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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
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
The Barbados House | Luxury House | Slee...

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
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 roomy 5-bedroom, 3-bath home is ideal for...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
The Madison- Historic Charleston Single ...

Encompass yourself in the history of Charleston by staying in this freshly modernized 1890`s single home. This entire two story home offers guests all the aesthetic features of a Charleston Single House from its enormous double piazzas with blue...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
The Soiree by Charleston Vacays-New Buil...

Feel the epitome of modern Charleston living in this striking 5-bedroom, 5-bathroom vacation rental, aptly named The Soiree. Located in the heart of downtown Charleston, this opulent abode offers an unbeatable location. Upper King Street, just a...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Magnolia House | Historic Charleston Hom...

Summary:Welcome to Magnolia House, a grandiose 6 bedroom, 3 bathroom two-story Charleston style home that blends timeless character with comfortable, modern touches. Ideal for families or groups seeking space, beauty, and convenience in one place...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 19
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 beautiful interiors awash with natural light from wrap-around windows. These...

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
Casa Zoë | Grand Sparrow House

Summary:OP2026-07255OP2026-07256OP2026-07257Casa Zoë’s crown jewel, The James Sparrow House, is a enormous Federal-style landmark reimagined for modern gatherings. Entirely redesigned, it blends 19th-century craftsmanship with bold interiors and...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
The President St Trio - 8 Bedroom

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- 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 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
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 sizable groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Walk Score 98 - 1blk to King St. Outdoor...

Summary:Welcome to your Charleston gathering spot, a cavernous 6-bedroom home constructed for sizable groups seeking style, flexibility, and unbeatable walkability. Featuring two high end kitchens, generous living spaces, and just one block from...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
The Marquee On King & Historic Market!

Permit Number: 51196The Space: Welcome to The Marquee, a roomy two-level condo combination located directly on historic King Street and ideal for enormous groups exploring downtown Charleston!With two connected condos spanning the second and third...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Charleston Villa | 6bd, Designer Downtow...

Summary:Welcome to your Charleston escape where roomy living meets chic design. This six bedroom home is ideal for huge groups or families looking for comfort, modern amenities, and an inviting patio for gathering. You will appreciate privacy...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
The Edisto River Complex- 4 Condo Comple...

The PERFECT vacation rental for Weddings, Giant 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
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
The Manor 93 A&B - 2 Newly Renovated Uni...

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

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
The Pineapple Place | EastBay Historic D...

Summary:Welcome to your Charleston sanctuary where historic appeal meets cavernous luxury. This 5-bedroom getaway offers a generous 3,000 square feet of handsomely appointed space. Ideal for families or groups who want elegant design, room to spread...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16