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.

Cozy Island Cottage

The Cozy Island Cottage is nestled under the shade of large live oak trees on James Island. Conveniently located 5 miles from Folly Beach and downtown, you are just minutes from the best Charleston has to offer. This new construction "beachy farmhouse" cottage features an open floor plan, 17 ft cathedral ceilings, fully stocked kitchen, live edge slab island bar top, over 250 sqft of outdoor living space, a bedroom with queen on main floor, and loft with queen bed accessed by a spiral staircase.

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*

Charleston Casita near Folly Beach *Dog Friendly*

Our Casita is your private getaway, located on James Island, perfectly between Folly Beach and downtown Charleston. This guest house includes a queen bed, full kitchen, high-speed fiber internet, dedicated work space, Article sleeper sofa, smart TV’s, and a private patio with fire pit. You are only: 5 minutes from Folly Beach 10 minutes from Historic Downtown Charleston <20 minutes from the top local restaurants and breweries in Charleston 25 minutes from Charleston International Airport

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

Cottage Under the Oaks

A lovely studio centrally located on James Island, The Cottage is about 5 miles to Folly Beach or Downtown. There are a few restaurants within walking distance, and almost everything on the island is within a few miles. *No children under 13 without prior approval.* **We do have a 30-day minimum during some dates. If you need a shorter reservation and your dates aren’t showing as available, message us and we’ll see if we can make it work.** Permit Number: OP2024-05670

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.