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385 Dewey Beach Vacation Rentals & Short Term Rentals

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Compare Dewey Beach vacation rentals from 7 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $99 a night.

Dewey Beach Information

About Dewey Beach

Dewey Beach, a tiny coastal town with fewer than 350 residents, is an idyllic East Coast destination in Eastern Delaware. It is located on a tiny strip of land between the Atlantic Ocean and Rehoboth Bay. It is believed that the town was named after Admiral George Dewey’s heroic contributions to the 1898 Battle of Manilla during the Spanish-American war. Though it is only a mile long and two blocks wide, Dewey Beach is dotted with bars and restaurants, drawing thousands of visitors during warm summer weekends.

In the late summer months, Dewey Beach hosts several events. Dog lovers can’t miss Greyhounds Reach the Beach, a gathering of rescued greyhounds and their owners every Columbus Day weekend!

Things to do in Dewey Beach

Adults and children alike will enjoy the Rehoboth Beach Boardwalk. Only 10 minutes away by Delaware Route 1, the Boardwalk offers plenty of restaurants, shops, and even a small amusement park. Check out the open-air Rehoboth Beach Bandstand for live music performances, many of which are free!

Those seeking adventure can try parasailing over Rehoboth Bay! Dewey Beach Parasail offers tours for all ages. If you’re not keen on flying at over 500 feet, you can still be a part of the fun and observe from the boat.

Recent graduates take this sleepy town by storm each summer to celebrate with friends in an event referred to as Beach Week. Though it has a reputation for parties, there are also many opportunities for beach volleyball, skim boarding, and boating!

Day Trips from Dewey Beach

Cape Henlopen State Park, a 20-minute drive from Dewey Beach, attracts thousands of visitors each year. Travelers can enjoy a disc golf course, tennis center, numerous hiking trails, and a designated swimming beach. You can come for the day and enjoy a picnic, or stay overnight in a campsite or cabin.

Visitors from outside of the East Coast may be interested in visiting Washington, D.C., which is a two-and-a-half-hour drive from Dewey Beach. In addition to some of our nation’s most important monuments and museums, Washington, D.C. has an up-and-coming coffee scene, bustling nightlife, and abundance of parks and nature areas.

Dewey Beach Accommodations

There are over 500 vacation rentals in Dewey Beach on Tripping.com. From quaint cottages to houses large enough to accommodate a group of friends, you’re sure to find a rental that fits your needs. Look for pet-friendly properties so that the whole family can enjoy your Dewey Beach vacation.

Nearby Rehoboth Beach is known for its LGBT-friendly atmosphere, and has therefore become a top LGBT destination on the East Coast! Plan your trip Pride and let Tripping.com take care of your lodging!

Transportation in Dewey Beach

You can reach Dewey Beach by car on Delaware Route 1, otherwise known as the Coastal Highway. Delaware also has a comprehensive bus system that provides transportation between beaches or from the beaches to out-of-town destinations, such as Washington, D.C. and New York City. Bike rentals are also available for travel within Dewey Beach.

Vacation Rentals in Dewey Beach

Find the best Dewey Beach vacation rentals on Tripping.com. With over 385 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Dewey Beach range from $99 a night. Many rentals can also be booked directly online.

Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 353 homes in Dewey Beach offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 64 rentals with pool or jacuzzi, or relax with the family in one of the 329 homes with cable TV.

For all those pet owners with dogs or cats, Dewey Beach offers 125 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com.

Search properties from 7 vacation rental sites in Dewey Beach where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 306 HomeAway rentals, 38 TripAdvisor short term rentals and 18 Booking.com vacation rentals.