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Charleston, SC 5+ Bedroom Vacation Rentals

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161 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
Only 2 Blocks to King! | The Gemstone Su...

Permit Number: 05685The Space: Welcome to The Gemstone, a delightfully designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for huge groups in the heart of Charleston!With two full levels of living space, this roomy...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Whole House, Downtown, Sleeps 16

Summary:Welcome to The Ivory and Oak Lofts, a striking 8-bedroom, 6-bathroom historic home located in the heart of Charleston. This handsomely restored property blends timeless appeal with modern amenities, offering an exceptional space for sizable...

  • 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 grandiose 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
The Blue Angel-In Ground Pool

Welcome to your Charleston-area getaway! This roomy 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
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Cannon Collective | 5BR Historic Home Do...

Summary:Welcome to Cannon Collective, a roomy 5 bedroom home in downtown Charleston full of character, elegance and prime access. Ideal for enormous groups, families or gatherings looking for comfort, appeal and space. You will find yourself walking...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Full House w Bikes, Grill + Patio + Park...

Summary:This home has everything you need for the ideal group trip to Charleston. Located in the heart of Downtown in a safe, charming neighborhood, The Rose features six elegantly refreshed bedrooms, two full kitchens, and two roomy living areas...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
3 Luxury Houses w/ Patios | 1 Block from...

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

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
Spacious 5BR Home sleeps 14- Families, B...

Welcome to The Penny Palace: Where History Meets Modern Comfort!This 3-story historic gem, is located in the heart of the Historical District in downtown Charleston and invites you to experience the timeless appeal of the 1800s with all the...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Guesthouse Charleston: SOUTH (105 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two appealing standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers painless access to Charleston's best...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Sleeps 16 | Pet-Friendly 2-Unit | Near K...

Sleeps up to 16! This modern, freshly modernized home consists of 2 sizable 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
Historic Charm | The Bee & Blossom

Permit Number: 07286The Space: Welcome to The Bee and Blossom, a gorgeously 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 cavernous...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Preserve | Barbados House | 5 BR + 5...

Summary:Welcome to the Barbados House, part of The Preserve, a luxury single-style home located in the heart of downtown Charleston. This elegant 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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 huge families or groups who want walk-ability, historic details, and room...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Downtown Charleston Luxe 9BR/9BA + Parki...

Summary:Grand groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-modernized historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...

  • Charleston
  • 9 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a handsomely restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this roomy home has been thoughtfully divided into two separate...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
Third Floor Private Sundeck! | The Posei...

Permit Number: OP2026-07350The Space: Welcome to The Poseidon — a roomy 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