Charleston, SC 5+ Bedroom Vacation Rentals

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated pool just installed! Great place to cool off year round- close to the outdoor TV...

$250 Beach gear credit supplied with all new reservations! *Applies to 3-14 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...

Permit Number: 05144The Space: ????The Planets ????Ideal for:- ???? Those craving vibrant nightlife- ???? Getaways with friends and sizable families- ???? Food enthusiastsLocated in the historic Elliottborough neighborhood, this compound is just a...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Grand Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor Spaces...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These delightfully 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...

Feel what it means to live like a local in our 2-story Downtown Charleston home. This home is 6 beds / 5.5 baths and would be ideal for enormous groups/families of up to 12 people. Located 1 block off King Street, you can walk to eateries, bakeries...

Summary:Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still savor a bit of breathing room. With four bedrooms, three...

Suitably located in the heart of Downtown Charleston, it is our honor to introduce The Juliette. Prioritizing an opulent aesthetic with comfort in mind, it is here that you'll find the mastery of accommodation at last.The spaceAll-inclusive of the...

More photos coming soon!Dive in to this newly refreshed 6-bedroom, 5.5 bathroom home with a brand new pool, ideal for hosting up to 12 guests. This three-story haven, adorned with wood floor, original fireplaces, and high ceilings with exposed...

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...

Location, location, location! This warm & welcoming six bedroom, 1852 Charleston single is just 2 blocks away from the Upper King St Shopping & Dining District. Recent renovations & preserved natural wood accents make for a comfortable stay to...

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 elegantly restored to showcase historic appeal...

Permit Number: 05086The Space: Savor the comfort and privacy of two charmingly appointed homes, ideal for huge groups, families, or special gatherings. Located in a peaceful neighborhood, this cavernous getaway offers everything you need for a...

The PERFECT vacation rental for Weddings, Giant 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 just...

While you're here, you can savor all the amenities of home and more, including a rainfall showerhead and a full-sized refrigerator/freezer, as well as an oven and a stovetop. Other amenities include towels, kitchenware and silverware, a toaster, and...

Summary:Welcome to Magnolia House, a sizable 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...

Summary:Discover Blue Magnolia, your classy and roomy Charleston getaway. This 7BR/4BA home combines classic Southern appeal with modern comfort, making it ideal for families or groups. Unwind on the inviting front porch, soak in the airy interiors...

Summary:Welcome to The Chapel, a majestic 13-bedroom estate in downtown Charleston where beauty, space and heritage combine to create an memorable stay. Ideal for huge families, weddings, get-togethers or special gatherings, this property offers...