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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
Ivy Manor | DT Oasis + Carriage House!

Summary:Welcome to your Charleston getaway where artistry meets comfort and privacy. This stay features a main home plus a private carriage home, offering space, style, and a sense of getaway. Ideal for families or groups wanting design-forward...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a freshly refreshed 3-unit property just one block from iconic King Street. Ideal for families or groups of friends, this getaway blends comfort, style, and convenience. With updated interiors, a...

  • Charleston
  • 9 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Historic Charm | The Bee & Blossom

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a delightfully 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
Group Getaway - 6BR/6BA in Heart of Char...

Summary:Feel true Charleston appeal in this remodeled historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9 bedrooms (each with its own FULL en-suite bathroom), 3 full kitchens, outdoor porch space...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Waterfront Escape - Private Pool, Dock, ...

Welcome to your ultimate waterfront escape just mins. from Folly Beach and the appeal of downtown Charleston. This cavernous home offers an memorable setting for family vacations, group getaways, or special events. Appreciate gorgeous water vistas...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our gorgeously refreshed 1905 Charleston Victorian duplex home in the heart of Cannonborough. Just 2 blocks from King Street, this handsome property features nearly 2600 square feet of ideally designed space. The...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Guesthouse Charleston: SOUTH (82 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Grand 18bd House w. Luxury Finishes + Pa...

Summary:As part of the esteemed collection, The Heirloom, this impressive 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for enormous groups, this entirely refreshed property combines two elegant Victorian homes...

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
The Edisto River Complex- 4 Condo Comple...

The PERFECT vacation rental for Weddings, Grand Groups and Families looking to travel in complete opulent comfort and privacy! This 4 Condo- 8 Bedroom/ 8 Bathroom Complex is the ONLY property in Charleston that can host your entire event in their...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this roomy 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
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
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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 handsomely designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
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
8BR Downtown Luxury Escape Near King

Summary:Ideal for huge groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, fresh living areas, and Intelligent TVs. Appreciate luxury linens, high-speed WiFi, and two off-street...

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

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

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Rooftop Patio | Private Pool | The Athen...

Permit Number: 06283The Space: Welcome to Athena — a cavernous 3-story downtown getaway constructed for gathering. With 5 bedrooms, 3.5 baths, and a bright open layout, this home is ideal for families and bigger groups who want room to spread out...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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