Holiday rentals in Dewees Island

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Top-rated holiday rentals in Dewees Island

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Top guest favourite
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guest house in Charleston
4.99 out of 5 average rating, 233 reviews

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

Top guest favourite
An open loft space features wooden beams and a high ceiling, illuminated by warm lights. A cozy seating area with a wooden sofa overlooks a rustic dining and kitchen area. A bed with patterned linens is positioned to the right, creating a welcoming atmosphere.
Guest house in Summerville
4.98 out of 5 average rating, 756 reviews

★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*

Guest favourite
An elegantly decorated sitting area is presented with a detailed mural ceiling and rich purple drapes. A plush loveseat and two accent chairs surround a circular rug in the center. Windows allow natural light to fill the space, highlighting the ornate moldings.
Flat in North Charleston
4.95 out of 5 average rating, 127 reviews

Bridgerton inspired fantasy 2 min from park circle

Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). 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. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

Top guest favourite
Home in Mount Pleasant
4.98 out of 5 average rating, 129 reviews

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 only 20 minutes from downtown Charleston. Spend the day enjoying the shared pool or exploring the area and return home to your private screened-in porch overlooking a spacious backyard with hammock, fire pit and chicken coop. #ST260150 S.C. BL-24-026814

Top guest favourite
A spacious dining table is set for six with woven placemats, clear glassware, and decorative centerpieces. The screened-in porch offers views of lush trees and marshland, with overhead pendant lights casting a warm glow over the setting.
Home in Edisto Island
4.98 out of 5 average rating, 137 reviews

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

Top guest favourite
The exterior of the guest house features a mix of textured siding and an intricately designed balcony supported by stylish columns. Surrounded by greenery, it includes a circular window and a swing on the porch, inviting relaxation in a tranquil setting.
Guest suite in West Ashley
4.99 out of 5 average rating, 441 reviews

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!

Top guest favourite
The entrance features a solid wooden door with six panels, bordered by two wall sconces providing warm, ambient lighting. A potted plant adds a touch of greenery, complementing the clean lines of the contemporary home exterior.
Home in Mount Pleasant
5 out of 5 average rating, 266 reviews

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.

Top guest favourite
A wooden dock features two lounge chairs placed beside a small table, providing a relaxing space to enjoy the surrounding marsh views. Sunlight pours in, highlighting the natural wood grain and the expansive landscape beyond the water.
Guest house in Mount Pleasant
4.99 out of 5 average rating, 253 reviews

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!

Superhost
A serene waterway is flanked by lush greenery and reflected clouds, creating a peaceful natural landscape. The calm waters mirror the sky, with a boat visible in the distance, indicating opportunities for exploration and relaxation.
Home in Johns Island
4.93 out of 5 average rating, 117 reviews

The River Girl, Private Dock, Great Outdoor Spaces

The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

Top guest favourite
A welcoming cottage exterior is showcased, featuring a pale brick facade and a sloped roof. The front entrance is highlighted by a wooden door, flanked by black shutters. Lush green grass and neatly trimmed shrubs provide a neat and inviting landscaping.
Home in Mount Pleasant
4.99 out of 5 average rating, 121 reviews

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

Top guest favourite
A sandy beach landscape features gentle dunes adorned with tall grasses. The shoreline meets the calm ocean waters under a bright blue sky dotted with soft white clouds. The scene captures a serene coastal environment, inviting a relaxed atmosphere.
Apartment in Wild Dunes
4.93 out of 5 average rating, 287 reviews

Beachside last minute discounts and weekday sales!

Relax or Work steps to the beach at Port O'Call Villas. 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

Top guest favourite
The modern kitchen features light-colored cabinetry and a spacious island with seating for three. Stainless steel appliances complement the clean design, while a cozy living area is highlighted by a leather sofa and tasteful decorative elements. Natural light enters through a nearby window.
Cottage in Mount Pleasant
4.98 out of 5 average rating, 183 reviews

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.

Popular amenities for Dewees Island holiday rentals