Charleston, SC 2+ Bedroom Vacation Rentals

With completely outfitted guestrooms, luxury amenities from check-in to check-out, and an ambiance of warmth and surprise, The Pinch is a touch of high culture in the Lowcountry. Let us redefine what a luxury, boutique hotel can be.

Welcome to your Chic Southern Retreat! Located in one of Charleston’s most charming locations of James Island, this adorable 3br/1.5ba home is the ideal blend of modern elegance and comfortable comfort. It`s only a 10 min. drive to Downtown...

Permit Number: 06052The Space: Two full apartments. Six bedrooms. Four baths. One seamless stay.This entirely remodeled three-story Charleston home is ideal for huge groups who want space to spread out without sacrificing style. Bright interiors...

Summary:Stay in the heart of historic Charleston, just steps from Waterfront Park and the iconic Pineapple Fountain. This delightfully restored 1800s building was remodeled in 2026 with modern interiors, original artwork, and thoughtful amenities...

Located in the heart of the historic district. 1 block off of upper King Street. Everything is a convenient walk...to great eateries, museums, music, Marion square, MUSC hospital....Home was originally constructed in 1906 and newly completely...

Summary:Feel Charleston in our award-winning 3BR/2.5BA home, The Duncan House! Winner of the 2022 Carolopolis Award, this striking home is just one block from King Street's famed stores and dining. Featuring a modern kitchen, open living space, and...

Summary:Tucked along beautiful Spring Street, this enchanting 2-bedroom, 2-bath getaway captures the heart of Charleston’s historic allure. Bright, airy, and thoughtfully designed, it features tall windows, elegant details, and a comfortable...

Escape to comfort and convenience at this completely refreshed 3br/2ba home, ideal for extended stays! Appreciate a cavernous living area, entirely-equipped kitchen, arcade room, and huge backyard. With simple access to downtown Charleston, historic...

Summary:Welcome to your Charleston hideaway, a thoughtfully designed 2-bedroom getaway that blends bohemian appeal with modern comfort. Ideal for couples, friends, or modest groups, this space offers a balance of style and practicality in a location...

As featured in Vogue.Named as Charleston’s most design-forward Airbnb.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...

Permit Number: OP2025-06608The Space: Live like a local at Blue Note, our bright and welcoming two-story Charleston home designed for comfort, connection, and simple city living. Ideal for groups of up to eight, the home offers three bedrooms, three...

Summary:'The Tropical Blue' at The Blue Haven is a 5 min. walk to famed King Street. This remodeled historic home includes a modern kitchen, appealing living area, and a traditional private piazza to lounge in the shade & watch the city go by.The...

Permit Number: 06605The Space: Savor the best of Charleston from this striking historic midtown home in the vibrant Cannonborough neighborhood, just a short walk from King Street!This cavernous first-floor apartment offers about 1,400 square feet of...

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...

Step into the wide open living room, seamlessly connected to a gorgeous kitchen that overlooks the space, inviting you to come together and create lasting memories. The two impressive bathrooms feature sleek pebble stone floors and sliding glass...

Summary:Discover your Charleston escape at this feature of The Heirloom collection, a elegantly restored 4-bedroom, 4-bath Victorian haven on historic Spring Street. Sleeping up to 10 guests with two roomy living areas and sleeper couches, this home...

https://youtu.be/yoy7_cTP81w Video Link to U-tube PageFirst time on the Vacation Rental By Owner market! This striking monthly rental home is located in the French Quarter in a rather residential area called the Exchange, for its proximity to...

Permit Number: 05635The Space: Welcome to The Waltz, a roomy 2nd and 3rd floor getaway designed for gathering, calming, and making memories together, offering 5 bedrooms and 4 full bathrooms in a prime Spring Street location with complimentary...