167 Dewey Beach Holiday Rentals

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Compare Dewey Beach holiday rentals from 5 rental sites including HomeAway, Booking.com, TripAdvisor and more, ranging from $35 to $2900 a night.

Information about Dewey Beach

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 with Tripping.com. Choose from 953 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $35 a night to $2900 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 771 of homes in Dewey Beach offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 376 rentals with pool or jacuzzi, or relax with the family in one of the 869 homes with cable TV.

For all those dog lovers and cat lovers, Dewey Beach offers 214 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 5 rental sites in Dewey Beach where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 753 HomeAway rentals, 124 Booking.com short term rentals and 58 TripAdvisor vacation rentals.
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