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.

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.

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! Ideal for couples with a baby or toddler too!

★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*

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.

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

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.