Family-friendly 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.

Renovated Island Suite w Private Yard

Our spacious and secluded guest suite is in the perfect location to enjoy all that beautiful Charleston has to offer. Nestled in a quiet suburb, we’re less than a ten minute drive to the Battery and historic district of downtown, and a fifteen minute drive to Folly Beach. The suite was built in 2023, and includes a multitude of amenities for your perfect trip. With beautiful floor to ceiling windows, the view has sweeping oaks and mature magnolias, setting the scene for your Southern getaway.

The Backpacker

Our "Backpacker" is a cute and cozy 96 sq.ft. of tiny house nirvana. Situated on a small tidal slough, it provides a beautiful natural setting for reflection and appreciation of that which is good in life. For those looking for luxury, the Backpacker is not for you (you may encounter bugs and it's really hot in summer). However, the Backpacker has a pretty cool vibe, and is extremely convenient to historic Charleston and Funky Folly Beach. The Backpacker is for backpackers and nature lovers.

Private Suite in Charleston's Own James Island!

Whether exploring our beautiful historic city (6mi north) or splashing in the ocean (7mi east), you can’t go wrong with a stay here on James Island, a charming barrier island of Charleston. We've prepared a private space in our pet and smoke-free home which includes one bedroom with a comfy queen bed, a full bath with shower/tub and a cozy TV lounge that offers a breakfast/work table and a coffee station with mini-fridge and microwave. You’ll find your rooms to be immaculately clean & fresh.

Fourth Block Private Beach Paradise

Welcome to your Folly paradise! This rustic 1940's beach bungalow was updated with modern appliances, furniture, art, surfboards, 60" 4K smart TV ready for your subscriptions, stereo with bluetooth, and a huge outdoor shower. Guests love the privacy of having a secluded, full-sized property with great outdoor spaces, parking, and a short walk to the beach, bars and restaurants- for the same rate as a noisy condo. A retreat for guests that want a true old school folly vibe.

Marsh view retreat near Folly Beach and Downtown

**Please review additional notes below about potential construction noise** Welcome to Lighthouse Lookout, a private-entry guest suite, offering a truly unique Charleston experience. Conveniently located on James Island, between Folly Beach and Downtown Charleston. The private balcony provides stunning views of the salt marsh and historic Morris Island Lighthouse. It’s the perfect place to relax and enjoy the changing tides, abundant wildlife, and scenic sunrises.

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.

Cozy Lady Ashley Studio Flat on James Island

Welcome to our studio flat. The private detached unit is located in the heart of James Island in a friendly neighborhood. We are within walking distance to a row of restaurants/bars, a ropes course, fitness gym, a grocery store , and only a short six miles (5-15 mins drive) to Folly Beach and Downtown Charleston. We have a sweet pup who likes to greet you in the backyard and a sweet cat who roams around all the time.

Craftsman Style Carriage House

Relax and enjoy being close to downtown Charleston and Folly Beach. Second-floor carriage house with a kitchenette that features a microwave, Keurig, beverage fridge, and sink. Great place to stay for couples, solo and business travelers. Located close to Harris Teeter/Starbucks, Highfalutin Coffee Roasters, and Odessey Bottle Shop. Quiet space that includes free parking.