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Charleston, SC 5+ Bedroom Vacation Rentals

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166 rentals found
Southern Ease | 5BR Next to Cannon Green...

Summary:Welcome to Southern Ease, two upstairs units in Charleston that sleep 10, right next to Cannon Green. If the wedding's next door, it doesn't get easier than this: get ready together, walk over for the ceremony, and come back afterward to...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Thomas Waring House | Unit A | Sleeps 11

Summary:Welcome to Thomas Waring House-Suite A at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. This luxury suite in downtown Charleston is comprised of 5 bedrooms and 5.5...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
Spacious & Elevated 5bd, 5ba w. Parking ...

Summary:Feel Charleston in this elegant 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. Appreciate modern luxury, a private balcony, and...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The Edisto River Complex- 4 Condo Comple...

The PERFECT vacation rental for Weddings, Sizable 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
Private Historic Residence | 5BR/3BA | S...

Summary:The Quartiers Charlestonian are a blend of historic appeal and modern luxury featuring five queen bedrooms and three baths, two private kitchens and laundry units in which were thoughtfully modernized. These adjoining historic suites provide...

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

Permit Number: OP2026-07350The Space: Welcome to The Poseidon — a cavernous 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...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Quarters on Spring-Rare CHS Retreat for ...

Welcome to The Quarters on Spring, an exceptionally roomy and elegantly refreshed Charleston hideaway located just mins. from the heart of downtown. It is rare to find a home this huge, this updated, and this beautiful in such a prime location...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Luxurious Mansion Downtown Charleston

Summary:The entire Charlestonian mansion, a entirely restored 1850s home, as a complete private estate. Nine queen bedrooms, six bathrooms, LaCornue gas kitchens imported from France, private porches overlooking Cannon Street and complimentary...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
5BR Group House | Fire Pit, Movie Deck &...

☆☆ HIGHLIGHTS ☆☆✔ 5 bedrooms, 7 beds, and 3 bathrooms with room for up to 13 guests✔ The entire property is yours, with no one else on site✔ Arcade machine loaded with classics like Pac-Man and Dig Dug✔ Projector deck with a gas fire...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
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
Sullivan & Palm | Downtown Oasis | Priva...

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

  • 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 beautiful 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
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
New Custom built 5 bedroom home-5 mins t...

Two Palms is a striking new bespoke constructed home which is located less than 5 mins. from handsome 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
Newly Built, Luxury, Private Rooftop + P...

Summary:Meet The Charlee on Cannon, a fresh take on luxury stays in the heart of downtown Charleston. This freshly constructed five-bedroom getaway was designed for effortless group getaways, featuring sun-filled living spaces, a chef's kitchen, and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
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
The Queens Palace | 8 Bedrooms in Charle...

Permit Number: 05553The Space: Welcome to The Queen’s Palace, your private Charleston getaway made up of three gorgeously restored historic homes in the heart of the Cannonborough–Elliotborough neighborhood. With eight bedrooms, eight bathrooms...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Guesthouse Charleston: WEST (62 & 64)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20