Vacation rentals with a kayak in Delaware

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Top-rated accommodations with a kayak in Delaware

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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Top guest favourite
The exterior of the Holiday House is shown, featuring a two-story structure with light blue siding and large windows. The home is elevated on stilts, offering space for parking underneath. Tall grasses surround the property, enhancing the natural setting.
Home in Frederica
5 out of 5 average rating, 36 reviews

Near DE Turf! Book now for 2025 pricing!

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

Top guest favourite
A rustic beach cottage stands alongside a screened detached patio. Green grass and sandy paths lead to the structures, framed by trees that offer shade. The patio features a well-defined space with a railing, creating a cozy outdoor area for relaxation.
Home in Milford
5 out of 5 average rating, 15 reviews

Sea Glass Shanty

Step into the Sea Glass Shanty, a hidden gem nestled on the Delaware Bay. Come visit for serenity, sea breeze, and a slower pace of life 🌊🦀🐚 Walk out of the rustic, beach front cottage to enjoy your coffee while watching the sunrise, or marvel at the osprey and herons catching their breakfast. Enjoy a fire on the patio, or a family meal in the screened, detached patio. This location is perfect for a restful retreat for couples, friends or families looking to step back to a quieter time.

Top guest favourite
A cozy bedroom features a double-sized bed dressed in a blue-striped blanket. A wall-mounted mirror reflects the space, and a small dresser is positioned nearby. A ladder leads to a colorful loft above, enhancing the room's vertically spacious design.
Tiny homes in Rehoboth Beach
4.93 out of 5 average rating, 255 reviews

Adorable cottage, door-2-door parking! Bikes/Kayak

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, beach toys, float toys, balls, tennis rackets, etc. for fun

Top guest favourite
The image captures a sandy beach scene with gentle dunes and a wooden fence leading to the ocean. The sun casts a warm glow over the water, illuminating the horizon where the sea meets the sky. Grasses sway softly in the foreground.
Home in Milford
4.97 out of 5 average rating, 111 reviews

Pet Friendly Home In A Private Beach Community!

Forget your worries in this spacious and serene space. Single-floor home with a very short walk to quiet Bay Beach. Spectacular 4 season Sunroom facing west over Primehook's 10,000-acre National Wildlife Refuge. Stunning sunsets and birding while dining or just relaxing after a day at the beach make this room a favorite. The home offers views of Delaware Bay. There is an outdoor shower for rinsing away the day's salt and sand. The fully fenced backyard includes a grill and space for your dog!

Top guest favourite
A spacious dining area features a long wooden table surrounded by green and gray chairs. Large glass sliding doors offer expansive views of the surrounding wetlands, inviting natural light into the room. A modern chandelier hangs above the table, enhancing the dining experience.
Home in Lewes
4.95 out of 5 average rating, 58 reviews

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!

Top guest favourite
A two-story blue home is set among lush trees, featuring a well-kept lawn and flower beds. The entrance is marked by a small porch and colorful chairs, while a circular driveway accommodates multiple vehicles. Nearby, a grassy area is bordered by landscaping.
Home in Lewes
4.98 out of 5 average rating, 56 reviews

Salty Beach Love Family Home

DISCOUNT: multi-day, weekly, monthly stays before 5/15/26. This comfortable family vacation let is perfect for walking and biking safely on the quiet streets and wooded and waterfront nature trails. Bring your kayaks or launch your boat from our ramp for an excursion down Herring Creek to the Rehoboth Bay. A seasonal community center with a salt-water pool (ten passes included) is a short walk away on a wooded path. A short drive delivers you to the beaches, restaurants, and shopping.

Guest favourite
A welcoming entrance to Angola by the Bay is captured at sunset, featuring a large, well-lit sign with the community's name. Soft hues of orange and purple fill the sky, and the surroundings include neatly landscaped greenery and a paved road leading into the community.
Cottage in Lewes
4.85 out of 5 average rating, 120 reviews

'Cottage by the bay', sleeps 8 near Rehoboth beach

This bayside getaway is a beautiful 'A' frame style cottage and is located along the Rehoboth bay with direct access to the water. The cottage is within the gated community of Angola by the Bay. About a block away from the front door is one of the three private crabbing/fishing docks, kayak launch and marina! Enjoy walking or biking along the water and trails throughout the community. The large pool is always a favorite too! Baywood greens golf is nearby also! Enjoy the beautiful sunsets!

Top guest favourite
A serene beach scene is depicted, with soft, golden sand stretching towards a calm shoreline. Gentle waves lap at the water's edge, reflecting a clear blue sky. Small shells and pebbles are scattered along the sand, enhancing the natural beauty of the environment.
Guesthouse in Milford
4.98 out of 5 average rating, 93 reviews

Beachfront Bliss-Quiet Bay Condo

This cozy beachfront cottage offers a perfect blend of comfort and entertainment with stunning views of the Delaware Bay. Enjoy a tranquil beach, breathtaking sunrises/sunsets, and various indoor/outdoor activities. Features a Roku Theater Sound TV, High-Speed Wi-Fi, game room with air hockey, foosball, and Ping-Pong, plus kayak, fishing poles, and beach toys. Easy access walkway to a quiet beach. Great way to enjoy the bay and National Wildlife Refuge!

Guest favourite
A charming two-story home is displayed, featuring a light brown exterior and a welcoming front porch. The porch is lined with white railings and steps leading to a grassy area. The front door is framed by large windows, blending comfortably with the surrounding landscape.
Home in Lewes
4.96 out of 5 average rating, 119 reviews

Relax, Party, Beach, Repeat!

The whole group will enjoy easy access to everything from this centrally located home. This private property is close to Rehoboth, Dewey and Lewes beaches. It is adjacent to Hopkins Farm Creamery and Hopkins Heartland. Sports at the Beach is a short drive. This private 6-bedroom home has a full game room and bar in the finished basement. The full outdoor deck with a wrap-around porch is perfect for entertaining. Beach chairs and an umbrella are provided.

Top guest favourite
An elevated beach house stands gracefully by the canal, with a spacious upper deck visible under a colorful twilight sky. Lush trees frame the property, while a wooden dock provides direct access to the water, creating a serene and inviting coastal atmosphere.
Home in Ocean View
4.96 out of 5 average rating, 27 reviews

Cozy Stylish Waterfront 3BR Kayaks Fireplace Porch

Welcome to your private canal-front beach house in Ocean View, Delaware—just minutes from Bethany Beach, Assawoman Bay, and Ocean City. This elevated waterfront retreat is perfect for families, couples, or friends looking to relax and recharge. Enjoy kayaks, paddleboards, a screened-in porch, cozy fireplace, super comfy mattresses, and all the essentials for a peaceful, fun, and memorable coastal getaway—year-round.

Top guest favourite
The kitchen features modern appliances and a spacious island with seating for three. Natural light enters through a skylight and glass door, illuminating the light-colored cabinetry and countertops. A hallway leading to other areas of the house is visible in the background.
Home in Lewes
4.96 out of 5 average rating, 138 reviews

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.

Top guest favourite
A wooden deck features two light green Adirondack chairs and a small round table, offering a view of the ocean through trees. The horizon showcases a bright blue sky with scattered clouds, enhancing the serene atmosphere.
Home in Milton
4.99 out of 5 average rating, 100 reviews

Steps to Beach. Peaceful. Pet-Friendly. + Linens

For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it! Our beach home is ideally situated on Broadkill Beach's SOUTH side (the North side has a higher density of houses [i.e. more people on the beach]; the SOUTH side offers a more exclusive beach experience with no crowds). It's just you, the sand, and the sea - the quintessential beach escape.

Popular amenities for Delaware kayak rentals