
Holiday rentals in Dewees Island
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Top-rated holiday rentals in Dewees Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Waterfront home w/ Deepwater dock on Stono River!
3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 4 bikes included. Come and enjoy this beautiful property!

Kate's Place: An ideal retreat on the coast
Welcome to Kate's Place, a cozy and extra clean vacation getaway in Mt. Pleasant. Many guests have described Kate's Place as an ideal retreat, given its close proximity to beaches (one mile away) and restaurants. Downtown Charleston is a ten-minute drive. This apartment has an exterior door with no shared indoor space. A private parking spot to boot! You'll love Kate's Place! Perfect for two! Do check out all the 5-STAR reviews! TOMP Permit Number - ST260355 TOMP BL# - 20132913

Clean Coastal Cottage 5mi to Isle of Palms Beach
Sunny Side Up is a 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

Marshfront Villa In The Trees - Near Beach & Bay
"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

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!

Ruby's Cottage/Brand New Close to Beach & Downtown
Be one of the first to enjoy this beautiful, newly built detached guest house with private entrance, keyless entry, and separate gated yard with private patio. Located in a quiet neighborhood just minutes from fine dining, shopping and only 10 miles from Isle of Palms and Sullivan’s Island beaches. Grocery stores, restaurants, historic sites, golf courses, hiking trails, downtown Charleston and more are just minutes away.

Private Waterfront Retreat w/ Sauna
Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.

Waterfront Gem on James Island!
Secluded space on the water on James Island. Newly constructed space with 2 bedrooms and 2 bathrooms. Upstairs unit with magnificent waterfront views. Come enjoy the amazing sunrises and sunsets while looking over Clarks Sound towards Folly Beach. Deep in the heart of James Island yet just a few minutes from James Island Youth Soccer Club and only 15min to both downtown and Folly Beach.

Island Pearl (3 Blocks to beach)
Island Pearl is one of the original cottages on Isle Of Palms. Three blocks to beach, about a 7 minute walk. it is in a very quiet area of Isle Of Palms. It has been recently renovated and is a a cozy and charming cottage. The huge back yard has a great deck and fire pit area. There is a garage in the back that houses the washer and dryer. Also provided is 6 beach chairs and a beach wagon.
Popular amenities for Dewees Island holiday rentals
Other great holiday rentals in Dewees Island

Spacious James Island 4br/3.5ba House with Pool!

Beach Pool Jacuzzi and Putting green All you need

Welcome to Greene Acres Farm!

Lakefront w/ dock at Mill Creek

The Cabin at Cool Blow Farms

The Wrenn’s Nest - Quaint National Forest Getaway

Lo & Billy’s Place a historic 1940s Newlywed Cabin

Nantahala Hideaway | 3br Near Beaches + Downtown
Destinations to explore
- Augusta Holiday rentals
- St Johns River Holiday rentals
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
- Hilton Head Island Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Cape Fear River Holiday rentals
- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Bulls Island
- James Island County Park
- Shem Creek Park
- Waterfront Park
- Angel Oak Tree
- Middleton Place
- Hampton Park
- College of Charleston
- Rainbow Row
- The Charleston Museum
- White Point Garden
- Magnolia Plantation & Gardens
- Morris Island Lighthouse
- Riverfront Park
- North Charleston Coliseum & Performing Arts Center
- The Citadel
- Gibbes Museum of Art
- Boone Hall Plantation
- Cypress Gardens
- Edisto Beach State Park
- Fort Sumter National Monument




