Holiday houses in Charleston

Walk to restaurants! New, beautiful & clean home

Welcome to Curlew Corner! A new, private upstairs guesthouse in one of Charleston’s most desirable neighborhoods. With a king bed+sofa bed, this is an ideal spot for couples, friends, or small families looking for a getaway in a beautiful city! Location! The guesthouse is within walking distance to many eateries, bars, a music venue, cinema, farmer’s market, yoga studio, playground, boat landing, and beautiful water views. Close to downtown Charleston and Folly Beach, you can’t beat this spot!

James Island Creek Retreat | On the Water |

Welcome to my low country home on James Island, located on a tidal creek within a quiet family neighborhood. The large backyard is on a beautiful marsh with water access allowing for amazing views. It’s 7min from downtown and 10min from Folly Beach. Perfect central location on James Island to everything Charleston has to offer. As a certified US Coast Guard boat Captain I offer discounted private tours to guest. Please book ahead as the summer gets busy. IG Huckleberry_Boat_Tours for photos

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

The James is a unique 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

1BR cottage~Charleston Peninsula~20min to beach

Welcome to The D'alhana~a mix of cottage and studio. Our property is considered a "back house" having all the fixins. Newly updated and situated in a National Register district, this place is exactly what Charleston is all about. 📍Short drive to historic downtown CHS 🏖️ Beaches: 8.6 miles to Sullivan's, 11.2 to Folly, 14.1 to IOP 🛏️ Queen bed 🚿 Full bathroom w/ custom walk-in shower 📺 Smart TV in living room 🍽️ Fully functional kitchen 🧺 Washer/dryer 🚗1 dedicated parking spot

Guesthouse Convenient to Charleston, Shem Creek, and Beaches

Relax in this separate guest home nestled in a well-established Lowcountry neighborhood. The ‘treehouse’ has an open-plan design with vaulted notched board ceilings, creating a feeling of light and space, with elegant furnishings throughout. The well-equipped kitchen and grill on the porch encourages intimate home cooking. We lived in this space before we moved into the main house, so we can attest to it being comfortable, and well maintained.

Ground Floor Apartment with Exclusive Courtyard

Experience a mix of history and modernity in this chic residence. The home features a brick fireplace, updated amenities, ornate classical furnishings, boutique design touches and a private courtyard dining area. This is a LEGAL listing. We have been granted exception by the city to operate as a short term rental. This property is not suitable for children, including babies. Quiet unit tucked in back of the building. Use of private courtyard

3 Blocks to King! | Hideaway Suite C

This cozy studio apartment is perfectly located just steps from King Street, making it ideal for solo travelers or couples who want to stay in the heart of historic downtown Charleston! You’ll be only two blocks from King Street, a short walk to MUSC and the College of Charleston campus, and just 20 minutes from Charleston International Airport and the local beaches; an easy, convenient home base for exploring the city. Permit Number: 06423

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

Casa Zoë | Historic Garden Carriage House CHS

OP2026-07206 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.

Waterfront Gem on James Island!

Secluded space on the water on James Island. Newly constructed space with 2 bedrooms and 2 bathrooms.  Upstairs unit with magnificent waterfront views.   Come enjoy the amazing sunrises and sunsets while looking over Clarks Sound towards Folly Beach.  Deep in the heart of James Island yet just a few minutes from James Island Youth Soccer Club and only 15min to both downtown and Folly Beach. 

Private waterfront apt in the oaks

Romantic get away for nature lovers. Private 2nd floor studio apartment over garage (guest parking), nestled among large live oaks overlooking tidal creek & dock on wooded property. Less than 30 minutes from downtown Charleston, Folly Beach, Kiawah. Shrimp, fish, crab or just enjoy the hammock on the dock. Or go for a paddle in one of the kayaks provided for a small fee.

Boho Bungalow | Private Oasis w. Plunge Pool

Escape to this enchanting brick cottage just moments from the harbor where historic charm meets modern comfort. Cozy up in the inviting living spaces with warm tones and exposed brick or relax in the private garden just outside. A charming bedroom awaits and you’ll adore the fully equipped kitchen perfect for intimate meals. Now featuring a brand-new dipping pool!