Guesthouse vacation rentals in James Island

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in James Island

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Charleston

5.0 out of 5 average rating, 143 reviews

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.

Guest favorite

Guesthouse in Charleston

4.96 out of 5 average rating, 236 reviews

Unique Hidden Gem w/ Luxury Shower Near Folly & DT

Not your basic Airbnb: Enjoy time off the beaten path! Drive down a charming dirt road, to a wooded setting w/ privacy: our 2 bedroom, 2 story guesthouse provides a huge shower that our guests love! DOORS GALORE: industrial style living area includes ✔ kitchen ✔washer/dryer ✔TV ✔small dining table - in a quiet place, few miles from DT and Folly Beach. The hidden gem gives a tucked away vibe, but still close to Charleston's hot spots! We can't wait to host you! Click below for more info/details!

Guest favorite

Guesthouse in Charleston

4.93 out of 5 average rating, 708 reviews

Charleston's Coolest Neighborhood

You can't beat the location! You'll be 5-10 minutes from downtown Charleston, but with free off-street parking, AND you can walk to dozens of bars, restaurants, coffee shops, etc. Avondale is Central to all parts of Charleston, and its a cinch to drive to everywhere from here. This studio apartment is private, modern, and newly renovated. You'll have a kitchenette, grill, outdoor seating, and access to beach equipment. Also only a 5 minute walk to the West Ashley Greenway for biking/jogging!

Guest favorite

Guesthouse in Charleston

4.91 out of 5 average rating, 170 reviews

Riverland Terrace Guesthouse

Private and quiet guest suite perfect for nature lovers. Our guest house is tucked up against a small marshy area in our backyard on James Island. Located about 5 minutes to downtown Charleston, 5 minutes to John's Island and 15 minutes to Folly Beach. Five minute walk to the Pour House and all terrace area restaurants and the terrace theater. We are a very laid back couple looking for laid back guests who need a quiet and peaceful place to use as their base while exploring Charleston.

Guest favorite

Guesthouse in Charleston

4.93 out of 5 average rating, 360 reviews

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.

Guest favorite

Guesthouse in Charleston

4.93 out of 5 average rating, 171 reviews

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.

Guest favorite

Guesthouse in Charleston

4.91 out of 5 average rating, 126 reviews

Centerville Loft, Studio Apt on James Island

Welcome to the Centerville loft. They don't call it Centerville for nothing! This space is in a quiet neighborhood at the center of James Island 4–5 miles from Downtown Charleston and 6 miles from Folly beach. This property is a back yard studio apt with a small kitchenette with microwave, mini fridge, Keurig coffeemaker, magic bullet smoothie blender, 32” TV, record player with records, bluetooth, and a patio. We are within walking distance to several restaurants along Folly road.

Guest favorite

Guesthouse in Charleston

5.0 out of 5 average rating, 216 reviews

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.

Guest favorite

Guesthouse in Johns Island

5.0 out of 5 average rating, 103 reviews

Cozy Getaway Nestled in Nature

Welcome to your ideal retreat, perfectly situated only 20 minutes from Folly Beach, 15 minutes from Kiawah, and a short 15-minute drive to the vibrant heart of downtown Charleston. Recent guests have great things to say! "Extremely clean and cozy cottage...10/10 would recommend! " - Anastasia "This place is a true hidden gem, it looks exactly like it’s pictures." -Hailey "This AirBnB was probably the best I've experienced so far. " -Susan

Guest favorite

Guesthouse in Charleston

4.97 out of 5 average rating, 220 reviews

Lady Ashley Studio Apartment minutes to downtown

Welcome to our spacious studio loft. 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.

Guest favorite

Guesthouse in Charleston

4.93 out of 5 average rating, 270 reviews

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.

Guest favorite

Guesthouse in Charleston

4.91 out of 5 average rating, 648 reviews

Island Oasis—Near Downtown

Private detached Guest house (500 ft²) with NO connecting neighbors - Safe and secure off-street parking right next to your door - A perfect jumping off point for those who want to experience Folly Beach and Downtown Charleston! - Located in the established walkable Bayfront community with waterfront Dock Street Park just a block away. Perfect if you want to get a "locals" feel of the area.