Dewees Island holiday lettings

We found 1,499 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Dewees Island that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as a fireplace and garden. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Choose a holiday rental for your Dewees Island getaway

Learn about the unique charm of Dewees Island with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Dewees Island

Are you looking for top things to see and do during your stay? Venture out of your holiday home and check out everything that Dewees Island has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wild Dunes Resort Golf Course (2.4 mi / 3.9 km)
  • Dunes West Golf and River Club (6.6 mi / 10.6 km)
  • South Carolina Aquarium (12.9 mi / 20.8 km)
  • Charleston National Golf Club (3.4 mi / 5.5 km)
  • Patriots Point Links (11.5 mi / 18.5 km)
  • Snee Farm Country Club (6.3 mi / 10.2 km)

Exploring the natural landscape of Dewees Island

Whether you're an adventurous traveller or just want to appreciate the scenery, Dewees Island is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Dewees Island Beach (1.2 mi / 2 km)
  • Front Beach (4.3 mi / 6.9 km)
  • Isle of Palms Beach (4.7 mi / 7.6 km)
  • Isle of Palms County Park (5.9 mi / 9.5 km)
  • Goat Island (6.4 mi / 10.3 km)
  • Sullivan's Island Beach (9.5 mi / 15.2 km)

Transport to and around Dewees Island

Fly into Charleston, SC (CHS-Charleston Intl.), the closest airport, located 18.9 mi (30.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Dewees Island when booking a holiday rental?
When considering a holiday rental on Dewees Island, the best area to stay is the northern part of the island, which boasts a serene and picturesque environment. This region is particularly appealing for those looking to immerse themselves in nature, as it is surrounded by stunning coastal landscapes and lush greenery. Here, you can enjoy the tranquillity of the beach and the vibrant wildlife that thrives in this unspoiled setting.

A highlight of staying in this area is the proximity to the island's beautiful sandy beaches, superb for sunbathing, leisurely strolls, or even beachcombing. Additionally, the nearby marshlands offer fantastic opportunities for birdwatching and exploring the unique ecosystem of the Lowcountry. The island's natural beauty is complemented by its commitment to preserving the environment, making it a wonderful choice for eco-conscious travellers.

While the number of holiday rentals in this area can vary, there are typically several options available, ranging from charming cottages to luxurious beachfront properties. This diversity allows you to find the superb accommodation to suit your needs while enjoying all that Dewees Island has to offer.
How much does it cost to rent a holiday home in Dewees Island?
Prices for holiday rentals in Dewees Island vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Dewees Island to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Dewees Island holiday house rentals?
You can find great discounts on house rentals in Dewees Island on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Dewees Island?
A long-stay holiday rental in Dewees Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Dewees Island holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Dewees Island with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Dewees Island for a holiday rental?
The best time to visit Dewees Island for a holiday rental is during the peak season from May to July, with July being the most popular month. This vibrant period draws families and beach enthusiasts eager to soak up the sun and enjoy the island's pristine beaches and tranquil surroundings. With average temperatures ranging from the mid-20s to low 30s Celsius, the warm weather provides ideal conditions for outdoor activities such as kayaking, cycling, and exploring the scenic trails.

During this peak season, you can expect a lively option on the island, with plenty of opportunities to engage in beachside fun and relaxation. The gentle ocean breezes and stunning sunsets create a great backdrop for your holiday adventures.

For those seeking a more budget-friendly option, consider visiting in November. This time of year offers a peaceful retreat with fewer crowds, allowing you to appreciate the natural beauty of the island without the hustle and bustle. The mild climate, typically ranging from 10 to 20 degrees Celsius, is still pleasant for outdoor activities like birdwatching and nature walks.
How early should I book a Dewees Island holiday rental?
Book your Dewees Island holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Dewees Island?
Dewees Island is a tranquil and picturesque destination known for its natural beauty and outdoor activities. One of the main attractions is the island's pristine beaches, where visitors can enjoy sunbathing, swimming, and beachcombing. The island is also a significant spot for birdwatching, with various species frequenting the area, making it a haven for nature enthusiasts.

The Dewees Island Community, which features charming homes and a laid-back atmosphere, offers a unique glimpse into coastal living. Visitors can explore the island by walking or biking along the scenic trails that wind through the maritime forest, providing opportunities for wildlife sightings and appreciating the local flora.

For those interested in fishing, the waters surrounding Dewees Island are ideal for catching a variety of fish, and there are opportunities for kayaking and paddleboarding as well.
Can I change or cancel my Dewees Island home rental booking on Vrbo?
To find Dewees Island holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Dewees Island holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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