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Charleston, SC 5+ Bedroom Vacation Rentals

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165 rentals found
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's beautiful Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each charmingly restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
The Bogard Duo 6 Bed 6 Bath

Freshly-refreshed six bedroom historic home in the trendy, laid-back Cannonborough neighborhood close to great eateries & historical sights.This classic Charleston home is made up of two units A&B, this is the listing for both units. The entire unit...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The President St Trio - 8 Bedroom

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- Great for sizable groups—spend time together, but everybody can have their space!- Open-air porches, welcoming living areas & roomy...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
11 Bedroom Complex- 3 Blocks From King S...

Summary:Welcome to The Palmetto House, a private getaway in the heart of downtown Charleston, SC. This exclusive complex, located within a meticulously refreshed historic home, offers four entirely furnished apartments, creating the ideal getaway...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
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
Downtown 9BR Mansion with Parking

Summary:Feel Charleston in this grandiose 9-bedroom Victorian mansion, ideal for huge groups. Recently refreshed with two full kitchens and beautiful decor, this home comfortably accommodates your entire event. Located in the heart of the city, this...

  • Charleston
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Grand 10 BR Charleston Home with Speakea...

Summary:Draped in Spanish moss and located within a beautiful Charleston neighborhood, this freshly remodeled grandiose 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Freshly refreshed in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
EAST 46 G & H - 2 Units, Connected Inter...

Two gorgeous adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 cavernous living rooms, making them ideal for bigger groups or families seeking both space and comfort. Located just one block from King Street in...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Inns | Luxury Design w. Speakeasy Ba...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most gorgeous neighborhoods, this impressive 7-bedroom, 5-bath home captures the essence of Southern grace with a modern twist. Thoughtfully modernized in September 2025, every...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Palmetto State Complex- 4 Condo Comp...

The PERFECT vacation rental for Weddings, Enormous Groups and Families looking to travel in complete extravagant comfort and privacy! This 4-suite unit is the ONLY property in Charleston that can host your entire event in their own private suites...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Where Tranquility Blooms | Blossoms on C...

Permit Number: 06351The Space: Welcome to Blossoms on Cannon, a handsomely restored two-story Charleston home designed for comfort, connection, and memorable group stays. With 5 bedrooms and 4 bathrooms, this cavernous getaway is ideal for up to 10...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Sleeps 16 | Pet-Friendly 2-Unit | Near K...

Sleeps up to 16! This modern, freshly remodeled home consists of 2 enormous apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 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 sizable 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
The Inns | 18 bedrooms, Luxurious + Gran...

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

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
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
Charleston Style Full Duplex - 2 Blocks ...

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 16
New Build - Steps to King Street

Feel the epitome of modern Charleston living in this impressive, brand new, 5-bedroom, 5-bathroom vacation rental apartment, aptly named The Chateau. Located in the heart of downtown Charleston, this extravagant abode offers an unbeatable location...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
New design & construction, 6 Bed, 6 EnSu...

Welcome to 183 Saint Philip Street, your chic haven in the heart of Charleston! This new construction offers a prime location, placing you steps away from the city's vibrant attractions & best eateries. Each bedroom features 55" Samsung TVs ...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16