Holiday rentals with a kayak in Sussex County

Coastal Retreat | Lakefront | Pool | Hidden Gem

Unwind at your scenic get-away on the water, with a pool, 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. (NEW for 2026: Outdoor Shower)

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*

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.

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

'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!

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)

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.

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.

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.

Blue Haven near Bethany Beach (New Beach House!)

Blue Haven BRAND NEW beach home (Spring 2021) near Bethany Beach/close to bay and beach, cottage style home on stilts with an open floor plan, great room, 1st FL master, screened porch, cedar outdoor shower! Walking distance to James Farm Ecological Preserve. Decorated coastal style making use of the home's natural light, a clean aesthetic evoking the breeziness of the beach. It feels like summer year-round

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.

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.