Vacation rentals in Dewees Island

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Top-rated vacation rentals in Dewees Island

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Top guest favorite
A screened-in porch features a comfortable seating area with a sectional sofa and a single chair. A light-colored coffee table is positioned in the center. Natural light floods the space through large windows, with lush greenery visible in the background, creating a serene outdoor ambiance.
Home in Mount Pleasant
4.97 out of 5 average rating, 144 reviews

Coastal Retreat-4B/2B 9ppl 3 mi to IOP fenced yard

This freshly updated coastal beach house, featuring 4BR/2BA, is perfectly located minutes to the areas best beaches, shopping, dining and nightlife. The fully stocked kitchen and open floor plan is ideal for girls trips and families. Only 3 mi. to Isle Of Palms, 10 min. to Sullivan's Island, and 20 min. to Charleston. Spend the day exploring 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 favorite
An airy loft space features a suspended wooden swing, inviting relaxation under the high, timbered ceilings. Natural light streams through large windows, illuminating cozy furnishings including a bed and a dining area with a wooden table. Unique decor elements enhance the overall character.
Guesthouse in Summerville
4.98 out of 5 average rating, 775 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*

Top guest favorite
A sunlit sunroom features a comfortable seating area arranged around a patterned area rug. The space is illuminated by floor lamps and surrounded by large windows, offering views of the outdoors. Decorative plants and a coffee table complete the inviting setting.
Home in Wild Dunes
4.97 out of 5 average rating, 179 reviews

Palmetto Porch

Palmetto Porch is the perfect vacation getaway for almost any family. It has plenty of exploring space (nature!), plenty of outdoor living space, and plenty of indoor living space (when nature decides you need to be indoors instead). There are gathering rooms a-plenty with the media room, the kitchen, the sunroom, or the beautifully appointed screened-in porch. The options & opportunities are endless. Pick your direction, grab a martini and enjoy all that the island and our house has to offer!

Top guest favorite
Home in Isle of Palms
4.97 out of 5 average rating, 100 reviews

3 BR only 1 block to the beach!

Enjoy your stay in this charming home located ONE block from the beach and ONE block from the IOP recreation center. Walk to sandy beaches, pickle ball courts, a brand new playground and much more. Newly renovated this property provides three bedrooms, two full baths and can accommodate up to six. With a beautiful and fully equipped kitchen, an extra large bath tub, and a large patio perfect for grilling out, you'll love having this comfortable home-base to come back to after a day in the sun.

Top guest favorite
A welcoming living area features a comfortable gray sectional sofa and two blue accent chairs, arranged around a round wooden coffee table. Natural light fills the space through nearby windows, with a soft area rug underfoot and shelves displaying decorative items in the background.
Home in Mount Pleasant
4.94 out of 5 average rating, 105 reviews

Coastal Retreat in Mt. Pleasant. 3 Miles to IOP.

Great home. Fantastic location. Enjoy your stay in Charleston at this close to everything, affordable home. The house is a 5 minute drive to the Isle of Palms. A two minute drive to shops, restaurants, grocery store, Trader Joe's and Target. The county park is 10 minutes away with a water park for the kids, biking on shaded trails, and fishing. Best location to enjoy all that Charleston has to offer. Discounted rates for weekly and monthly bookings. Lic# BL-24-000592 Permit#ST250027

Top guest favorite
Home in Mount Pleasant
5.0 out of 5 average rating, 43 reviews

Architecture* La Cabaña * Beach 8 min * 2 Bdrm

Nestled on an old dirt road sits La Cabaña, a uniquely designed haven of relaxation and a vibrant tropical scene. This exquisite property has 2 master suites, thoughtfully positioned at opposite ends of the house to offer privacy and tranquility for couples seeking a rejuvenating getaway. Wake up to the sounds of a bubbly lagoon and a hot cup of coffee in your private retreat. La Cabaña's location offers easy access to the IOP Beach & a short drive to CHS culinary scene. ZSTR-12-25-01315

Top guest favorite
A spacious living area is highlighted by a ceiling fan and large window, allowing for ample natural light. Comfortable beige couches surround a white coffee table, with a decorative plant and magazines. A wall-mounted television and faux fireplace add to the relaxation of the space.
Home in Mount Pleasant
4.97 out of 5 average rating, 31 reviews

Pet Friendly Coastal Cottage

Pet Friendly! This beautifully updated 2BR, 2BA home is just 3 miles to the beach and 15 minutes to historic downtown Charleston. Comfortably sleeps 6 and features a fully fenced backyard—perfect for pups. Enjoy high-speed WiFi, a dedicated workspace for remote work, and stylish, serene living spaces. Spend your days at the beach, on nearby golf courses, or exploring Charleston’s charm—then unwind in your private backyard oasis. STR Permit No. ST260395 Business License: BL-001271

Guest favorite
Apartment in Wild Dunes
4.97 out of 5 average rating, 30 reviews

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

Relax with the whole family! This first-floor, end-unit condo is beautifully decorated with high-end furnishings in relaxed coastal blues and sandy neutrals. It’s bright, sunny, and feels welcoming the moment you walk in. Take in the ocean views right from the back porch! The kitchen is fully equipped with white cabinetry and stainless-steel appliances, including a fridge, dishwasher, oven/hood, and microwave, everything you need for an easy stay. Short-Term Rental Permit P-01965

Guest favorite
The exterior of a brick ranch house is visible, showcasing a well-maintained front yard with greenery and a large tree. A driveway leads up to a single-car garage with a white door. The entrance features a covered porch highlighted by light blue shutters.
Home in James Island
4.89 out of 5 average rating, 216 reviews

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.

Guest favorite
A bright living area is furnished with a white sofa adorned with patterned cushions. Two windows allow natural light to fill the room, complemented by table lamps on either side. A coffee table is displayed with books and a decorative plant atop it.
Home in Mount Pleasant
4.91 out of 5 average rating, 307 reviews

Relax at a Cozy Home Between the Best Beaches and Downtown

Relax year round in this bright sunny space. Grill in the backyard and make s'mores in the fire pit! Cozy up to the fireplace. Fix a delicious meal in the fully equipped kitchen. Town of Mt. Pleasant Business license number: 24001197 STR Permit number: 250289 The house is in a traditional family neighborhood in south Mount Pleasant with tall trees and low traffic. Many great restaurants are at Shem Creek, with beaches, town center and Boone Hall Plantation within 15 minutes.

Top guest favorite
Townhouse in Mount Pleasant
5.0 out of 5 average rating, 108 reviews

Coziest Townhome in the heart of Mt. Pleasant

Pleasant Places is conveniently located to the beaches, Shem Creek’s popular restaurants and tourist attractions and is minutes from Historical downtown Charleston. Drive, walk or bike to many local attractions and restaurants. 20 min from Charleston Airport 10 min from Sullivan's Island and Isle of Palms 8 min to Downtown Charleston 5 min to Shem Creek Bars & Restaurants 5 min to grocery stores - Whole Foods and Trader Joes ST260067 MP BL-24-016987

Top guest favorite
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, 136 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

Popular amenities for Dewees Island vacation rentals