Guesthouse holiday rentals in Charleston

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

Quaint Cottage Studio in Ashley Forest (Avondale).

Take in the peace, calm, and hospitality of Charleston at this small, quaint, stand-alone cottage. The studio is situated on our property and shares an outdoor lounge and dining area. Located in the neighborhood of Ashley Forest, a small corner of Avondale, you are walking distance to breweries, cafes, wine bars, sushi restaurants and more. Downtown is a 10 minute ride share away, and there is also a bus stop five minutes from the property that will take you to the heart of King Street.

Urban Oasis, West of the Ashley

Private, renovated guesthouse in a quiet neighborhood. Studio includes everything needed for a short or long stay, including a kitchen with a stove and microwave for cooking, seating area to relax, and beautiful deck to enjoy the outdoors. Separate entryway and fenced in area for ultimate privacy. Convenient to all the charm Charleston offers, including: 5 miles to downtown, biking distance to great restaurants and bars, 12 miles to Folly Beach and 14 miles to Sullivan's Island.

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2024-04998

Spacious Daniel Island Apartment

Fully furnished 1 bedroom (queen bed) apartment on Daniel Island. We are able to bring a single mattress out to the apartment for guests bringing a child, so the apartment can accommodate up to three (two adults and a child). Full kitchen with glass cook top, dish washer, full-sized refrigerator/freezer, toaster oven, etc. Includes linens, dishes and utensils. Washer/dryer en suite. Has Youtube TV, HBO Max, and wifi. 15 mins from airport, downtown Charleston, and beaches.

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!

3 min to downtown | Lux Hotel Style Stay

Escape to The Plum Palm Cottage, a newly renovated 1-bed, 1-bath carriage home just 3 minutes from downtown Charleston and a direct route to Folly Beach! This boutique-style stay blends hotel luxury with Airbnb charm, offering plush robes, premium soaps, lotions, and a heavenly bathtub. The kitchen is stocked with coffee, syrups, snacks, and waters—everything you need for a perfect stay. Close to top attractions, it’s your ideal Charleston retreat!

Olde Village Loft - Unique Park Circle Experience

Welcome to The Olde Village Loft at Park Circle! Perfect for Couples or Solo Travelers Seeking a Special Experience Tastefully nestled away in a private backyard setting, this unique space was carefully designed with an industrial minimalist style, embracing the origins of the neighborhood. With more than 5 years of experience as Superhosts, we are delighted to offer our guests a one-of-a-kind experience in the eclectic Park Circle neighborhood!

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.