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.

Value · Location · Layout

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.

Location · Value · Biking

Walk to restaurants! New, beautiful & clean home

Welcome to Curlew Corner! A new, private upstairs guesthouse in one of Charleston’s most desirable neighborhoods. With a king bed+sofa bed, this is an ideal spot for couples, friends, or small families looking for a getaway in a beautiful city! Location! The guesthouse is within walking distance to many eateries, bars, a music venue, cinema, farmer’s market, yoga studio, playground, boat landing, and beautiful water views. Close to downtown Charleston and Folly Beach, you can’t beat this spot!

Family · Location · Checkout

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.

Location · Value · Condition

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

The James is a unique 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

Family · Location · Getting around

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!

Location · Family · Condition

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 beachy farmhouse cottage features 17 ft cathedral ceilings, fully stocked kitchen, live edge slab island bar top, over 250 sqft of outdoor living space with a hot private hot tub, a bedroom with queen on main floor, and loft with queen bed accessed by a spiral staircase.

Value · Family · Parks

Island Life

Take it easy at this cozy & tranquil getaway, located on a saltwater pond. Share our backyard with us to relax in a hammock, enjoy catch & release fishing & chill by the fire 🔥 pit. No cleaning fee! Fragrance free detergent used for bedding & towels. No smoking or vaping anywhere on the property. No animals of any kind allowed. We would love to adhere to Airbnb's guidelines for service or emotional support animals, unfortunately we cannot due to health issues of the owner.

Location · Family · Accuracy

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

Value · Family · Bathroom

Indigo House Poolside Retreat

Bright, beachy and bohemian one bedroom pool house in the heart of James Island, 10 minutes from downtown Charleston and 15 from Folly Beach. Relax in a hammock under the covered pergola, float in the saltwater pool, and gather around the gas fire pit at night. Full kitchen, cozy king bed and a lush tropical backyard. Please note: we live here full time, so the private apartment is yours, but the pool and backyard are shared with our family.

Family · Location · Indoor spaces

Guest House Near Beach & Downtown

Discover the perfect getaway near Folly Beach that is newly renovated. This spacious one-bedroom, one-bath retreat is just a 10-minute drive from the beach. Guests can enjoy a large living area, a walk-in shower, and the convenience of a dedicated workspace. Plus, it's dog-friendly, so your furry friends can join in on the vacation fun. Whether you're looking to relax or work remotely, this Airbnb promises comfort for a memorable stay.

Value · Location · Checkout

Coastal Shanty • minutes to waves & town

Welcome to the Shanty! Located in a quiet, mid-century Charleston neighborhood at the end of a dead end street, and still just 4.5 miles to Downtown Charleston and Folly Beach! Put your feet up in the cozy studio, relax on the deck listening to the birds or rinse off in the outside shower after a day at the beach! Whether you are here for play or work, you'll find the shanty a comfortable, convenient & chill spot for your stay.

Value · Location · Nearby