Holiday rentals in Charleston

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Updated Historical Apartment with Terrace

This unique studio space has been re-imagined to balance the magic of the past with modern amenities, including eclectic furnishings and decor, original architecture details, contrasting textures, and an outdoor dining area. Granted an exception by the city to operate as a short term rental. Parking available at St. Phillip parking deck around the corner. This property is on the second floor which means a steep staircase is involved. This property is not suitable for children, including babies.

The Little Pink House

Nestled under the grand live oaks of Bogard Street, The Little Pink House is a picturesque Charleston carriage house. This thoughtfully crafted guest house invites couples and individuals alike to experience the best of Charleston in a private, yet centrally located retreat. ♥ Elegantly styled & warmly decorated ♥ Traditional southern porches ♥ A short 4 blocks to King Street ♥ Neighborhood gems just steps away Beloved by many - newlyweds, honeymooners, couples - seeking a unique getaway!

Heart of Park Circle| Peaceful & Private | Firepit

Enjoy a stylish and peaceful stay at this centrally-located, Park Circle cottage. Set back from the street for added privacy, with a beautiful front porch and backyard. Just a 5 min walk to the lively restaurants of Park Circle and a short 20 min drive to Historic Downtown Charleston & nearby beaches. Filled with an abundance of natural light, featuring two bedrooms, one bath & a sunroom with a daybed. Fully equipped with all you need for a comfortable stay in the Park Circle neighborhood!

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

The Heart of Charm: Discover Downtown Charleston

Enjoy our home in historic Charleston. Located in a revitalized neighborhood offering an eclectic mix of Victorian homes, churches, apartments, businesses, bakeries, coffee shops, and quaint restaurants. Grab a bite to eat at Fuel, Xiao Bao Biscuit, and Bad Bunnies, all within walking distance: Upper King St., MUSC campus are minutes away. Citadel is a short drive. Walker-friendly neighborhood. . Gated with 1 off-street parking space. 2 Bedrooms and 1 bath are upstairs. OP2025-06616

The Iris, Signature Suite, Third Floor

Settle into Charleston in one of our Signature Suites at The Iris, a brand new Apartment Style Hotel nestled in an unbeatable location. This architectural gem is in one of Charleston’s most vibrant and desired tourist areas, only one block from King Street. Right outside your door is a curated mix of dining, shopping, and southern charm; a few of our favorites nearby are Chubby Fish, By The Way, and Chez Nous. Book today to ensure your dates!

Historic Freedman's Cottage

A few short blocks from Upper King Street. Sleeps 2. Nearby restaurants inc Leon's, Melfi, Little Jack's, Welton’s Tiny Bakery, Lillian’s, Maison, Tutti, Huriyali Gardens, Park & Grove, Kultura, and Little Line. Enjoy a walk or jog in beautiful Hampton Park, stroll the nearby Citadel campus, or shop for antiques at Wynsum on King St. Conveniently located to many sights while others are just a pedi-cab or Uber ride away.

King Suite / Private Entrance

Newly renovated guest suite on the upper Charleston Peninsula very close to Hampton Park and the Citadel Military College. Spacious, Comfortable, Quiet, has parking and is about a 13 minute drive to the Historic/business district or catch the free shuttle bus 3 blocks away. please note that the kitchenette area does not include a stove. Also note the stairs to the second floor location in case mobility is an issue.

Stylish Loft Historic Downtown Charleston Condo

This renovated condo is the place you want to stay on your next trip to Charleston. Weekend getaway, bridge run, Spoleto, Spring/Fall house tours or even a staycation! One bedroom loft style condo with spacious living, dining, kitchen and half bath located downstairs. Relax in this quiet corner unit! Step outside and the city is at your feet! Check out our sister property! https://www.airbnb.com/rooms/20436304

Designer Suite in the Heart of Charleston

Immerse yourself in Charleston's vibrant culture from this stunning two-bedroom suite, meticulously designed by a professional interior designer. This light-filled haven blends modern comfort with antique charm, boasting beautiful artwork and a curated selection of new and vintage furniture. This designer escape is more than just a place to stay, it's a launching pad for an unforgettable Charleston experience.

The Feather | Next To Bad Bunnies Coffee

Newly renovated 1-bedroom, 1-bath ground-floor space located in the laid-back Cannonborough-Elliotborough neighborhood. Perfect for a small group of friends or a business trip, with easy access to top restaurants and historic attractions. • 5-minute walk to King Street • 20 minutes to Charleston Int’l Airport • 20 minutes to local beaches Permit Number: 06773