Guesthouse vacation rentals in James Island

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Top-rated guesthouse rentals in James Island

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Top guest favorite
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guesthouse in Charleston
4.99 out of 5 average rating, 208 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, 194 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.

Top guest favorite
A bright pool area is surrounded by lush greenery and vibrant landscaping. The pool features a unique shape and inviting turquoise water. Comfortable seating is arranged nearby, with colorful chairs contrasting against the light-colored walls of the house and deck.
Guesthouse in Charleston
4.99 out of 5 average rating, 308 reviews

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.

Top guest favorite
A modern bathroom features a spacious walk-in shower with a herringbone tile design in shades of green. Natural light filters in through a nearby window, illuminating the sleek wood vanity with integrated storage and circular mirror. A toilet is positioned discreetly in the corner.
Guesthouse in Charleston
4.99 out of 5 average rating, 119 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 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!

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, 793 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 bright living area features a white sofa adorned with blue and white decorative pillows, alongside a leather recliner. Two woven tables sit in front of the couch on a textured rug. A flat-screen TV and kitchen are visible in the background.
Guesthouse in Mount Pleasant
4.98 out of 5 average rating, 313 reviews

Upscale Couple's Escape | Beach & Downtown CHS

Perfect getaway for anyone looking to relax and enjoy the beautiful Charleston beaches. We maintain the highest standards for luxury - including curated interior design touches to make you forget reality and enjoy some much needed R&R time. The Pump House is the ideal place to escape to and enjoy the outdoors, local restaurants, breweries, parks, and, of course, beaches! Our reviews speak for themselves - Always 5 stars and many return guests! Permit #ST260062 | Business License #20122954

Top guest favorite
A serene backyard setting is created around a circular fire pit surrounded by four turquoise Adirondack chairs. Lush palm trees and greenery frame the area, with a salt water pool visible in the background, enhancing the outdoor retreat ambiance.
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.

Guest favorite
A bright living area features a comfortable blue couch adorned with orange and white cushions. A round wooden table sits in the center, and a flat-screen TV is mounted on the wall. A potted plant adds a touch of greenery beside the door.
Guesthouse in Charleston
4.96 out of 5 average rating, 194 reviews

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

Top guest favorite
An exterior view of the detached guesthouse is shown, featuring double glass doors that open into the studio space. A wooden fence provides privacy, while a gravel pathway leads to the entrance, surrounded by greenery.
Guesthouse in North Charleston
4.95 out of 5 average rating, 204 reviews

Park Circle Walker's Paradise - Upscale Studio!

Newly renovated Park Circle studio featuring modern finishes and an ideal location, just a short walk from restaurants and breweries on Montague and Spruill Ave. Enjoy being just steps from Firefly Distillery, Holy City Brewing, and close to concerts and events at Riverfront Park. After taking in all that Park Circle has to offer, retire to this quaint studio space that was designed with privacy and luxury in mind. City of North Charleston Short-Term Rental Permit 2023-0203

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, 223 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# OP2024-04998

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, 258 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: OP2024-05670

Top guest favorite
A newly-built guest cottage is depicted, elevated on pilings and surrounded by lush greenery. Light-colored siding is complemented by green shutters. Steps lead up to a welcoming porch with a railing, providing access to the spacious entry and large windows that invite natural light.
Guesthouse in Mount Pleasant
4.99 out of 5 average rating, 219 reviews

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!

Popular amenities for James Island guesthouse rentals

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