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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
The OakTree | Stylish Bohemian Downtown ...

Summary:Welcome to The OakTree, your boho-chic haven in the heart of downtown Charleston, where artistic flair meets generous space. Ideal for sizable groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Barbados House | Luxury House | Slee...

Summary:Welcome to the Barbados House, part of The Preserve, a luxury single-style home located in the heart of downtown Charleston. This elegant 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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 roomy backyard. The individual units provide plenty of space for privacy with 1 king...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
The Chapel | Grand 8BR Charmer - Walkabl...

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Charming 5 Bedroom House - 1 Block to Ki...

Summary:Feel Charleston in style at this 5BR, 4.5BA home where historic appeal meets modern design. Each king bedroom offers comfort, three with private en-suites. Gather in the cavernous living areas or prepare in the completely outfitted kitchen...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Grand 10 BR Charleston Home with Speakea...

Summary:Draped in Spanish moss and located within a striking Charleston neighborhood, Heirloom on Cannon is a enormous 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently refreshed in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
5BR Charleston Oasis w/ Screened Porch f...

Why you`ll adore The TropicFive roomy bedrooms, with a master that treats you to a king bed and rainfall shower. Parlor year-round on the humongous screened porch, or fire up the grille in your private jungle yard with a dining deck under the pines...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Cannon Collective | 5BR Historic Home Do...

Summary:Welcome to Cannon Collective, a cavernous 5 bedroom home in downtown Charleston full of character, elegance and prime access. Ideal for sizable groups, families or gatherings looking for comfort, appeal and space. You will find yourself...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Downtown Charleston Luxe 9BR/9BA + Parki...

Summary:Sizable groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-remodeled historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...

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

Two impressive 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
Plunge Pool|Downtown Oasis|Close to Bars...

Summary:Welcome to The Sullivan & Palm, a charmingly restored Victorian home in the heart of downtown Charleston. This roomy 5-bedroom getaway blends historic appeal with modern amenities, featuring beautiful living spaces, a chef’s kitchen, and...

  • Charleston
  • 5 Bedrooms
  • 3 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 huge...

  • Charleston
  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 28
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
King St. Getaway - Renovated 6 Bedroom D...

Summary:Welcome to King St. Getaway, a gorgeously refreshed six-bedroom home in downtown Charleston where modern upgrades meet generous space. Ideal for huge groups or families looking to discover King Street by day and getaway into luxury by...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Charleston Charm: Renovated 4BR House wi...

Summary:Gorgeously modernized downtown Charleston home available as a 30+ day furnished executive rental. Located just mins. from King Street dining/shopping and an simple walk to Colonial Lake, this bright two-story residence blends classic...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
2 Luxury Homes w/ Patios | 1 Block from ...

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

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Luxe 5BR w/ Heated Pool~1 Block to King~...

Welcome to The Lowcountry House, a delightfully restored 5-bedroom luxury getaway in the heart of Downtown Charleston with a Private Heated Pool. Originally constructed in the 1860s, this home exudes Lowcountry appeal with handcrafted details and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
St. Philip Collection - Pair of newly re...

This listing is combined of two traditional style Charleston row homes with great outdoor space. The two homes are directly beside each other and have their own separate entrances. Each home has plenty of space to all gather together may it be...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14