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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
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 huge 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 + Pa...

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

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
The Fish! Most Unique High-End Luxury Re...

$250 Beach gear credit supplied with all new reservations! *Applies to 3-21 nighttime stays only* BR 1: 1 King, BR 2: 1 King, BR 3: 1 King, BR 4:1 King, BR 5: 4 Twins; Sleeps 12, Private Pool, High-End Unique Home, Screen Porch, Gas grille, Folly...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Spacious & Elevated 5bd, 5ba w. Parking!

Summary:Feel Charleston in this opulent 5-bed, 5-bath Victorian getaway for sizable groups. Part of the exclusive Heirloom collection, this home is steps from King Street's famed dining and shopping. Savor modern luxury, a private balcony, and...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
King St. Getaway - Renovated 6 Bedroom D...

Summary:Welcome to King St. Getaway, a gorgeously remodeled six-bedroom home in downtown Charleston where modern upgrades meet generous space. Ideal for enormous groups or families looking to discover King Street by day and getaway into luxury by...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The Inns | Grand 9BR Charleston Downtown...

Summary:Welcome to your Charleston gathering place where space meets luxury. This grandiose 9 bedroom home is constructed for enormous groups, offering eight full bathrooms to make everybody’s stay comfortable and convenient. Ideal for family...

  • Charleston
  • 9 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Stylish 5BR/5BA Downtown Retreat - Walk ...

Summary:Stay in this freshly remodeled 5-bedroom, 5-bathroom downtown getaway accommodating up to 12 guests. Featuring open concept living areas, a entirely equipped kitchen, extravagant king beds, and off-street parking. Just one block from King...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
10BR/10BA Downtown Home - Steps to King ...

Summary:Discover this massive 10-bedroom, 10-bathroom getaway in downtown Charleston, accommodating up to 22 guests. Luxuriate in open living spaces, a completely equipped kitchen, and king-size beds throughout. With off-street parking, modern...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 24
Third Floor Private Sundeck! | The Posei...

Permit Number: 06282The 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. Central...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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 Madison Compound- Entire Charleston ...

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

  • Charleston
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Sophisticated Home in Historic Charlesto...

Summary:Feel Charleston in this sophisticated 5-bedroom, 4-bath getaway designed for families or groups of friends who value comfort, space, and style. Located in a prime neighborhood, you’ll be close to vibrant dining, historic appeal, and the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
5BR Rooftop Home with Parking Near King ...

Summary:Discover the Palmetto on Spring, a striking 5-bed, 5.5-bath Charleston getaway. This refreshed home spans three floors, featuring a detached guesthouse and a private rooftop terrace with city vistas. Ideal for enormous groups, it's just a...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Downtown Duplex - Spring St

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
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 26
The Chapel | Grand 8BR Charmer - Walkabl...

Summary:Welcome to The Chapel, a delightfully restored 8-bedroom gem in Charleston where character, comfort and convenience come together. Ideal for huge families or groups, this home offers roomy common areas, handsome design details and a location...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Casa Zoë: Bright Charleston Cottage Nea...

Summary:OP2026-07256OP2026-07257Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still savor a bit of breathing room. With...

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

Summary:Discover luxury pair of completely modernized 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