
Holiday rentals in Dewees Island
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Top-rated holiday rentals in Dewees Island
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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

Blue Crab Bungalow *huge outdoor shower and yard!*
Newly remodeled home just 3 blocks from the beach with large yard! Private fully fenced backyard on a safe and quiet street. Features a beautiful patio, grill, fire pit, corn hole, hammock and a huge-private outdoor shower with seating!! Smart TV/Roku in main living room, sunroom, and all bedrooms. Sunroom features curtains, blinds, pull out bed, heating & AC can be used as additional bedroom. Bonus outdoor half bathroom & laundry room. If bringing a pet, please specify before booking.

Ocean Breeze Villa
This beautiful 'Pottery Barn' style decor condo Sleeps 6 with a King Poster Bed in the Master Bedroom, a Queen Sleeper Sofa in the Living Room and Twin Trundle in the Entry Room. The Bathroom is decorated with bead board walls and has a walk-in tile shower. White cabinets, Granite Counter tops, Stainless Steel Appliances and a separate dining area make up the Kitchen. A Screen Porch with Ocean/Pool views and comfortable high-end All-Weather Wicker furniture completes this beautiful condo.

Clean Coastal Cottage 5mi to Isle of Palms Beach
Discover this freshly updated coastal beach house, featuring 4BR/2BA, perfectly located minutes from the areas best beaches, shopping, dining and nightlife. You'll be 3 miles from Isle of Palms, 10 minutes from Sullivan's Island and Shem Creek, and only 20 minutes from downtown Charleston. Spend the day exploring and return home to unwind on the private screened-in porch overlooking a spacious backyard complete with hammock, fire pit and chicken coop. #ST260150 S.C. BUS. LIC #20139234

Luxurious Artist Cottage - reduced midweek rates
Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten minutes from downtown Charleston and five minutes from the incredible sunrises and sunsets on Ravenel Bridge and Charleston Harbor. Five grocery stores are within 5 minutes including Whole Foods, Trader Joe's, and Aldi's. The Mount Pleasant Waterfront Park is a bike ride away or five minutes by car. Beaches are 10- 15 minutes away. All are welcome! ST permit ST260124 B license 20134709

Make Yourself at Home
Brick ranch, conveniently located between Downtown Charleston and Folly Beach, 5 minutes to King Street, 20 minutes to Mt. Pleasant and 30 minutes to airport. Full house with 3 bedrooms, 2 bathrooms, open kitchen, dining room and large living room with big screen tv. A screened porch, fenced in backyard, washer & dryer , on site parking for 4 vehicles. Walking distance to 2 playgrounds, tennis court, wildlife sanctuary, state park and a great view of Fort Sumpter and the city.

Relax & Enjoy Life! Updated Wild Dunes Condo
Beautiful and updated condo in gated Wild Dunes, Charleston's Island Resort! Perfect setup - 2 separated bedrooms with their own bathrooms and balconies. Two queen beds with high quality linens in each bedroom, attractive décor, flat panel TVs, WiFi, washer & dryer, books, games, and a fully stocked kitchen. Steps away from the condo complexes' private pool and about a 5 minute walk to beach. Relaxing comes easy with two lagoon‑facing balconies. NO PETS, SMOKING, OR PARTIES

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

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

Luxury pool, center of Folly, 2 blocks to beach!
Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Quiet Cottage | Waterfront | Fire Pit
Welcome to our scenic waterfront retreat on Johns Island.We are a handicap friendly cottage with large, flat doorways and no steps. This 2-bedroom, 2-bathroom single-level home offers woods and garden views.There is a dock to Church Creek where you can fish, crab and kayak. The roads are great for walking and biking.. Families and couples will enjoy the serene beauty and wildlife at this comfortable, hidden gem.
Popular amenities for Dewees Island holiday rentals
Other great holiday rentals in Dewees Island

414 Amaranth Road by Akers Ellis Rentals

Renovated Townhome With Golf & Pool Near Beach

Lagoon Villas 30 by Wild Dunes, in Resort Core

Leisure Lane-Private Apt on 22 acre Horse Farm

The Marshpad, surrounded by nature, mins to beach

Harborfront View Cottage

Saltlife Sanctuary on the Marsh

HanahanHavenGameRoomBikesFirePitDog&FamilyFriendly
Destinations to explore
- Augusta Holiday rentals
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- Western North Carolina Holiday rentals
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- Charleston Holiday rentals
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- Savannah Holiday rentals
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- Hilton Head Island Holiday rentals
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- Charleston City Market
- Sullivan's Island 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
- White Point Garden
- College of Charleston
- Morris Island Lighthouse
- Magnolia Plantation & Gardens
- Gibbes Museum of Art
- Riverfront Park
- North Charleston Coliseum & Performing Arts Center
- The Citadel
- Fort Sumter National Monument
- Cypress Gardens
- Boone Hall Plantation
- Edisto Beach State Park




