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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
Sullivan & Palm | Downtown Oasis | Priva...

Summary:Walkable to four Michelin eateries with a saltwater pool out back, this 5BR downtown home is an painless base for a family trip or a group weekend. The fenced yard gives the kids somewhere to run while everybody else settles in poolside...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
3 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury set of three completely remodeled luxury homes ideal for a enormous 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
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
Luxe 5BR w/ Heated Pool~1 Block to King~...

Welcome to The Lowcountry House, a handsomely 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
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 charming 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Family and Pet-Friendly Retreat, 5BR Nea...

This property is new to Vacation Rental By Owner but we are well established hosts with our other property on vrbo and @irbnb with super host status and many reviews.Welcome to your home away from home! Our cavernous 5-bedroom, 3-bath home is ideal...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
19 Bedrooms in CHS | Private Pool! | The...

Permit Number: 06280The Space: Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property, with a *private pool* is thoughtfully designed for enormous groups, corporate retreats, wedding events, or multi-family vacations...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
The OakTree | Stylish Bohemian Downtown ...

Summary:Welcome to The OakTree, your boho-chic haven in the heart of downtown Charleston, where artistic flair meets generous space. Ideal for enormous groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Grand 18bd House w Luxury Finishes + Gym...

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 sizable groups, this completely remodeled property combines two extravagant Victorian...

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
THE DELPHINE Luxury Downtown Charleston ...

Welcome to your modren getaway in the heart of Downtown Charleston! Located in the handsome Cannonborough/Elliotborough District, this striking home constructed in 2022 is just steps from King Street’s top eateries, stores, and nightlife...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Regal 7bd Luxury Design w. Speakeasy Bar...

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

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Queen on King Street 7 Bedroom Duple...

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
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Thomas Waring House | Sleeps 23 | Multi-...

Summary:Welcome to the Thomas Waring House at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. Comprising 4 separate units, this broad property features a total of 11 bedrooms and 11.5...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 23
Newly Built, Spacious, Luxury w. Bikes +...

Summary:Welcome to The Charlee on Cannon, an elevated getaway in the heart of downtown Charleston. This delightfully designed five-bedroom residence features broad living spaces, a chef-inspired kitchen, and a private rooftop terrace ideal for...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Pool! | 2 Blocks to King St | Parthenon ...

Permit Number: 05086The Space: Two homes. Ten bedrooms. Private (heated) pool. Walk to King Street.This broad Charleston getaway is designed for enormous groups who want space to gather without sacrificing privacy. Tucked on a peaceful street just a...

  • Charleston
  • 10 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
The Grand Helène - Newly Renovated 11BD...

Summary:Freshly constructed 11BR/11.5BA home in the laid-back Cannonborough/Elliotborough neighborhood—ideal for sizable groups seeking space and privacy. The property features three separate units in one building, ideal for gathering together...

  • Charleston
  • 11 Bedrooms
  • 12 Bathrooms
  • Sleeps 22
The Rutledge Avenue Inn Historic Charles...

Permit Number: 05608The Space: Rutledge Avenue Inn, Units A, B and C, is a handsomely restored 5-bedroom, 5-bath Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests savor exclusive...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Guesthouse Charleston: WEST (62 & 64)

West 62 and 64 are two striking homes located next door to each other, sharing a cavernous outdoor courtyard ideal for calming with drinks after a day of exploring Charleston. Each home offers generous living spaces, enormous bedrooms, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
2 Luxury Homes w/ Patios | 1 Block from ...

Summary:Discover luxury pair of completely remodeled luxury homes ideal for a enormous 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