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Charleston, SC 5+ Bedroom Vacation Rentals

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166 rentals found
The Bower House- Walk to King!

Appreciate this brand new 4-bedroom, 4-bathroom home in historic Charleston with private porches and on-site parking. Located just a short walk from Upper King Street, The Bower House offers the ideal balance of Charleston’s timeless appeal and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Guesthouse Charleston: SOUTH (82 A & B)

82 A & B is a cavernous two-story home, charmingly located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for sizable groups, the home features two entirely equipped kitchens, two living areas, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for huge 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
Designer Chic 6BR Full Downtown Charlest...

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
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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
Large, Historic 6BR, Designed to Perfect...

Summary:Welcome to Palmetto Hideaway, a impressive 6-bedroom designer home in the heart of downtown Charleston. Ideal for huge 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
Downtown 9BR Mansion with Gym Access + P...

Summary:Recently modernized with two full kitchens and classy decor, this home comfortably accommodates your entire event. Located in the heart of the city, the Heirloom on Spring opulent getaway blends historic character with modern comfort...

  • Charleston
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Luxurious Mansion Downtown Charleston

Summary:The entire Charlestonian mansion, a completely restored 1850s home, as a complete private estate. Nine queen bedrooms, six bathrooms, LaCornue gas kitchens imported from France, private porches overlooking Cannon Street and complimentary...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
8 Bedroom Retreat in the Heart of Downto...

Welcome to your ideal hideaway in the vibrant Cannonborough-Elliottborough neighborhood! This extraordinary 8 bedroom, 9 bathroom home is just a short walk away from the best eateries, shopping, and attractions that downtown Charleston has to...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
Hot Tub • Private Courtyard • 1 Bloc...

Summary:Welcome to The Palms of Charleston!☀️ Roomy Private Courtyard + Hot Tub???? 1 Block to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Giant Groups – Families, Weddings, & Work Retreats???? Multiple...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Crystal Palace: Nightlife & Beach Re...

⭐ ABOUT THIS SPACE — The Crystal PalaceA luminous 1850s Charleston Single, entirely restored in 2025, just steps from King Street.Welcome to The Crystal Palace, a glamorous 5-bedroom, 5-bath historic getaway in the heart of downtown...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Historic Duplex 6 Blocks To King - Lots ...

Summary:Take it simple on the porch after a long day at the beach, then pull up a chair for a casual dinner. This handsome duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your ideal...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Downtown Charleston Home + Private Pool ...

Summary:Ideal for a very enormous family! This listing is for two separate units booked together, one upstairs and one downstairs that comprise the entire home. Your stay just got an upgrade. 118B President Street now features a freshly finished...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Elegant & Modern 6BR w. Pool & Parking!

Summary:Feel Charleston in style at this 6BR, 4BA Crosstown getaway just one block from King Street. Designed for up to 14 guests, the home combines modern finishes with roomy comfort. Savor multiple living areas, a entirely equipped kitchen, luxury...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
100ft to King St. Outdoor Space, Modern ...

Summary:Welcome to your Charleston gathering spot, a cavernous 6-bedroom home constructed for enormous groups seeking style, flexibility, and unbeatable walkability. Featuring two high end kitchens, generous living spaces, and just one block from...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Downtown Charleston Gem, Walk Everywhere...

Summary:Welcome to The Lavender & Sage Suites a gorgeously restored 6BR 6.5BA home that pairs modern luxury with timeless Southern appeal. Located in the heart of downtown Charleston, you're just steps from the city's best eateries, nightlife, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Family and Pet-Friendly Retreat, 5BR Nea...

This property is new to Vacation Rental By Owner but we are well established hosts with our other property on vrbo and @irbnb with super host status and many reviews.Welcome to your home away from home! Our roomy 5-bedroom, 3-bath home is ideal for...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
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