Dewees Island vacation rentals

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Top-rated vacation rentals in Dewees Island

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Guest favorite

Condo in Isle of Palms

4.96 out of 5 average rating, 278 reviews

Relax and Unwind in a Stylish Beachfront Villa

Enjoy breathtaking beachfront sunrises and dining at a cozy table on your own covered balcony. The private pier and pool are only steps away from the ocean. View stunning sunsets and Sullivan's Island Lighthouse from the bedroom and entrance. Nautical decor, premium vinyl plank floors, and shiplap walls coalesce within this bright apartment retaining an ethos of southern charm. The gourmet kitchen is well-equipped with full-size appliances, ice-maker, filtered water dispenser, granite countertop, under-counter lighting and a convenient coffee bar with multiple brew options! The panoramic ocean views are the best available at Sea Cabins! Located on the 3rd floor, it's just 3 doors from the end of building C. Enjoy beautiful sunrises right from the living room, kitchen, or balcony, and sunset views of Sullivan's Island Lighthouse from the front door or bedroom window. You will have private access to the beach, community pool, and fishing pier. Island shopping, restaurants, groceries and entertainment are just steps away! It is conveniently located near Mt. Pleasant, Shem Creek, and historic downtown Charleston, giving you unlimited choices for dining, shopping, and entertainment. This home sleeps 4 with a queen size bed and a queen sleeper sofa with memory foam mattress. Enjoy your meals at the bar or on the balcony. Outdoor grilling facilities and picnic tables are also available. The pool-house features private bathrooms and a coin-operated laundry. Access by stairs only (no elevator). Full Absentee host The apartment is located in Isle of Palms, a city on the slender barrier island of the same name. It’s known for its beaches backed by condos and eateries. Sea turtles nest in the area. A nearby park includes a beach, picnic areas, and a playground. Dining, shopping, and entertainment within walking distance. Only a short drive to historic Charleston, SC! Please be aware that the property has a Ring video doorbell on the premises (at the front door). There are no cameras/surveillance devices inside the home or on the balcony.

Feb 16 – 23

G$41,080 GYD per night

Guest favorite

Tiny home in Charleston

4.93 out of 5 average rating, 312 reviews

The Backpacker

Our "Backpacker" is a cute and cozy 96 sq.ft. of tiny house nirvana. Situated on a small tidal slough, it provides a beautiful natural setting for reflection and appreciation of that which is good in life. For those looking for luxury, the Backpacker is not for you (you may encounter bugs and it's really hot in summer). However, the Backpacker has a pretty cool vibe, and is extremely convenient to historic Charleston and Funky Folly Beach. The Backpacker is for backpackers and nature lovers.

Jul 10 – 17

G$11,896 GYD per night

Guest favorite

Guesthouse in Mount Pleasant

4.97 out of 5 average rating, 222 reviews

Cozy Apartment in Mount Pleasant

Our place is a cozy and bright garage apartment. It has one bedroom, living room with sleeper sofa, a full bath with tub and fully equipped kitchen. We hope this provides that home away from home feel in a relaxed, yet inviting setting. It is close to dining, the beach and a ten minute ride across the bridge to Charleston. You’ll love our place because of the coziness and the location. Our place is good for couples, solo adventurers, and business travelers. STRPermit# ST240232 SCBUSLIC#20122393

Feb 18 – 25

G$28,417 GYD per night

Guest favorite

Guest suite in Mount Pleasant

4.91 out of 5 average rating, 303 reviews

*Fully*Renovated*1bed/1baClosetoDowntown/Beach

Enjoy the Lowcountry in this renovated one bed/one bath space on a quiet street in the heart of Old Mount Pleasant. "You're Home Away from Home" just 2 miles to Sullivans Island Beach and close to Downtown Charleston. A spacious open plan with 10 ft ceilings off the Ravenel Bridge in the Old Village of Mount Pleasant. Walk/bike a mile through a quiet neighborhood to Shem Creek where Paddle Boards and Kayaks are available for rent as well as over 20 local restaurants.STR # ST230359 MPBL# 20115823

Dec 3 – 10

G$30,476 GYD per night

Guest favorite

Guesthouse in Mount Pleasant

4.96 out of 5 average rating, 310 reviews

** Totally Private, 3 Miles From the Beach **

Welcome to Charleston! You'll enjoy a totally separate wing of our house with a private entrance, 2 bedrooms, 1 bathroom, mini fridge, microwave, and Keurig. We're in a wonderful, safe neighborhood, 5 min from the beach by car. A 15 min walk gets you to restaurants, grocery stores and a mall. Sunset cruises, kayaking, paddle boarding, fishing, and bike rentals are a 15 min drive away. A 20 min drive gets you to historic downtown Charleston. PLEASE NO SMOKING, PETS, OR PARTIES ON THE PROPERTY.

May 20 – 25

G$27,564 GYD per night

Guest favorite

Tiny home in Mount Pleasant

4.96 out of 5 average rating, 155 reviews

Chickadee

Welcome to Chick A Dee, our tiny house on the outskirts of Mount Pleasant.15 minutes from the beach and 25 minutes to downtown Charleston. Conveniently located near boating/kayak launch ramps to enjoy the waters of Charleston. Plenty of room to bring kayaks and an outdoor shower to clean up after a day on the water. Enjoy the large deck after your day exploring. This tiny house offers a bedroom and pull out sofa to accommodate 4 comfortably. Say hey to the chickens when they come to see you!

Mar 24 – 31

G$31,258 GYD per night

Guest favorite

Guest suite in Mount Pleasant

4.81 out of 5 average rating, 294 reviews

Tiny Studio NO CLEANING FEE!

Centrally located in old Mount Pleasant, 10 minutes to the beach and downtown! The Studio is small, but offers everything you may need when visiting the Charleston area. Mount Pleasant is well known for its convenient location to neighboring cities and attractions! The studio is attached to the main house, but has private entry, bathroom, and kitchenette all within the space, so there are no shared spaces with others. **We are fully vaccinated! STR Permit # ST240140 BUS License # 20116249

Jul 14 – 21

G$22,024 GYD per night

Guest favorite

Apartment in Mount Pleasant

4.99 out of 5 average rating, 137 reviews

Lovely Garden Suite for One Guest. Bathrm/Parking

STR Lic# ST230023- Business Lic 20113222 Beautiful Garden Suite Room , private 3 piece bathroom and private entrance and garden space just can't be beat. Located in Old Village. 5 minutes to Beach, 10 to downtown Though there is a Queen Bed this to be for ONE GUEST ONLY. The room is very comfortable with Fridge, Coffee Maker and Microwave. There is a work desk and chair with a beautiful view of the garden. Located in Old Village. No TV, strong Wifi. Bicycle provided,safe neighborhood.

Nov 6 – 13

G$22,749 GYD per night

Guest favorite

Guest suite in Charleston

4.99 out of 5 average rating, 703 reviews

Private Riverland Loft

Listed as number 5 out of the TOP 15 BEST Airbnb’s in Charleston County!! Close to DOWNTOWN CHARLESTON, arts, culture, restaurants, dining, parks. Private room over garage of my home w/ a SEPARATE entrance. Large rm with a sitting area, KING size Bed and a full bath. Keurig coffee maker, microwave and refrigerator with a freezer provided. In the historic Riverland Terrace neighborhood. A short Uber ride to downtown Charleston ( less than 15 minutes ) and about 15 min to Folly Beach.

Dec 22 – 29

G$23,806 GYD per night

Guest favorite

Guest suite in Mount Pleasant

4.87 out of 5 average rating, 393 reviews

Peaceful Studio Apartment/ Mt. Pleasant SC-

Bright studio in a beautiful safe neighborhood. This space is very comfortable for 2 people. 1 comfy queen bed. Private entrance with driveway parking for one car right in front. Wi-Fi, Roku TV with YouTube TV added. A Kitchenette and a large private full bathroom with a walk in shower. Only 3 miles to Sullivan's Island, 4 miles to Isle of Palms and 7 miles to downtown Charleston. No Pets allowed. Check in time is 2pm and check out time is 11am. STR Permit 230313 MP BL #2016474

Jun 26 – Jul 3

G$28,790 GYD per night

Guest favorite

Guesthouse in Mount Pleasant

4.98 out of 5 average rating, 213 reviews

Bungalow Under The Oaks

Small guest house in the heart of Mount Pleasant! Ideally located to both Isle of Palms and Sullivan's Island beaches (both 7 minutes) and only 15 minutes to the heart of historic downtown Charleston. Our private guest bungalow is a perfect launching spot for all your exploring. End the day relaxing under the shade of our mature live oak. The house has its own entrance and separate yard that is fully fenced in. LHR Permit: ZSTR-02-21-00318, License: LIC-3-21-252314.

Jun 24 – Jul 1

G$35,706 GYD per night

Guest favorite

Guesthouse in Charleston

4.97 out of 5 average rating, 195 reviews

Cottage Under the Oaks

A lovely cottage centrally located on James Island, The Cottage is about 5 miles to Folly Beach or Downtown. There are a few restaurants within walking distance, and almost everything on the island is within 5 miles. *No children under 13 without prior approval.* **We do have a 30-day minimum during some dates. If you need a shorter reservation and your dates aren’t showing as available, message us and we’ll see if we can make it work.** Permit Number: OP2021-01970

Aug 13 – 20

G$19,726 GYD per night