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327 Dewey Beach Holiday Homes

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Dewey Beach holiday homes from 8 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $100 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

Looking for the perfect vacation rental for your Dewey Beach getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Dewey Beach offers 327 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 309 properties with high-speed WiFi Internet, 48 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Dewey Beach has 327 gorgeous homes with 119 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 8 vacation rental sites in Dewey Beach where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 275 HomeAway rentals, 23 TripAdvisor short term rentals and 16 Booking.com vacation rentals.