
Holiday houses in Charleston
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Top-rated holiday rentals in Charleston
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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*

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!

Large High End Historic Dtn Suite 1 bed+sofabed
Built circa 1887, a meticulous renovation of The Whilden House was completed in December 2020. This historic building boasts of grand rooms, 11' ceilings, original chandeliers, plaster crown mold, and stain glass. Historic charm with modern conveniences! This 1300+ sq ft. 1st floor unit with large front porch is a close walk to great neighborhood food and the upscale shopping, restaurants and bars of Upper King St. district. On-site parking makes for an easy and safe stay in Charleston.

Lisa's Suite Serenity ~ no cleaning fee~
Pack your bags already!! A safe place to land between downtown Charleston and Folly Beach on James Island. This charming attached studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A private, tranquil place 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 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!

Cozy Cottage w Games, Firepit, Grill, and More!
Centrally located cottage perfect for exploring the wonders of Charleston! - Amazing location; quick drive to downtown, minutes from Avondale, 12 miles to Folly Beach. - On a beautiful 9 mile bike & walking path - Backyard oasis with games, firepit, grill, and outdoor dining space - Beach chairs, cooler, and umbrella available - Updated interiors with king bed, games, streaming, and fast wifi Enjoy the perfect home base to explore the Lowcountry. We can't wait to host you!

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

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.

Newly Renovated Guest Suite with Exterior Entrance
Stay in one of Charleston's few legally permitted AirBnB properties located just minutes from downtown Charleston, SC. You will find our spacious, newly renovated 1 bedroom guest suite with it's own exterior entrance perfect for your trip to Charleston. Enjoy amenities such as a Kuerig with complimentary coffee, microwave and fridge . Folly Beach is also a short drive from the old well established neighborhood you will be in. City of Charleston Permit 05732.

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!

Silverlight Cottage in Park Circle
A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.
Popular amenities for Charleston holiday rentals
Stay near Charleston's top sights
Other great holiday rentals in Charleston

Southern decadence 2 min from park circle

Charming Boutique Cottage - Near Downtown & Beach!

The Little Pink House

Stylish Carriage House+Pool House

Coastal Caviar - The Ossetra - Honeymoon Suite

Roomy & Walkable to some of CHS Best Music & Food!

The Rutledge Roost

Adorable Folly Carriage House Retreat
Quick stats about holiday rentals in Charleston
Total rentals
5.2K properties
Total number of reviews
362K reviews
Family-friendly rentals
3.3K properties are a good fit for families
Pet-friendly rentals
1.8K properties allow pets
Rentals with a pool
780 properties have a pool
Rentals with dedicated workspaces
2.9K properties have a dedicated workspace
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- Park Circle
- Sullivan's Island Beach
- Hunting Island State Park Beach
- Bulls Island
- Middleton Place
- James Island County Park
- Waterfront Park
- The Golf Club at Wescott Plantation
- Shem Creek Park
- Angel Oak Tree
- Hampton Park
- Harbor Island Beach
- The Charleston Museum
- Secession Golf Club
- Driftwood Beach
- Isle of Palms Beach
- Morris Island Lighthouse
- Seabrook Island Beach
- Charleston Aqua Park
- Hunting Island Beach
- Gibbes Museum of Art
- The Beach Club
- White Point Garden
- Seabrook Beach
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