Vacation rentals in Dewees Island

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

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

★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*

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.

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

Luxury Farm Stay | Hot Tub, Pool & Animals

Welcome to The Days End Farm! Where modern comfort meets country charm 🌾 This home is for quiet stays only — no parties or events are allowed. A thoughtfully designed 700 sq ft farm cabin retreat tucked away on 11 acres of peaceful pastures. Located less than 45 min from downtown Summerville, 40 min from I-20, 1 hr from Downtown Charleston, and 25 min from I-95. We are a livestock property and for the safety of our animals we only allow 1 pet per reservation with a strict leash policy.

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

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.

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

Marsh view retreat near Folly Beach and Downtown

Welcome to Lighthouse Lookout, a private-entry guest suite, offering a truly unique Charleston experience. Conveniently located on James Island, between Folly Beach and Downtown Charleston. The private balcony provides stunning views of the salt marsh and historic Morris Island Lighthouse. It’s the perfect place to relax and enjoy the changing tides, abundant wildlife, and scenic sunrises.

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.

Pluff Mud Point

Take it easy at this unique house located on Johns Island, SC. The views are spectacular, and the house is well suited for a relaxing vacation. Sprawling oak trees and the saltwater creek provide a beautiful location to enjoy the singular geography of the lowcountry of South Carolina.