
Vacation rentals in Dewees Island
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Dewees Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

★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*

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

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.

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

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

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

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

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.

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

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

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.

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
Other great vacation rentals in Dewees Island

Island's Edge|Oceanfront|Summer Special Rates

Waterfront Goat Island Getaway – Boat Access Only

Wild Dunes Retreat - Morgan Creek - 5 Min to Beach

Sea Cabin 305A-Oceanside beauty

Beachfront IOP 2bd with Pool + Parking!

Luxury Farm Stay | Hot Tub, Pool & Animals

Private Plantation Retreat w/ Pool, Near

Fully renovated home- located 1 block from beach!
Destinations to explore
- Atlanta Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Gatlinburg Vacation rentals
- Savannah Vacation rentals
- Pigeon Forge Vacation rentals
- Charleston Vacation rentals
- Jacksonville Vacation rentals
- Hilton Head Island Vacation rentals
- North Myrtle Beach Vacation rentals
- Asheville Vacation rentals
- Raleigh Vacation rentals
- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Bulls Island
- James Island County Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Waterfront Park
- Rainbow Row
- Shem Creek Park
- Riverfront Park
- Magnolia Plantation & Gardens
- Hampton Park
- Edisto Beach State Park
- Middleton Place
- The Charleston Museum
- Angel Oak Tree
- White Point Garden
- Kiawah Beachwalker Park
- Cypress Gardens
- Boone Hall Plantation
- Gibbes Museum of Art
- Children's Museum of the Lowcountry
- Seabrook Island Beach





