Family-friendly holiday rentals in James Island

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

Great 3BDR Guest Suite Between Downtown and Beach

Welcome to your peaceful oasis on James Island! Our 3br 1ba unit is located 4 miles from Folly Beach and 8 miles from downtown. You'll be able to enjoy all the benefits of both the city and the beach. This beautiful home has a private main entrance and plenty of parking in the 3-car driveway. All your basic amenities are provided for you within the house so that you can focus on what really matters: enjoying easy access to both beach and city. There's something here for everyone. OP2025-06412

Lisa's Suite Serenity ~ no cleaning fee~

Pack your bags already! This charming ATTACHED studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A safe place to land between downtown Charleston and Folly Beach on James Island. Enjoy this private, tranquil space to re-center and relax in between exploring our beautiful city and beaches. I live adjacent and care for this safe, fragrance free cleaned retreat and look forward to welcoming you .. providing your private home away from home for wonderful memories.

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.

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.

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

Farm Stay w Gardens, Cute Animals, Firepit + Porch

Welcome to the farm! This cute little farm studio is ready for your enjoyment! With a horse front view and rows of flowers in sight, you will be sure to soak in all the feels of farm life all while being close to West Ashley, 30 minutes from Down Town Charlestion and 35 min from beach access. Tucked in behind the hustle and bustle of city life you can put your feet up and relax, walk the gardens or check out the cute farm animals. Truly this is a unique stay that you don't want to miss!

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

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.

The Cashmere Guest Suite - PERFECT LOCATION!

SANITIZED THOROUGHLY BETWEEN GUESTS! Luxury private suite behind an historic home, the Cashmere Cottage is located in beautiful, Live Oak-filled Riverland Terrace - less than 3 miles from downtown & 8 miles from Folly Beach. You'll feel like royalty in this condensed space with luxury linens, fully ADJUSTABLE BED (!!), plush towels & robes, coffee bar with mini-fridge, & huge bathroom with a gorgeous frameless shower & salon-quality products to pamper yourself.

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.

Peaceful Waterfront Home in Charleston

Come enjoy the southern charm of this newly renovated waterfront Charleston home. A luxurious bed and bath have been created here with your comfort and privacy in mind. Located just 5 minutes from historic downtown Charleston, and another 5 minutes from beautiful Folly Beach, you will be perfectly situated for your trip no matter what your vacation entails or how long your stay!