Vacation rentals with a kayak in Delaware

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Top-rated kayak rentals in Delaware

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Guest favorite
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
4.98 out of 5 average rating, 43 reviews

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

Guest favorite
Tiny home in Rehoboth Beach
4.93 out of 5 average rating, 263 reviews

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.

Top guest favorite
A waterfront home is framed by lush greenery and mature trees. The house features large windows and a covered patio, emphasizing the connection to the scenic outdoor environment. A well-maintained dock is visible in the foreground, providing access to the water.
Home in Lewes
5 out of 5 average rating, 26 reviews

Coastal Retreat | Lakefront | Pool | Hidden Gem

Unwind at your scenic get-away on the water, POOL OPEN May 1st (Solar Cover), with a dock, and relaxing backyard spaces. You’re just minutes from Historic Lewes, Cape Henlopen State Park, and the Bike Trail. Step into your vaulted living & dining room, where a large farmhouse table, a fully equipped kitchen, and stunning views await you! Breathe in the air on the covered porch, enjoy games in the backyard, or cozy up indoors with a good book. Everything you need for a perfect stay is here.

Guest favorite
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, 122 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 favorite
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
4.97 out of 5 average rating, 35 reviews

Waterfront Retreat | Kayaks, Deck, Mins to Beach

Relax in this bright waterfront Bethany Beach retreat—perfect for sunny beach days and warm coastal nights. Enjoy a fully stocked kitchen, open living space, screened porch with canal views, and easy access to Bethany Beach, dining, and nearby coastal towns. ⭐ “Comfortable, cozy, spotless, and beautifully equipped—such a relaxing escape!” - Gianna 🌄 HIGHLIGHTS ✓ Waterfront canal views ✓ Minutes to Bethany Beach ✓ Screened porch + outdoor shower (perfect after beach days)

Superhost
A spacious deck is showcased, featuring clear glass railing that enhances the view of the tranquil sea and grassy shoreline. Lush greenery is visible in the foreground, with seating arrangements positioned for outdoor relaxation.
Home in Milford
4.83 out of 5 average rating, 58 reviews

Waterfront Retreat

This renovated beach front home (with an EV Charger) sits on 3/4 of an acre and is as much about the indoors as it is about the outdoors. It boasts heated marble floors, towel warmers and LED mirrors with built-in defoggers in the bathrooms. The kitchen has granite countertops and stainless steel appliances. There are 5 distinct outdoor spaces to suit the mood or the occasion. For the water sports enthusiast, there's plenty of room to launch your kayak, a day sailer or even a catamaran.

Guest favorite
A cozy living space is furnished with a soft loveseat and a light wood coffee table. Natural light filters through sheer and solid curtains covering the windows and sliding doors, enhancing the atmosphere. A small dining table with floral décor completes the inviting setting.
Apartment in Rehoboth Beach
4.93 out of 5 average rating, 375 reviews

Sunny Studio in Rehoboth Beach

Hi! Our studio apartment is perfect for those looking for a quiet and cozy get-away. It is centrally located between Rehoboth and Lewes and very close to rt 1 and rt 24. The studio has a private entrance on the left side of our house. It consists of one large room with ample living and sleeping spaces, including a queen size bed, a comfy loveseat, and a walk-in closet. A double sink bathroom has plenty of shelving for towels and toiletries. There is off-street parking for 1 car.

Superhost
A cozy living area features a large gray sofa and a black reclining chair. A wooden coffee table is centered on the light-colored flooring. A mounted television and decorative wall unit can be seen, along with doorways leading to other areas of the cottage.
Cottage in Dover
4.85 out of 5 average rating, 75 reviews

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.

Top guest favorite
Home in Milton
4.99 out of 5 average rating, 106 reviews

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

Peaceful, secluded, tranquil, yet close to attractions. Our home is located at the more private (i.e. no crowds) southern end of Broadkill. The boardwalk in front of our home leads to the beach path access across the street. You will enjoy views from both the front and back decks: including the beach & Prime Hook Wildlife Refuge. 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 them.

Top guest favorite
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, 139 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.

Guest favorite
The townhouse complex features multiple levels with private decks overlooking the water. A wooden dock extends from the property, with two floating docks situated nearby. Lush greenery surrounds the area, adding to the natural setting along the waterfront.
Townhouse in Ocean View
4.98 out of 5 average rating, 110 reviews

Waterfront Bethany Marina Escape

Exquisite Waterfront Property offering 3 impressive levels of living in this 2 bed, 3.5 bath townhouse. Located in the private community of Bethany Marina overlooking the Indian River Bay. This home has 3 large decks where you can enjoy panoramic views of the bay and amazing sunsets. We are approximately a 10 min drive from downtown Bethany Beach or the Delaware National Seashore.

Guest favorite
The image shows a scenic waterfront view featuring a calm body of water reflecting nearby buildings and boats. Docks are visible, with a rustic structure and moored boats adding to the nautical atmosphere. Clear blue skies contribute to the serene setting.
Condo in Dewey Beach
4.86 out of 5 average rating, 214 reviews

Read Ave Dewey Condo - Bay Front, Private Beach

Escape to our waterfront Dewey Beach condo with stunning bay & marina views! This family-friendly retreat comfortably sleeps 6 and features a private dock, boat slip, and kayak. Enjoy spectacular sunsets from the porch, a fully equipped kitchen, and easy access to the beach just 2 blocks away. Perfect for a memorable family getaway with modern comforts and direct water access.

Popular amenities for Delaware kayak rentals