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327 Dewey Beach Holiday Accommodations

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 accommodations 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

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Dewey Beach offers 326 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Dewey Beach start at an average price of $457 a night with long-term rentals averaging $25 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 308 of Dewey Beach’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 48 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 285 vacation home rentals.

Traveling with your dog or cat? Choose from 119 pet-friendly rentals in Dewey Beach that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

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 274 HomeAway rentals, 23 TripAdvisor short term rentals and 16 Booking.com vacation rentals.