Charleston, SC 5+ Bedroom Vacation Rentals

Summary:Welcome to Your Private Oasis in Historic Charleston!Feel the ideal fusion of Historic appeal and modern luxury at this five-bedroom, three-and-a-half-bathroom Historic Home. Located just blocks from the iconic King Street, this residence...

Permit Number: 05285The Space: The Carriage House: A Historic Victorian Retreat in CharlestonProperty Overview:Part of the Revival Street Collection of charmingly remodeled Victorian homes.Roomy 2nd-level piazza with fountain and classic...

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...

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...

Summary:Welcome to the Barbados House, part of The Preserve, a luxury single-style home located in the heart of downtown Charleston. This charming 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

Permit Number: 05591,05592,05593,04688The Space: Appreciate gracious Southern living in our roomy 8 BR home. The home is divided into four handsomely designed 2 BR units, making this property ideal for enormous groups. Each unit has been...

Encompass yourself in the history of Charleston by staying in this newly refreshed 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it enormous Piazzas, private roof top deck and...

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

This roomy 5-bedroom, 3-bathroom historic home offers a unique blend of Southern appeal and modern comfort. Located in the heart of Downtown Charleston, you'll be within walking distance of the city's best eateries, vibrant bars, and captivating...

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 opulent abode offers an unbeatable location with...

Summary:Stay in this freshly modernized 5-bedroom, 5-bathroom downtown getaway accommodating up to 12 guests. Featuring open concept living areas, a completely equipped kitchen, opulent king beds, and off-street parking. Just one block from King...

82 A & B is a roomy two-story home, appealingly located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for huge groups, the home features two entirely equipped kitchens, two living areas, and multiple outdoor...

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

Welcome to the Tropic! Private single-family home with enormous screened-in porch and jungly backyard less than 10 mins. to downtown and 15 to beach. Walkable to coffee stores, bars and dining. Outdoor dining, grille and deck, tropical plants, a...

Permit Number: 05609,05610,05611The Space: Welcome to the Lady Helene! This new construction property is three separate units in one building. Lady Helene is ideal for enormous groups who are looking for tons of space but also the availability of...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and cavernous bedrooms with en-suite spa bathrooms. The...

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

Summary:Bring everybody together in this cavernous 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...