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Charleston, SC 5+ Bedroom Vacation Rentals

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159 rentals found
Sleeps 16 | Pet-Friendly 2-Unit w/ Backy...

Sleeps up to 16! This modern, freshly refreshed home consists of 2 huge apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
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
Guesthouse Charleston: SOUTH 105 A & B

Located peacefully on coveted Spring Street, this striking standalone duplex features eight cavernous bedrooms and eight full bathrooms, just steps away from Cannon Green and just three blocks to historic King Street. Ideal for sizable groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
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 classy interiors awash with natural light from wrap-around windows. These Charleston...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this freshly refreshed 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it sizable Piazzas, private roof top deck and...

  • Charleston
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH 105 ALL

This combined listing for South 105 A, B, & 105.5 is a great space for enormous groups. Each unit has 4 bedrooms, and 4.5 bathrooms totaling 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
Downtown Charleston 8 Bedroom

Freshly constructed, three-home complex, centrally located in Downtown Charleston! ✦Over 5,000 SQ FT!! ✦ Great for huge groups - spend time together, but everybody can have their space!✦Open-air porches, welcoming living areas & roomy...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
Huge 5-bedroom home in the heart of down...

This cavernous 5-bedroom, 3-bathroom historic home offers a unique blend of Southern appeal and modern comfort. Located in the heart of Downtown Charleston, you'll be within walking distance of the city's best eateries, vibrant bars, and captivating...

  • Charleston
  • 5 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
93.5 A&B - New listing! 6 Bedrooms Close...

The property located at 93.5 unit A & B The Manor is a handsome two-story new construction home providing all the amenities of home combined with classy furnishings and an striking location.Unit A is the first-floor unit with an open concept living...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Brooke Haven | 1885 Restored 6bd House

Summary:Feel timeless Southern elegance at The Brooke Haven, a Carolopolis Award-winning 1885 historic manor in Charleston. This extravagant 6-bedroom, 6.5-bathroom getaway is ideal for groups, featuring designer furnishings, a modern kitchen, and a...

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

Summary:Welcome to The Chapel, a majestic 13-bedroom estate in downtown Charleston where beauty, space and heritage combine to create an memorable stay. Ideal for sizable families, weddings, get-togethers or special gatherings, this property offers...

  • Charleston
  • 13 Bedrooms
  • 12 Bathrooms
  • Sleeps 16
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
6 Bedrooms! One Block to King Street!

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for enormous families or groups who want walk-ability, historic details, and...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Charleston Charm - King Street 6 Bedroom...

Summary:Welcome to Charleston Charm, a sizable 6-bedroom home constructed for families, groups, or multi-family gatherings who want space, comfort, and access. Located a short walk from King Street, this home blends old Charleston spirit with modern...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Poolside Paradise Getaway - North Charle...

Summary:Feel a relaxing and modren getaway in our charmingly appointed five-bedroom, three-bathroom single-family home in North Charleston. Designed with discerning guests in mind, this property offers modern amenities and refined amenities, making...

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

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Charleston Style Full Duplex - 2 Blocks ...

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 16