Holiday rentals with a kayak in Sussex County

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Top-rated Accommodation with a Kayak in Sussex County

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

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Guest favourite
A prominent sign labeled 'Beach Pebble Square' stands in the foreground, leading to a cluster of multi-story townhomes. The building features multiple balconies and a light-colored exterior, set against a clear blue sky, highlighting the peaceful atmosphere of the area.
Townhouse in Bethany Beach
4.87 out of 5 average rating, 115 reviews

Beach Pebble Square, 1 BLOCK TO BEACH!

Spacious, cozy, townhome one short block from beach! Fully renovated throughout! Open kitchen, dining room, and cathedral ceiling living room. The main level has a cute/private efficiency called "The Captains Quarters". Upstairs, the king bedroom suite has a private deck, private bathroom, and double closets with a Smart TV. The second bedroom has a queen bed, bunk beds w/a trundle and a shared bathroom. The loft is cozy and cool, with two trundle daybeds and a full bed. Loft is best for kids*

Top Guest favourite
A spacious living area features a large navy sectional sofa adorned with decorative pillows. A coffee table with circular placemats sits in the center, while a flat-screen TV is mounted on a white media console. Natural light filters through multiple windows.
Home in Millville
4.9 out of 5 average rating, 10 reviews

Sandcastle Haven

Welcome to our 4-bedroom house in Millville!Comfortably hosting 10. Pack light! We provide towels (bathing & beach),linens,and essential toiletries & laundry pods.Seasonal beach shuttle is available too (10am-10pm for 2025)!Gather in our spacious open living area,enjoy outdoor fun in our large backyard and indoor entertainment in our game room,plus books,board games,and DVDs. Our guests enjoy Millville by the Sea's amenities: 3 pools,pickleball,trails,fishing pond,clubhouse grill,and crab shack.

Top Guest favourite
A large, inviting pool area features clear blue water surrounded by lounge chairs and umbrellas. The pool is equipped for swimming laps, with marked lanes. A spacious building with numerous windows provides a welcoming atmosphere adjacent to the pool.
Home in Selbyville
5 out of 5 average rating, 15 reviews

Family + Pet-Friendly Home Near Fenwick Island

Welcome to your ultimate family beach escape! Nestled near Fenwick Island this 3 BDR 2 BTH home offers everything you need for a memorable vacation. Unwind with cocktails at the tiki bar, toast marshmallows around the fire pit, or make a splash in the refreshing pool. Stay in shape at the on-site gym, ensuring your fitness routine doesn't miss a beat. With its prime location just moments from the beach and an array of amenities this bayside retreat promises an unforgettable vacation experience.

Guest favourite
A welcoming entrance is framed by a brick pathway lined with soft green grass and small white lights. Lush trees and vibrant shrubs provide a pleasant contrast to the exterior. Large windows invite natural light into the home, enhancing the overall charm.
Home in Millsboro
5 out of 5 average rating, 22 reviews

Bayfront Oasis Vacation Rental

Waterfront panoramic views with a crabbing dock and boat slip. 4 bedrooms (full/twin bunkbeds, 2 twin beds + full bath, queen bed + full bath, king bed + full bath, and sleeper sofa in living room); up to 14 guests. Additional features include ½ bath, sunroom, living room, kitchen, laundry room (washer/dryer), and gaming room. Outdoor space with dining table, outdoor kitchen, firepit, gazebo, cornhole. Resort amenities; swimming pool, bikes, playground, pickleball, dog park, marina, store.

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 home in Rehoboth Beach
4.93 out of 5 average rating, 259 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

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, 121 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 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, 104 reviews

STEPS-2-BEACH. PET-FRlENDLY. LlNENS lNCLUDED

Peaceful, secluded, tranquil, yet close to attractions. Our home has beach path access directly across the street. Enjoy views from both the front and back, including the Prime Hook Wildlife Refuge from our back deck. Conveniently located at the quiet southern end of Broadkill Beach. While the north side is denser with homes and more crowded, the southern end provides a more private beach experience with fewer visitors. The ideal beach retreat where it's just you, the sand, and the sea.

Guest favourite
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.

Top Guest favourite
Home in Milton
5 out of 5 average rating, 9 reviews

Son Haven Cottage

Come unwind, relax, and renew with the family at this peaceful cottage between the historic towns of Milton and Lewes, DE. Play corn hole, have a campfire, or go for a bike ride to the local brewery, Dogfish Head. Enjoy quiet nature while kayaking, hike Cape Henlopen State Park, and visit the beaches and boardwalks. Shop the outlets, dine the coastal restaurants, explore local parks, history, treasures! Whatever your adventure be, you’ll create memories for the whole family.

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, 95 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!

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, 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 favourite
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.

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