
Holiday rentals in Charleston County
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Top-rated holiday rentals in Charleston County
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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

★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*

The Garden Folly Guest House
Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Shem Creek Cottage!
Your own newly renovated cottage in a phenomenal location! Walk or ride bikes to Shem Creek and hundreds of restaurants and bars. 3 minute drive or 10 minute bike ride to downtown Charleston. Private neighborhood path through the marsh to Shem Creek and Shrimpboats. Cottage equipped with king bed, pullout king bed couch, full kitchen, bath, two large TV’s, washer & dryer, counter with barstools and private patio. 50 paces to neighborhood park! Permit #ST260119 - License #20121152

Upscale EARL CRT 3-bdrm Old Village/Shem Creek
STR PERMIT #ST250176 BUSINESS LICENSE #20135982 3-bdrm Earl's Court neoclassical upscale home, nestled in the heart of the historic Old Village, offering the charm of low country living. Just a block from Shem Creek bars & restaurants, Old Village shops & eateries, Alhambra Hall, Pitt St Bridge, and a weekly all food Farmer's market, featuring low countries finest! The Arthur Ravenel Bridge, downtown Charleston, Sullivan's Island & IOP beaches are all bike riding distance.

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

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!

Bridgerton inspired fantasy 2 min from park circle
Fully restored italian influenced cottage in Charleston. Live out your Bridgerton fantasy in this stunning suite. It’s a standalone apartment done to highest level. Apartment featuring a private entrance and patio with lounge and a hot tub that is available April through November. Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. N-Chas Permit#2024-0556

•The Nina House• 3 Miles to Downtown Charleston
Discover the Nina House, a chic bohemian retreat minutes from historic Charleston. Enjoy the best of both worlds: vibrant city life close by, yet tucked into a quiet neighborhood, free from noise and parking hassles. Relax in sunlight, eclectic interiors or unwind in the private outdoor clawfoot tub. With style, comfort, and convenience in equal measure, The Nina House is your peaceful escape with Charleston‘s charm at your doorstep. (OP2023-04138)

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.

Mt Pleasant Cottage-Downtown, Shem Creek & Beaches
Make the most of your visit to Charleston by staying at this fully renovated cottage in the heart of Mount Pleasant! This property offers an open floor plan, deck area, and spacious backyard. Conveniently located just minutes away from Shem Creek, Downtown Charleston, Isle of Palms, Sullivans Island, and a variety of restaurants/shopping! -12 mins to Isle of Palms -13 mins to Sullivans Island -12 mins to Shem Creek -14 mins to Downtown

3 Miles to Sullivan’s Island | Private Yard
Coastal comfort just 3 miles from Sullivan’s Island Beach. This beautifully updated 3-bedroom home features inviting living spaces, a screened-in porch, and a private fenced backyard with grill and propane fire pit — perfect for relaxing after beach days or exploring Downtown Charleston. Minutes to Shem Creek waterfront dining, Mount Pleasant Towne Centre, and Charleston’s historic district. PERMIT #ST260217 | LICENSE #BL-24-000972
Popular amenities for Charleston County holiday rentals
Other great holiday rentals in Charleston County

Cheerful two bedroom townhome near beaches.

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Beach Pool Jacuzzi and Putting green All you need

34 Beach Club - only 20 yards from Beach Access

The Rutledge Roost

Picture Perfect Charleston Living on Spring St

The White Pearl - an iTrip Charleston Beaches Home

Apartment over the Stono
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- Charleston City Market
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Shem Creek Park
- Waterfront Park
- Middleton Place
- Angel Oak Tree
- Hampton Park
- Isle of Palms Beach
- The Charleston Museum
- Rainbow Row
- College of Charleston
- White Point Garden
- Morris Island Lighthouse
- Magnolia Plantation & Gardens
- North Charleston Coliseum & Performing Arts Center
- Riverfront Park
- Gibbes Museum of Art
- The Citadel
- Boone Hall Plantation
- Fort Sumter National Monument
- Cypress Gardens
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