Holiday rentals with a kayak in Delaware

Near DE Turf and Dover AFB with Bowers Bay Views!

Gorgeous sunrises and sunsets at Holiday House! Located in the relaxing Bowers Beach and conveniently located near the DE Turf complex, DSU, Dover Airforce base & Speedway. Just a few minute walk to Bowers Beach, JPs Wharf, and local parks. Features beautiful Delaware Bay views from back deck and breathtaking views of the local nature reserve from front. Enjoy what nature has to offer regardless of season. With room for one or multiple families,you’ll feel refreshed after a stay at Holiday House

Value · Outdoor spaces · Accuracy

Cutest-Quiet-bk rds-Bikes-Kayaks-Doorstep parking!

Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS… 2 kayaks, 2 bikes, 2 beach chairs & random array of games, toys & sporty.

Outdoor spaces · Value · Decor

Stunning Rustically Modern Downtown Lewes Home

Don’t settle for a hotel! This immaculate three bedroom home in historic downtown Lewes is an ideal blend of classic and modern design. Leave your car in your private space with shops, restaurants, beaches, and the state park a short walk or bike ride away. Enjoy a gourmet kitchen, great room, dining area, & living room space. Lounge in your master bedroom with en-suite bath.The second bedroom (great for families) has double sized bunk beds. The third bedroom has a queen bed and en-suite bath.

Outdoor spaces · Value · Parks

Gorgeous Bayfront, Pool, Hot Tub, Linens Included

Enjoy over 2300 sqft of screened-in porch with 360 views of Rehoboth Bay and a wildlife reserve. Relax in the Hot Tub (all year) or splash with the kids in the Pool (May-Oct). Enjoy our free kayaks, fishing rods, crab traps, and paddle boards in the backyard Bay or in the Ocean at Lewes, Rehoboth or Dewey <20 min away. Reunite your family around the fireplace or host a birthday weekend with friends riding our free bikes across 3 miles of nature paths. Or Launch your jet ski on our boat ramp!

Outdoor spaces · Location · Cleanliness

Bayfront Townhouse - Endless Views & Private Beach

Enjoy coastal living at this bayfront townhouse in Dewey Beach, DE. This 3-bedroom, 2.5-bath rental offers beautiful bay views and an unbeatable walkable location. The open-concept living space includes a fully equipped kitchen, dining area, and comfortable living room—perfect for relaxing after the beach. Step outside for sunsets, kayaking, or paddle boarding right on the bay. The ocean beach, restaurants, bars, and shops are just a short walk away, with Rehoboth Beach minutes nearby.

Location · Amenities · Check-in

Creek Suite

The Creek Suite is a special place Private entrance. Nicely decorated the suite has a beautiful relaxing Sunroom with an outstanding view of the creek and all the wildlife. Comfortable seating has a comfortable king bed and TV with cable the kitchenette is custom with a two burner hot plate small refrigerator. There is an ice maker, Keurig coffee maker and both kcups and fresh coffee beans and grinder. The bath has a stall shower. We will have fresh eggs for you from our chickens

Location · Outdoor spaces · Solo travel

Warm, Cozy, Beach Cottage on the Bay

Relax alone or with the whole family at this peaceful beach cottage. Master bedroom has a queen size bed. The kids bedroom has a twin bunk bed. The walk through bedroom has a full size bed with a pull out twin bed as well as 2 queen size sofa beds. NOTE: THIS IS A BAY BEACH AND IS NOT A SWIMMING BEACH. The beach is great for taking long walks and sunning but not suitable for bathing. House has stairs and is elevated, not suitable for folks who have difficulty with stairs.

Value · Outdoor spaces · Laundry

Coastal Cottage! Walk to Beach!

Welcome to the Cottage at Saltwater Pines, a newly-remodeled 3-bedroom family home, walking distance to the beach and just blocks from downtown Bethany and the boardwalk. With a stylish interior, comfy beds, whole-house state-of-the-art audio system, and a covered pool, your getaway promises a memorable stay. Explore the pristine shores, vibrant boardwalk, and outdoor activities nearby. Book now for a coastal retreat filled with relaxation and fun!

Value · Location · Comfort

Beachwalk: ON BEACH. Pet-Friendly. Linens Incl.

For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it in Beachwalk. Peaceful. Private. Conveniently located at the quiet southern end of Broadkill Beach. Our home offers a more private beach experience with no crowds. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see those other listings

Outdoor spaces · Value · Bathroom

Delaware Beach Bliss, steps from the sand & surf!

Our large, comfortable, pet friendly beach house well suited to families and mellow friend groups is 2 lots from a crescent beach that you can walk for miles in either direction, offers some water views from the top of the steps and one bedroom. We have a sandy area under the house with beach chairs, SUP & 4 adult bikes in beach closet that opens with the house key for your stay. Gather together in the great room at days end.

Location · Outdoor spaces · Indoor spaces

Woodsey Beach House - Beach, Lake, Woods!

Beach? Check Cabin? Check Lake? Check Have it all at our home near the beach, in a beautiful wooded setting with a lake view! Quiet neighborhood makes you feel right at home. Newly renovated with new appliances and furnishings. The house has an upside-down layout, so most of the living spaces, including the kitchen, dining, and living rooms are on the second floor. The home is unique, bright and comfortable.

Location · Outdoor spaces · Walkability

Cape Shores Luxury - NEW Pool, Beach, Pier, Park!

Welcome to your vacation home in highly desirable Cape Shores community! This renovated, four-bedroom home is only 2 houses (<1 minute walk) away from the brand new (2024) pool (Memorial to Labor Day)! Also, just a short walk (5 houses) to the beach, tennis & pickleball courts, and state park. Cape Shores is the only waterfront community in Lewes with a pool, private fishing pier, & tennis/pickleball courts.

Value · Outdoor spaces · Hospitality