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Charleston, SC 5+ Bedroom Vacation Rentals

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164 rentals found
St. Philip Collection - Pair of newly re...

This listing is combined of two traditional style Charleston row homes with great outdoor space. The two homes are directly beside each other and have their own separate entrances. Each home has plenty of space to all gather together may it be...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
STEPS to King St - 6 Bedroom Home - Spac...

Summary:Welcome to your Charleston escape, a generously sized 6-bedroom home constructed for big groups who want to be in the heart of the action yet savor broad living spaces. Ideal for family get-togethers or friend get-togethers, this home offers...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Hot Tub • Porches • Parking • Walk...

Summary:Welcome to Azaleas on Spring!☀️ Private Hot Tub???? 2.5 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Enormous Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Palm House | Furnished 5BR MTR in Charle...

Summary:Furnished whole-home rental in West Ashley for stays of 30 nights or more, available February 1, 2027. Five bedrooms, three bathrooms, fenced yard, two workspaces and two-car garage. Three king beds, two twin beds and a toddler bed; up to...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Rare French Quarter Escape, Sleeps 16 w....

Summary:Located in the heart of the French Quarter and draped in history, this private, secure 3,300 sq. ft. luxury getaway comfortably sleeps 16 guests with 5 cavernous bedrooms, dual master suites, ensuite bathrooms, and upgraded luxury amenities...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Where Tranquility Blooms | Blossoms on C...

Permit Number: 07328The Space: Welcome to Blossoms on Cannon, a elegantly restored two story Charleston home designed for comfort, connection, and memorable group stays in the heart of downtown! There will be work taking place at the back of 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
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 striking 7-bedroom, 5-bath home captures the essence of Southern grace with modern amenities. Every detail from the fresh paint...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this delightfully preserved Charleston-style home where old-world appeal meets modern comfort. Ideal for couples, families, or modest groups, it offers a welcoming getaway filled with character in a prime location. Located in a...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Charleston Charm: Renovated 4BR House wi...

Summary:Attractively remodeled downtown Charleston home available as a 30+ day furnished executive rental. Located just mins. from King Street dining/shopping and an painless walk to Colonial Lake, this bright two-story residence blends classic...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Beautiful 6BR / 6BA w. Parking, Gym, Wal...

Summary:Welcome to this refined 6-bedroom, 6-bathroom home from The Heirloom collection. Professionally designed and newly modernized, it offers modren comfort mins. from King Street’s vibrant energy, ideal for huge groups seeking luxury and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Blue Angel-In Ground Pool

Welcome to your Charleston-area getaway! This cavernous 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
Luxury 6BR w/ Pool Downtown CHS

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
  • 6 Bathrooms
  • Sleeps 12
8BR Downtown Luxury Home w. Pool & Parki...

Summary:Ideal for sizable groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, classy living areas, and Intelligent TVs. Appreciate luxury linens, high-speed WiFi, and two off-street...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Downtown Charleston Home + Private Pool ...

Summary:Ideal for a very sizable family! This listing is for two separate units booked together, one upstairs and one downstairs that comprise the entire home. Your stay just got an upgrade. 118B President Street now features a newly finished...

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

Permit Number: 51196The Space: Welcome to The Marquee, a cavernous 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...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Hot Tub • Rooftop • Parking • Walk...

Summary:Welcome to Camellias on Cannon!☀️ Private Rooftop + Courtyard & Hot Tub???? 3 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Enormous Groups – Families, Weddings, & Work Retreats???...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Bower House- Walk to King!

Savor this brand new 4-bedroom, 4-bathroom home in historic Charleston with private porches and on-site parking. Located just a short walk from Upper King Street, The Bower House offers the ideal balance of Charleston’s timeless appeal and the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10