and 5.5...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a charmingly restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this roomy home has been thoughtfully divided into two separate...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
11 Bed Compound for Large Groups, Prime ...

Summary:Welcome to The Grandiose Estate, a private getaway in the heart of downtown Charleston, SC. Located within a meticulously restored historic home, this exclusive property features four entirely furnished residences, creating the ideal setting...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Large 6bd Home, right off King

Summary:Welcome to the Aurelia House, a enormous 6-bedroom home constructed for families, groups, or multi-family gatherings who want space, comfort, and access. Located a short walk from King Street, this home blends old Charleston spirit with...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Historic Charm | The Bee & Blossom

Permit Number: 07286The 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 roomy...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Madison- Historic Charleston Single ...

Encompass yourself in the history of Charleston by staying in this freshly refreshed 1890`s single home. This entire two story home offers guests all the aesthetic features of a Charleston Single House from its enormous double piazzas with blue...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
Downtown Charleston Home + Private Pool

Summary:Ideal for a sizable 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
Guesthouse Charleston: SOUTH (105 A & B)

Located peacefully on coveted Spring Street, this appealing 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 sizable groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Casa Zoë | Royal House – Charlestonâ€...

Summary:OP2025-06816OP2025-06817The Royal House is Charleston’s ultimate group escape: a dual-unit Casa Zoë mansion that blends grandeur, design, and independence. With 8 bedrooms, 8 baths, and separate living quarters, it offers shared elegance...

  • Charleston
  • 8 Bedrooms
  • 10 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
Beautiful, fully renovated 1811 historic...

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