Vacation rentals in Dewees Island

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Top-rated vacation rentals in Dewees Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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 Wild Dunes
5.0 out of 5 average rating, 42 reviews

Palm Paradise ~Heated Pool~Games~Walk to Beach

Palm Paradise by One Sweet Stay| Heated Pool, Outdoor Living, Steps to Isle of Palms Beach Property Highlights • 4 beautifully appointed bedrooms up to 10 guests • 3.5 spa-inspired bathrooms • Elevated pool with lounge seating •Putting green, turf backyard, and family lawn games-NEW • Outdoor fireplace and dining space • Gourmet kitchen with Viking appliances • Spacious living areas with designer furnishings and curated decor • 3 min walk to the best beach access on IOP *POOL HEAT $100/Day

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.

Top guest favorite
A relaxing outdoor space features a private pool surrounded by lush greenery and trees. Sunlight reflects off the water, while a small table and chairs provide a shaded area under an umbrella. The view overlooks a well-maintained golf course, enhancing the tranquil setting.
Home in Wild Dunes
5.0 out of 5 average rating, 53 reviews

Welcome to Ohana House!

Thank you for choosing Ohana House as your getaway-can’t beat lowcountry hospitality! Minutes to the beach, world class golf, a heated pool, gourmet kitchen, 4 en suite bedrooms, a screened porch with heat and TV, grill, work out space, and game rooms. Ride our bikes or rent a local golf cart to explore Wild Dunes or go straight to the beach! However you choose to spend time at Ohana House we know you’ll have a great time; we always do! IOP #P-00469

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

Guest favorite
A modern kitchen area features a deep farmhouse sink beneath a sleek faucet, complemented by dark countertops. Glass-front cabinets display dinnerware, while a dining area with a wooden table and padded chairs is visible in the background. Natural light brightens the space through nearby windows.
Home in Mount Pleasant
4.89 out of 5 average rating, 175 reviews

Sarah's Coastal Cottage—Shem Creek & Beach !

Located in a true Southern neighborhood with palmetto trees and live oaks, this charming one-level brick home is perfect for a family getaway to the beach, exploring the amazing history of Charleston, or enjoying the charm of Mt. Pleasant. The waterfront, marshes, and beach are only a short bike ride away (bikes are available to use!). The home accommodates up to 6 adults and 2 children, with off-street parking for two vehicles.

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.

Popular amenities for Dewees Island vacation rentals