Holiday rentals with a kayak in Delaware Bay

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Top-rated rentals with kayak in Delaware Bay

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

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Top guest favourite
A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.
Home in Perryville
4.96 out of 5 average rating, 170 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Top guest favourite
An aerial view showcases the expansive riverfront property surrounded by lush green fields and waterways. The deep Cohansey River meanders through the landscape, reflecting the sky. Various shades of green and water create a tranquil and serene environment.
Home in Bridgeton
4.99 out of 5 average rating, 284 reviews

THE SORA with Disco, Hot Tub & Pool

Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.

Top guest favourite
Home in Milton
4.99 out of 5 average rating, 118 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.

Guest favourite
A tranquil beach scene is captured at sunset, with soft sand leading to calm waters. Weathered wooden posts line the shore, casting long shadows. The horizon is graced by gentle waves, while a cozy cabin is visible in the background, surrounded by sparse vegetation.
Cabin in Newport
4.83 out of 5 average rating, 117 reviews

Dyers Cove

This little cabin like home is perfect, if your'e looking to escape from your everyday life. Its like being on a far away island but in southern Jersey. You want to bring all your necessities when coming in because the closest grocery store is about 30 mins away. We offer kayaks to be used and a vast variety of fishing equipment. A fishermans' dream!!! Dont forget your camera for the sunsets, bald eagles, indian artifacts and amazing porch views for the ultimate relaxation

Top guest favourite
Home in Shady Side
5.0 out of 5 average rating, 212 reviews

Iconic Chesapeake. Unparalleled Luxury.

Summer at The Cottage at Silver Water is effortless and indulgent. A sweeping waterfront lawn leads to a private shoreline for swimming, kayaking, and long days in the sun. Evenings bring golden skies, spectacular sunsets, and fires by the water’s edge. Inside, the cottage is beautifully designed with luxurious bedding, curated art, and thoughtful amenities that make every stay relaxed, refined, and unforgettable. See why all our guests only have a 5-Star experience.

Top guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 295 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Top guest favourite
Home in Villas
4.96 out of 5 average rating, 160 reviews

Roof deck, Salt Water Pool, Hot tub & water views!

Our beach home is just two houses or 155 steps from the Delaware Bay with beautiful sunset views from the third floor balcony, off the master suite. We are only two houses from the beach (no beach tags required). We are centrally located to Wildwood & downtown Cape May and also have many local restaurants within a short drive or bike ride! Pool is heated to 82, and will remain open through 10/31/2026. Hot tub on 2nd floor deck is open all year and heated to 104.

Guest favourite
A cozy outdoor seating area is set up on a grassy lawn, facing the water. Adirondack chairs and a low sofa surround a fire pit, creating a welcoming space for relaxation. A private dock extends into the Chester River, offering scenic views of the water.
Home in Chestertown
4.96 out of 5 average rating, 105 reviews

River front cottage with private dock & water fun

Private cottage on the banks of the Chester River. Sleeps 8-14. Private dock with plenty of water activities. This property offers relaxation and serenity as soon as you pull in! Located right on the water with spectacular views of the Chester River, the house is renovated in a cozy, casual farmhouse style. While you will love the house you will spend your days outside enjoying life on the river thanks to your private access to the water and lots of water fun!

Top guest favourite
A spacious living area features a wooden pool table centrally placed, with natural wood walls providing a rustic backdrop. Ceiling fans are mounted above, and large glass doors open to an outdoor deck. A television is positioned in the corner, contributing to the communal ambiance.
Home in Hamilton
4.92 out of 5 average rating, 109 reviews

Luxury Log Cabin on the River!

Escape to our cozy log cabin on the river! Perfect for families or small groups, our rustic retreat offers a spacious living area with a fireplace, fully equipped kitchen, and a deck overlooking the water. With three bedrooms, it sleeps up to eight guests. Enjoy outdoor activities like fishing, kayaking or simply relax in nature's embrace. Conveniently located near town. Book your serene getaway today! Enjoy the newly installed hot tub along with an outdoor TV!

Top guest favourite
Loft in Cape May Court House
4.97 out of 5 average rating, 713 reviews

Private Lakefront Retreat | The Loft at Haven

Haven on Adullam Lake - The Loft - a spacious, private second-story studio with a queen bed, full bath, and kitchenette nestled on a peaceful, family-owned 40-acre lakeside property, minutes from Stone Harbor and Cape May. Enjoy expansive lake and forest views from your private sunset deck, large windows that flood the space with natural light, hiking trails, hammocks, county bike path, and a crystal-clear lake with complimentary water sports equipment.

Top guest favourite
A spacious great room features large windows that offer sweeping views of the water. Comfortable seating arrangements with soft furnishings are complemented by a working fireplace. A staircase is visible in the background, leading to additional living spaces.
Home in Shady Side
4.97 out of 5 average rating, 109 reviews

Waterfront Sanctuary only 50 Min. From DC/Balt.

New full home renovation with gourmet kitchen, wide open floor plan, multiple guests rooms, and a bunk room that accommodates 12. An inviting space that welcomes any couple or a large extended family. This home sits with only three other homes on a private peninsula and has water access on both sides. It is conveniently located less than an hour from DC and Baltimore on the west coast of the Bay (no need to cross the Bay Bridge).

Top guest favourite
The historic home features a charming exterior with a mix of white clapboard and dark shingles. An inviting porch is framed by green shutters and surrounded by well-maintained landscaping. A gravel driveway leads to the front entrance, enhancing the property’s welcoming appeal.
Home in Lusby
4.99 out of 5 average rating, 175 reviews

Historic Rousby Hall, Waterfront, Pool, Beach

Rousby Hall is a stunning waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee is additional).

Popular amenities for kayak rentals in Delaware Bay