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Dewey Beach Vacation Rentals

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Despite being the state's youngest town, Dewey Beach has become one of the brightest gems along Delaware's "Gold Coast." The Dewey Beach Resort Area and Rehoboth Beach is home to an award-winning boardwalk, boutique stores, local restaurants, and, of course, beautiful beaches. Dewey Beach vacation rental homes offer the convenience and ease to explore this region’s vast amount of activities and things to do. Start planning your Dewey Beach vacation with us today.

Things to do in Dewey Beach

The town is just over one mile long and less than three blocks wide, but it boasts an impressive amount of shoreline on both sides. The Atlantic Ocean beckons swimmers, while on the other, the Rehoboth Bay's quiet beaches attract sunbathers and bird watchers. Due to the abundance of water around Dewey Beach, water sports are a hugely popular thing to do for locals and travelers alike. Go paddleboarding, kayaking, fishing, water skiing, and more.

Just north of Dewey Beach lies the vibrant resort town of Rehoboth Beach, to the south sits the Delaware Seashore State Park. Although year-round residents of Dewey Beach number only 350, the population of the town swells to tens of thousands in the warm summer months. As a result, there is a wealth of activities and attractions geared toward the vacation-goers that populate Dewey Beach vacation rentals.

Top Annual Dewey Beach Events

  • Dewey Beach Popfest
  • HighTide Jamfest
  • Dewey Beach Chickfest
  • Elvisfest
  • Dewey Beach Music Conference
  • Greyhound Reach the Beach Weekend
  • Jazz Festival
  • East Coast Skimboarding Championships
  • Americana MusicFest
  • New Year's Eve Celebration

But perhaps the most anticipated event is the Rusty Rudder Annual Country Chili Cook-Off, which pits Dewey Beach's home chefs against area professionals. From the entertainment to the food, this competition is a must-see for visitors and owners of Dewey Beach vacation homes alike!

Dewey Beach Music and Culture

Dewey Beach is well known for its dynamic music scene featuring local and even national acts that include the Goo Goo, the Dave Matthews Band, Matchbox Twenty, and 3 Doors Down. Weekends bring music fans to beach bars and clubs that line the Coastal Highway (Route 1) like the Bottle & Cork, the Starboard, the Rusty Rudder, and the Lighthouse.

The town also hosts the aforementioned Dewey Beach Music Conference each September. Attendees and owners of Dewey Beach vacation properties appreciate the accessibility of the Conference's performance venues, all of which are within easy walking distance.

When the renters and owners of Dewey Beach vacation homes aren't busy enjoying the town's musical offerings, they are often participating in one of the many races that fill the community's calendar of events. Throughout the year you can explore the town and scenery of Dewey Beach during one of the area’s many races, fun runs, and walks, including the Annual Dewey Beach Relay Marathon, Annual Venus on the Half Shell 5K, and the Annual Rusty Rudder 5K.

About Dewey Beach Vacation Rentals

The town's proximity to such major cities as Wilmington, DE, Washington, D.C., Baltimore, MD, and Philadelphia, PA only add to the popularity of Dewey Beach vacation rental homes. In addition, unlike many nearby resorts that are crowded with high-rise developments, the town still offers plenty of the types of houses and beachfront cottages that make ideal Dewey Beach vacation rentals, as well as Dewey Beach pet-friendly rentals.

Book Dewey Beach Vacation Rentals

Visit Long and Foster For Help Planning Your Next Vacation

Our offices are located at 37156 Rehoboth Avenue Extension #5, Rehoboth Beach, DE 19971, on the right just inside the intersection of Route 1 and Route 1A with access from both Rehoboth Avenue and Route 1, and we have ample parking. The rental office is open from 9 am to 5 pm, seven days a week, year-round, and we invite you to stop in or call to discuss your vacation plans. Let us help make your vacation the best one ever!

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