Vacation rentals in Dewees Island

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Top-rated vacation rentals in Dewees Island

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Guest favorite
A comfortable living area is presented with two light-colored sofas, arranged around a dark coffee table that features decorative items. A flat-screen television is mounted on a white console against a wall, while large windows allow natural light and a view of greenery.
Condo in Wild Dunes
4.93 out of 5 average rating, 100 reviews

Cozy condo w/easy beach access in Wild Dunes

Dear guests! I am happy to introduce an amazing retreat place with 10-min walk to the beach, and at the same time a cozy home-like spot where everyone will feel comfortable and warm hosted. This is a lagoon view condo on the second floor with two separate bedrooms. Every bedroom has its own bathroom and a private balcony. The unit also has everything you need for a comfortable leisure time. Relax with the whole family or friends at this peaceful and beautiful place to stay. Permit #: P-00694

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, 776 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
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
The exterior of a two-story home is shown, featuring light yellow siding and dark green shutters. A well-maintained front yard with manicured shrubs flanks the walkway. An American flag hangs from the front porch, and a driveway leads to a single-car garage.
Home in Mount Pleasant
4.93 out of 5 average rating, 129 reviews

Mount Pleasant oasis near beach with private pool!

Beautifully updated Mount Pleasant home with a pool! The home's perfectly located just a few short miles from the IOP beaches and a stone's throw from great shopping nearby. This house is the perfect spot for a family vacation or just a weekend away with friends as it offers 3 bedrooms (2 with queen beds and 1 with a king bed). You can enjoy a day at the beach (5 mins away), just relax by the pool, or swim laps in the endless pool system with a push of a button. LIC# ST260331 Bus# 20139685

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
Home in Isle of Palms
5.0 out of 5 average rating, 11 reviews

Waterfront Goat Island Getaway – Boat Access Only

Escape to Goat Island, a boat-access-only waterfront retreat just across from the Isle of Palms. This cozy 2BR + loft home offers Intracoastal Waterway and marsh views, multiple outdoor living areas with TVs, a private dock with covered pierhead and seating, and the peaceful serenity that comes with island life. Relax on rocking chairs, watch the sunrise, or fish off the dock. Perfect for couples, families, or small groups seeking a unique Lowcountry getaway.

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

Top guest favorite
A serene cottage sits beside a calm pond, reflecting the surrounding trees. The structure features a spacious porch with rocking chairs, framed by palm trees. Large windows and skylights invite natural light, enhancing the connection with the tranquil outdoor environment.
Cottage in Johns Island
4.97 out of 5 average rating, 116 reviews

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.

Top guest favorite
Cottage in Mount Pleasant
4.88 out of 5 average rating, 26 reviews

Chic 2/2 Cottage Near Downtown & Beaches

Welcome to our Mt. Pleasant Cottage—freshly renovated and thoughtfully designed. The spacious living area is perfect for families and friends to relax. Sip your morning coffee on the private porch or patio while enjoying views of the fenced backyard and serene pond with fountain. Explore Charleston and Mount Pleasant, from sandy beaches and historic sites to top dining and local attractions.

Popular amenities for Dewees Island vacation rentals