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.

%{current} / %{total}1 / 1
Top guest favorite
Guesthouse in Charleston
4.99 out of 5 average rating, 217 reviews

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Top guest favorite
A dining area features a wooden table set for four, complete with tableware and decorative accents. Natural light filters through large windows adorned with elegant curtains, illuminating the room and providing a view of the greenery outside.
Guesthouse in Charleston
5 out of 5 average rating, 197 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.

Superhost
A cozy living area is showcased with a brown leather modular couch, accented by decorative throw pillows in various textures and colors. A small side table with a potted plant and wall art featuring woven designs contribute to the inviting decor.
Guesthouse in Charleston
4.86 out of 5 average rating, 139 reviews

Adorable Guesthouse - Bikes + Parking!

Live like a local while in Charleston in this unique home! You will be amazed at what all is found within this cottage next to the main house built in 1895. Quaint & perfect for your stay. Relax after a full day of sightseeing in your private Charleston patio. ♥ 1 bedroom | 1 bathroom | 1 Queen bed + Roll up mattress ♥ Charleston Style Patio ♥ Easy Walk to King Street (Walk Score of 99) ★ Bedroom + Living Area w/ Smart TVs ★ Outdoor Courtyard w/ Seating + Bistro Set ★ Off-street Parking ★ Bik

Top guest favorite
Guesthouse in Charleston
4.99 out of 5 average rating, 121 reviews

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 minute drive 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!

Top guest favorite
A spacious bed with a soft beige headboard is centered in the image. Crisp white linens are layered with a textured throw. A bedside table, featuring a lamp and a small vase of fresh flowers, is positioned next to the bed, enhancing the calming ambiance.
Guesthouse in Charleston
4.93 out of 5 average rating, 797 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!

Top guest favorite
A tranquil saltwater pool is surrounded by lush greenery and natural stone flooring. Several lounge chairs are arranged around the pool, providing ample seating. A blue structure with large windows is visible in the background, complemented by tropical plants and outdoor decor.
Guesthouse in Charleston
4.94 out of 5 average rating, 430 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.

Top guest favorite
The exterior of the bungalow features a white-painted facade and a welcoming entrance, framed by lush landscaping with flowering shrubs. Two windows provide natural light, accompanied by a small porch covered by an awning. Nearby trees contribute to the serene atmosphere.
Guesthouse in Mount Pleasant
4.97 out of 5 average rating, 576 reviews

Private 1/1 Old Mt Pleasant/Shem Creek Bungalow

Nestled in desirable Old Mt. Pleasant off Coleman Blvd, this quaint 1 bed/1 bath bungalow offers location and convenience. Minutes to Shem Creek and waterfront dining, just 3 miles from Sullivan's Island Beach. Enjoy sunsets from the nearby Pitt Street Bridge, or stroll just one block to bustling Coleman Blvd with restaurants, shops, and fitness. Three major grocery stores are <1 mile. Quiet, clean, and situated minutes to Downtown Charleston. STR Permit #ST260001 MP Bus Lic #20132292

Top guest favorite
A spacious bedroom features a black metal bed frame adorned with white bedding. Two stylish chairs are positioned beside large windows offering views of the surrounding landscape. A wooden dresser and a woven area rug add elements of comfort and warmth to the room.
Guesthouse in Charleston
4.99 out of 5 average rating, 228 reviews

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# OP2025-06925

Top guest favorite
A tranquil waterfront view features a dock extending into calm waters, framed by lush greenery and trees. A hammock can be seen suspended from the dock, inviting relaxation. The sunlight glistens on the water's surface, creating a serene atmosphere.
Guesthouse in Charleston
4.99 out of 5 average rating, 326 reviews

Spacious Daniel Island Apartment

Fully furnished 1 bedroom (queen bed) apartment on Daniel Island. We are able to bring a single mattress out to the apartment for guests bringing a child, so the apartment can accommodate up to three (two adults and a child). Full kitchen with glass cook top, dish washer, full-sized refrigerator/freezer, toaster oven, etc. Includes linens, dishes and utensils. Washer/dryer en suite. Has Youtube TV, HBO Max, and wifi. 15 mins from airport, downtown Charleston, and beaches.

Top guest favorite
The exterior of the cottage is presented, featuring a red brick facade and a welcoming entrance with two chairs positioned on a stone pathway. Lush greenery surrounds the area, while string lights add a gentle touch of ambiance.
Guesthouse in Charleston
4.98 out of 5 average rating, 264 reviews

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: OP2025-06937

Top guest favorite
A well-appointed kitchen is highlighted by light cabinetry and a marble countertop. Stainless steel appliances, including a refrigerator and a gas stove, complement the space. A small dining area is set with two stools at the countertop, while natural light filters through the window.
Guesthouse in Mount Pleasant
4.97 out of 5 average rating, 486 reviews

Guesthouse Convenient to Charleston, Shem Creek, and Beaches

Relax in this separate guest home nestled in a well-established Lowcountry neighborhood. The ‘treehouse’ has an open-plan design with vaulted notched board ceilings, creating a feeling of light and space, with elegant furnishings throughout. The well-equipped kitchen and grill on the porch encourages intimate home cooking. We lived in this space before we moved into the main house, so we can attest to it being comfortable, and well maintained.

Top guest favorite
A charming blue cottage is framed by simple wooden decking and surrounded by lush greenery. Two lounge chairs are positioned outside, inviting relaxation. The entrance features a red door with a star decoration above, enhancing the cottage's rustic appeal.
Guesthouse in Charleston
4.94 out of 5 average rating, 329 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.

Popular amenities for James Island guesthouse rentals

Destinations to explore