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Charleston, SC 5+ Bedroom Vacation Rentals

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164 rentals found
Brand NEW! 5BR/5BA Home, Perfect for Gro...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Third Floor Private Sundeck! | The Posei...

Permit Number: 06282The Space: Welcome to The Poseidon — a cavernous downtown getaway just off Spring Street. With 5 bedrooms, 3.5 baths, and an open layout constructed for gathering, it’s an ideal setup for families and bigger groups.Cozy...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
The President St Trio - 8 Bedroom

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- Great for huge groups—spend time together, but everybody can have their space!- Open-air porches, welcoming living areas & cavernous...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Casa Zoë | Grand Sparrow House

Summary:OP2026-07255OP2026-07256OP2026-07257Casa Zoë’s crown jewel, The James Sparrow House, is a huge Federal-style landmark reimagined for modern gatherings. Totally redesigned, it blends 19th-century craftsmanship with bold interiors and...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
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, freshly remodeled and impeccably furnished...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Guesthouse Charleston: SOUTH (82 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
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
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and newly remodeled, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight charmingly refreshed bathrooms...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Blue Angel-In Ground Pool

Welcome to your Charleston-area getaway! This cavernous Home is 2,300 square feet of comfortable living space designed for calming, entertaining, and making memories. The home features a bright open layout with vaulted ceilings, modern floor, and...

  • Charleston
  • 7 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Screened Porch + Grill: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly BeachMake this 5-bedroom, 3-bathroom vacation rental your home base as you discover all Charleston has to offer. The 'James Island Folly Family Retreat' includes multiple living areas, ideal...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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
Classic Charleston Home, Steps to King, ...

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

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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 simple 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
The Queens Palace | 8 Bedrooms in Charle...

Permit Number: 05553The Space: Welcome to The Queen’s Palace, your private Charleston getaway made up of three gorgeously restored historic homes in the heart of the Cannonborough–Elliotborough neighborhood. With eight bedrooms, eight bathrooms...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Boho Rosa | Famous Pink House with Pool ...

Summary:Welcome to Boho Rosa, an award-winning, refreshed Charleston-style home where vibrant design meets classic Southern appeal. With its memorable pink exterior and professionally decorated bohemian-chic interior, this home offers a really...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
2 Luxury Houses w/ Patios | 1 Block from...

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

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
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
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut refreshed, 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 completely equipped...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8