
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

Daniel Island Studio For Your Enjoyment!
Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

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 2 bikes included. Come and enjoy this beautiful property!

Carolina Wren Cottage: New, Relaxing, Dog-Friendly
Charming dog friendly cottage located minutes away from historic Georgetown only about an hour from Charleston. Whether you want to sit on the large porch and enjoy listening to the birds sing or watch them fly back and forth through the beautiful trees. Maybe have an adventure walking along the Harbor walk do a little shopping and enjoy the great selection of restaurants. If that wasn't enough there are several beautiful beaches to enjoy. You won't be disappointed. For pets see policies.

Spring Wild Dunes Resort Special Rates!
Relax or Work steps to the beach. The more nights you stay, the lower the rate with the new Airbnb pricing .Beautiful 2nd floor one bedroom condo inside Wild Dunes with private entrance, use elevator or stairs. Wifi 1200 mbps. Super comfy king bed, blackout curtains, spacious, ceiling fans. Bright open living room/kitchen, new washer/dryer. New hardwood floors. The bathroom has a shower/tub and new granite. Two backpack beachchairs, umbrella & cooler provided. Enjoy the view from the deck

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

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

Charleston Guesthouse
Conveniently nestled in the heart of Mt. Pleasant and only a short car ride from the best that Charleston has to offer including beaches and down town. Minutes away from historic sites such as Boone Hall Plantation, Palmetto Island County Park, Belle Hall shopping center and many other attractions. Located in a quiet community reminiscent of old country living. Sit back and enjoy the peacefulness of your home away from home.

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.

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.
Popular amenities for Dewees Island holiday rentals
Other great holiday rentals in Dewees Island

Charleston Waterfront Retreat w/ Deep Water Dock

1st-Floor/End-Unit Condo/Ocean Views/Beach Access

Welcome to Greene Acres Farm!

The Palma- 2 blocks from beach with Spa/Pool

Welcome to Ohana House!

Mattie's Hidden Gem-Just Minutes to Everything!

Charming Mt Pleasant Getaway with Heated Pool

Falling Moss - An iTrip Vacations Home
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
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Cape Fear River Holiday rentals
- 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
- College of Charleston
- Rainbow Row
- White Point Garden
- Morris Island Lighthouse
- Magnolia Plantation & Gardens
- North Charleston Coliseum & Performing Arts Center
- Riverfront Park
- Gibbes Museum of Art
- Boone Hall Plantation
- The Citadel
- Cypress Gardens
- Fort Sumter National Monument
- Edisto Beach State Park




