Guesthouse holiday rentals in James Island

The Guesthouse at Old Orchard

Relax in the treetops of our beautiful pecan grove! Guests adore the peaceful surroundings of our new 1260 sq ft guesthouse located on the second floor of a detached garage. This private space has an open floor plan, fully stocked kitchen, 2 queen bedrooms, 2 full baths, wifi, Roku TVs, and new appliances including washer and dryer. Sitting on 1.3 acres, the property is home to gardens, a tidal creek, and happy hens! It is quiet yet centrally located between downtown Charleston and Folly Beach.

Luxury Loft (2 miles from Folly Beach)

The Luxury Loft is perfect for one person or a couple. The stylish surfer vibe loft is adjacent to the main house with a separate entrance. Located 2 miles from Folly Beach, walking distance to a grocery store, and 20 minutes from Downtown Charleston. Spacious shower, kitchen with hot plate, convection oven, microwave, coffee maker and blender. It has Wifi and smart TV with a split unit A/C. Off-street parking space for one and one space street parking. Beach vibes without all the crowds.

Salt of the Island Retreat w/ Pool on the Lake

Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

★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*

5 STAR 1bd/1ba Shem Creek Retreat in #1 MtP area!

The Treehouse is a private, cozy, modern retreat in the hippest area of Mt. Pleasant - right between downtown & the beaches for easy access to both. Located less than 5 mi. from Sullivan's Island, less than 2 mi. from the Cooper River Bridge (to downtown Charleston), and just a short walk from Shem Creek, you won't find a better place to stay in the Holy City. *Minimum age required to rent: 21 years old. Children welcome with adult accompaniment.*STR PERMIT #: ST250220 SC BUS. LIC #: 20104817

Indigo House Poolside Retreat

Indigo House Poolside Retreat is a bright, beachy & bohemian space that is perfect for your stay in beautiful Charleston! This one bedroom pool house apartment is located in the heart of James Island, just 10 minutes from the downtown peninsula and 15 minutes from Folly Beach. It can sleep up to four adults and includes a full kitchen with incredible outdoor space including a salt water pool and a gas fire pit. While the pool house is located in the owners' backyard, it feels very private.

James Island "La Casita" Nestled btw Beach & City

Wake up to the 2 grand oaks just outside your window. Visit Folly Beach (14 minutes) or Historic Downtown Charleston (9 minutes). Craft your own meal in the complete kitchen or try one of the many renowned Charleston restaurants recognized by foodies worldwide. Visit James Island County Park & Waterpark (1 mile). Take a trip to the local Farmer's Market or the Municipal Golf Club. Then stroll down the (Woodland Shores) road for a spectacular view of the wetlands.

Creekside Cottage (Tiny Home)

If you're looking for a true lowcountry, laid back experience, our Tiny Creekside Cottage is the place for you. We're nestled in a small eclectic neighborhood less than 3 miles from the sandy shores of Folly Beach and just 7 miles from historic downtown Charleston. The cottage sits by a tidal creek that flows in and out of the Folly River with marsh views, lots of bird watching opportunities, and the most amazing sunsets around.

Spacious 1 bedroom cottage in Avondale

Relax and unwind at this stylish and peaceful cottage. Whether relaxing in your living room or enjoying morning coffee in your private courtyard, this cottage has everything you'll need for an enjoyable stay. Located in the Avondale neighborhood of West Ashley we are walking distance from restaurants, wine bars, breweries and more. Downtown is a quick 5 minute car ride away with even more to explore.