Places to stay near Jolly Roger at the Pier

Cottage by the Bay

Enjoy what lower, slower Delaware has to offer in this cozy cottage near the bay. This gated family-friendly community offers many activities including pool, kayaking, basketball, pickle ball, and crabbing docks, and is close to beaches, shopping, golf, and dining. This will be your home away from home with 3 bedrooms and 3 full baths, a well-equipped kitchen, and laundry room, all season porch, and a relaxing backyard with a fire pit, bar, dining area, and TV!!! 5 minutes from Baywood Greens!

Lakefront slps 6; beach, pools, tennis, gym, view!

Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright, charming living/dining rooms with seating for six. AC, charcoal grill, washer/dryer, wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with great view of lake and fireplace in living room! Professionally cleaned between guests.

North OC, near by restaurants, beach & playground

Newly upgrade 2 bed two bath apartment .Located in peaceful neighborhood! Free LINENS About 15 minute walking to the beach! Plenty of restaurant around : Harpoon Hannah - 2 minutes Catch 54 -5 min Flying fish (great sushi place)5 min by car Our harvest -5 min by car North Surf park -5 min walking You can do kayaking from the bayside 2 min walking The movie theater is 10 min walking distance. Viking mini golf and water park and so much more to do ! Very close to tax free DE!

Close to beach, away from crowd

Welcome to our charming coastal retreat just minutes from the ocean! Enjoy tranquility in a peaceful oasis away from crowds. Proximity to the Ocean: Short drive from the beach for sun, sand, and surf. Near James Farm Ecological Preserve: Explore trails and kayak on Indian River Bay. Community Amenities: Access a pickleball court and swimming pool. Family-Friendly: Spacious bedrooms and communal areas. Escape to our coastal retreat for a serene getaway!

Waterfront Home & Golf Getaway

Discover the perfect blend of tranquility and adventure at this one-of-a-kind waterfront escape. Nestled in a peaceful country setting just minutes from the beach, enjoy morning coffee with birdsong or sunset cocktails by the bay. Paddleboard, kayak, or grab fresh crabs from Elliott’s Seafood and dine at the water’s edge. Bring your own boat or rent one locally—this serene, scenic retreat offers everything you need for the ultimate coastal getaway.

Modern 2-level Condo near Beach, Pool, Hot-tub

Modern 2-bedroom townhouse, recently remodeled, clutter-free, in well-maintained family-oriented beach community. Sunroom can be used as third bedroom. Enjoy stunning water views from living and sunroom, 2 sparkling-clean pools, hot tub, tennis courts, volley ball, shuffle board, playground, fishing and crabbing on the premises. In close proximity: sandy ocean beaches (2+ miles), mini-golf, bike and kayak rental, shopping and restaurants.

Modern Escape~4 Mi from Bethany Beach

Sand, sun, and endless family fun await your crew at this newly built Ocean View vacation rental! Nestled in the quiet community with access to top-notch amenities, and a prime location just 4 miles from the shores of Bethany Beach. After long days of swimming and shopping return home to prepare a feast in the fully equipped kitchen and unwind with a family favorite on the TV.

Sandy Toes II

This charming one bedroom condo is sure to impress you - just a few steps from the beach, making it an excellent home base for ocean-lovers. The interior of this vacation rental is decorated in soothing blues and grays, providing a peaceful atmosphere that encourages relaxation.

Sunshine Retreat and Free Mini Golf /Huge Pool

Located in Montego Bay 6 doors down from the pool, tennis, pickle ball and free putt putt. Walking distance to the beach, a natural wildlife reserve, and beautiful Northside Park. There is also a pier in the neighborhood for fishing and crabbing or watching the sunset.