Holiday rentals with a kayak in Sussex County

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.

Sea Glass Shanty

Step into the Sea Glass Shanty, a hidden gem nestled on the Delaware Bay. Come visit for serenity, sea breeze, and a slower pace of life 🌊🦀🐚 Walk out of the rustic, beach front cottage to enjoy your coffee while watching the sunrise, or marvel at the osprey and herons catching their breakfast. Enjoy a fire on the patio, or a family meal in the screened, detached patio. This location is perfect for a restful retreat for couples, friends or families looking to step back to a quieter time.

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

Ocean View Paradise w/Hot Tub & Free Massages!

Our special place is close to everything for your DE beach visit! Make memories at our unique, updated Sharp Ocean View Paradise. Free access to a zero gravity, full body massage chair as you relax. Short discount to Bethany Beach and pools, gym, sports court and beach club community access. Enjoy a private hot tub, full range of games & arcade systems for your family sleeping up to 14. Enjoy grilling, large outdoor dining & access to full range of kayaks for canal access near our backyard!

Salty's Castle

Bring the whole family to this sprawling A-frame beach house for the ultimate in fun & comfort. Four bedrooms (three traditional + a loft) and two bathrooms boast room galore for the whole family! The bonus loft & sunroom “nest” guarantee every member of the family will have their own space to relax & unwind. Enjoy breakfast or dinner on the two-story deck & patio or quietly sip your espresso in your private space. Nothing not to love in this magical, beach house with every amenity provided!

'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!

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.

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!

Relax, Party, Beach, Repeat!

The whole group will enjoy easy access to everything from this centrally located home. This private property is close to Rehoboth, Dewey and Lewes beaches. It is adjacent to Hopkins Farm Creamery and Hopkins Heartland. Sports at the Beach is a short drive. This private 6-bedroom home has a full game room and bar in the finished basement. The full outdoor deck with a wrap-around porch is perfect for entertaining. Beach chairs and an umbrella are provided.

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.

Steps to Beach. Peaceful. Pet-Friendly. + Linens

For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it! Our beach home is ideally situated on Broadkill Beach's SOUTH side (the North side has a higher density of houses [i.e. more people on the beach]; the SOUTH side offers a more exclusive beach experience with no crowds). It's just you, the sand, and the sea - the quintessential beach escape.

Read Ave Dewey Condo - Bay Front, Private Beach

Experience the Ultimate Family Getaway in Dewey Beach Perfectly situated in the heart of Dewey Beach: just 2 blocks from the beach with convenient walking access to bars and restaurants. Enjoy private beach access, a boat slip, and opportunities for fishing and crabbing. Ideal for families or professionals, this condo comfortably sleeps 6, with linens, towels, shampoo, and beach chairs included.