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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
Charleston Abode | Downtown, 1 Block fro...

Summary:Welcome to Charleston Abode, a luminous 2-bedroom getaway just one block from King Street where historic appeal meets modern comfort. Designed for couples or modest groups, this home offers airy interiors, classy details, and rare outdoor...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Historic Renovation, Large Groups, Luxur...

Summary:Welcome to Emerson Square Charleston - a sizable, professionally designed residence where historic character meets modern luxury. Encompassing the entire second and third floors of a meticulously restored historic building, this broad...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
The Palmetto State Complex- 4 Condo Comp...

The PERFECT vacation rental for Weddings, Grand Groups and Families looking to travel in complete extravagant 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
The Pineapple Place | EastBay Historic D...

Summary:Welcome to your Charleston sanctuary where historic appeal meets roomy luxury. This 5-bedroom getaway offers a generous 3,000 square feet of handsomely appointed space. Ideal for families or groups who want elegant design, room to spread...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Entire Mansion in Historic, Downtown Cha...

Summary:Savor a refined antebellum mansion in historic downtown with amenities both new and crafted from Charleston history. This property features 9 unique queen bedrooms and 6 gorgeous bathrooms. This includes really Charleston private porches and...

  • Charleston
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's beautiful Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each charmingly restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
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
Patio • Porches • Parking • 2 Bloc...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Generous Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut modernized, mins. from Folly Beach and is the ideal hideaway for families and friends. All bedrooms have king size beds. The home features two kitchens both entirely equipped. ...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
The Chapel | Premier 13BR Estate in Down...

Located in the city center, this welcoming vacation home brings all of Charleston within your reach. Upper King Design District is an painless 11-min. walk away, so you can leave your car at the property, which offers onsite parking, or jump in your...

  • Charleston
  • 13 Bedrooms
  • 12 Bathrooms
  • Sleeps 16
Rustic Charleston Single with Rooftop De...

Location, location, location! This warm & welcoming six bedroom, 1852 Charleston single is just 2 blocks away from the Upper King St Shopping & Dining District. Recent renovations & preserved natural wood accents make for a comfortable stay to...

  • Charleston
  • 6 Bedrooms
  • 1 Bathrooms
  • Sleeps 14
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this delightfully preserved Charleston-style home where old-world appeal meets modern comfort. Ideal for couples, families, or modest groups, it offers a welcoming getaway filled with character in a prime location. Located in a...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Grand 10 BR Charleston Home with Speakea...

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

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Regal 7bd Luxury Design w. Speakeasy Bar...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most photogenic neighborhoods, Heirloom on Cannon is a impressive 7-bedroom, 5-bath home captures the essence of Southern grace with modern amenities. Thoughtfully remodeled in...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
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, Grand Pocket...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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
Classic Charleston Home, Steps to King, ...

Summary:Feel Charleston in this striking two story, 5 Bedroom + 6 Full Bathroom Home! A classic Charleston Single on Coming Street, steps from famed King Street. Appreciate simple access to local bakeries, coffee stores, top-notch eateries and bars...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Charming Downtown 6BR - Steps to King St...

Summary:Stay in this roomy 6BR/6BA Charleston getaway, just steps from King Street. Each bedroom offers a king bed and ensuite bath, giving guests both privacy and comfort. With two full kitchens, multiple living areas, and off-street parking for 4...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14