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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a delightfully 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
New Custom built 5 bedroom home-5 mins t...

Two Palms is a gorgeous new bespoke constructed home which is located less than 5 mins. from striking Folly Beach and 10 mins. from historic downtown Charleston. The home sleeps 10, has 5 bedrooms, 3 full bathrooms, and offers ample living space...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5BR Spring Street Duplex - Walk to King ...

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
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
The Crystal Palace: Nightlife & Beach Re...

⭐ ABOUT THIS SPACE — The Crystal PalaceA luminous 1850s Charleston Single, completely restored in 2025, just steps from King Street.Welcome to The Crystal Palace, a glamorous 5-bedroom, 5-bath historic getaway in the heart of downtown...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
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
High Society | Historic District Gem Nea...

Summary:Feel High Society in this chic 6-bedroom, 3-bath home in Charleston’s Historic District. Unwind on private balconies with city vistas and appreciate the rare perk of off-street parking for four. Just blocks from King Street and the...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Trio at 493 - 3 Suites - On King!

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These attractively appointed units are found on the second floor of a historic building on King Street (above Sewing Down South, as seen on “Southern Charm”).Step into the building...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Grand 10BR Charleston Home with Speakeas...

Summary:Draped in Spanish moss and located within a gorgeous Charleston neighborhood, Heirloom on Cannon is a enormous 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently remodeled in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this charmingly 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
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for huge groups. Each unit has 4 bedrooms, and 4.5 bathrooms totalling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired Spring...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
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 modernized property combines two fashonable Victorian...

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
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 huge groups who want space to gather without sacrificing privacy. Tucked on a peaceful street just a...

  • Charleston
  • 10 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
8BR - Beautiful CHS Home | Great for Gro...

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
  • 9 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Great for Groups | Private Patio | The Z...

Permit Number: 07349The Space: Welcome to Zeus — a newly redesigned second-floor getaway constructed for comfortable group stays. With 5 bedrooms and 4.5 bathrooms across two upper levels, this roomy home gives families and bigger groups room to...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Downtown Charleston Gem, Walk Everywhere...

Summary:Welcome to The Lavender & Sage Suites a delightfully restored 6BR 6.5BA home that pairs modern luxury with timeless Southern appeal. Located in the heart of downtown Charleston, you're just steps from the city's best eateries, nightlife, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Designer Chic 6BR Full Downtown Charlest...

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
  • 4 Bathrooms
  • Sleeps 14
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
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