Holiday rentals with a kayak in Sussex County

Tiny home in Rehoboth Beach

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.

4.94 out of 5 average rating, 291 reviews

A charming two-story home is featured, showcasing a white exterior with dark shutters. A welcoming front porch is adorned with rocking chairs, inviting relaxation. The landscaped yard enhances the property's curb appeal, while the clear blue sky adds to the overall inviting atmosphere.

4.98 out of 5 average rating, 125 reviews

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.

5.0 out of 5 average rating, 31 reviews

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

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.

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.

5.0 out of 5 average rating, 35 reviews

Coastal Retreat | Lakefront | Pool | Hidden Gem

Unwind at your getaway on the water with a crystal-blue Swimming Pool, cozy FIREPLACE, dock & relaxing backyard spaces You’re minutes from Historic Lewes, Cape Henlopen State Park & The Bike Trail. Perfect for a fall weekend or your Thanksgiving gathering Step into the vaulted living & dining room with a large farmhouse table, fully equipped kitchen & stunning views. Enjoy fall days exploring, then come home to water views, the covered porch & a fire. All you need for a perfect stay is here

Superhost

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

'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!

4.83 out of 5 average rating, 132 reviews

4.99 out of 5 average rating, 121 reviews

Home in Milton

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.

Superhost

The exterior of the beach house is seen from an angle that highlights large windows and a welcoming entryway. A staircase leads to the elevated porch, which features a railing, while a colorful flag adds a touch of character.

Home in Milton

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.

4.81 out of 5 average rating, 116 reviews

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.

4.95 out of 5 average rating, 150 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.

A modern coastal-style home is pictured, featuring a spacious two-story structure with a covered front porch. Lush green landscaping surrounds the property, and a light-colored facade complements the clear blue sky. Driveway access is visible beneath the elevated home.

5.0 out of 5 average rating, 63 reviews

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.

4.84 out of 5 average rating, 102 reviews

A well-lit bedroom features a spacious bed with crisp white linens and decorative pillows. A large window adorned with sheer curtains allows natural light to brighten the room. A wooden dresser and wall art enhance the inviting atmosphere.

Condo in Rehoboth Beach

Cape Suites Room 4 - Free Parking!

Your Place to Stay in Rehoboth Beach, DE! This Second Floor West End Suite has been completely renovated in 2023! It features a brand new bathroom with tub/shower enclosure, new tile and vanity. This suite will have a new layout in the second bedroom featuring a built-in with a small refrigerator, microwave, and wardrobe. Also included is a cafe table with two chairs and all new A/V equipment.

4.89 out of 5 average rating, 112 reviews

A spacious deck is shown with two striped lounge chairs placed facing the ocean view. The railing surrounds the deck, providing a clear sight of the sandy beach and waves in the distance under a bright sky.

Apartment in Milton

Beachfront 1BR (1st floor) *FREE Kayaks, Bikes*

No property is closer to the beach! Huge deck with ocean views, Quiet and peaceful getaway. This is a first floor unit of a beachfront house located right next to Prime Hook National Wildlife Refuge. 20 min drive from Lewes, Rehoboth beach & Dewey beaches. Broadkill Beach convenience store nearby, shopping center ~ 10 min away. Kayaks are available free of charge with advance notice.