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
Home in Mount Pleasant
5.0 out of 5 average rating, 44 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
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 serene view of Morgan Creek is presented, framed by lush greenery and palm trees. The calm water reflects a clear blue sky, while several boats can be seen moored along the banks. The surrounding landscape offers a peaceful atmosphere.
Home in Wild Dunes
4.9 out of 5 average rating, 70 reviews

Wild Dunes Retreat - Morgan Creek - 5 Min to Beach

Our family’s waterfront getaway on Morgan Creek offers stunning sunsets, golf course views, fishing from the dock, and access to a community pool. This older, well-loved three-story home has plenty of space for families and friends, just a few minutes from the beach and inside of Wild Dunes Resort. Expect charm and comfort—not modern luxury—with Charleston, Mount Pleasant, and Sullivan’s Island just a short drive away. 7 day minimum stay for summer season, check in on Saturday.

Guest favorite
Home in Isle of Palms
5.0 out of 5 average rating, 12 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
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, 191 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.

Guest favorite
A tranquil backyard scene is displayed with a softly lit water fountain and an umbrella adorned with lights, creating a serene ambiance. The house is situated in the background, and lush greenery frames the area, while a secure wooden fence offers privacy.
Home in Mount Pleasant
4.98 out of 5 average rating, 165 reviews

Pet Friendly&Fenced Yard Near Beaches & Downtown!

Imagine starting your vacation knowing that everything that you might need awaits you. After a day of sun and fun at Isle of Palms beach, or of exploring all of the activity that downtown Charleston has to offer, enjoy the peaceful serenity of your very own private backyard oasis. This is the experience that we strive to create for all of our guests - this, is purposeful travel.

Guest favorite
A charming single-story bungalow is presented with a light exterior and a brightly colored front door. A gravel driveway leads to the entrance, with neatly maintained landscaping and tall trees providing shade. A wooden fence outlines the yard, enhancing the sense of privacy.
Home in Mount Pleasant
4.84 out of 5 average rating, 152 reviews

Coastal Bungalow - 2 Bedrooms - Mount Pleasant

(License #: LIC053173) NO ADDITIONAL PET FEE! This Centrally located Mount Pleasant home will put you close to everything including Downtown Charleston, Beaches, and Shopping. Newly renovated, this charming 2-bedroom home will be the perfect getaway to explore all Charleston has to offer. Equipped with everything you will need, this home makes it easy to enjoy your stay.

Guest favorite
An airy living and dining area features a circular table surrounded by six chairs, with a plush sofa and an area rug on the floor. Large windows provide natural light and views of the surrounding landscape. A chandelier hangs from the ceiling, enhancing the light tones of the decor.
Villa in Wild Dunes
4.94 out of 5 average rating, 35 reviews

Linkside Court 21 - Community Tennis/Pickleball!

Intracoastal views from a spacious three-bedroom townhouse at Wild Dunes — peaceful, private, and convenient to the Linkside Court pool, tennis, and pickleball complex. A short drive or bike ride to the beach, and 30 minutes to historic Charleston. No fireplace at this property.

Popular amenities for Dewees Island vacation rentals