Holiday rentals with a kayak in Delaware Bay

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Top-rated rentals with kayak in Delaware Bay

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Guest favourite

Home in Belmar

4.88 out of 5 average rating, 301 reviews

The Captain's Cottage - Private Cottage Near Belmar Marina

The Captain's Cottage is in an awesome location in the back of a property that is across from the waterfront park along Shark River. Paddle-board/kayak rentals, fishing piers, charter boats, mini-golf, and Belmar's newest waterside restaurants are right across the street. Waterfront views from the yard and one of the best sunsets at the shore! Includes 2 person kayak, 2 bikes & 2 beach badges! Perfect shore weekend getaway for couples or small group of friends. 1 mile to ocean. Short Uber, bike, or train ride to Asbury Park. Also, please note that there are two houses on this property, both are rental listings. Privacy is no concern... the two houses, their addresses, yards, and parking are all separated. However, the driveway entrance is shared. This listing is for the back house on the property. The Captain's Cottage is in a very unique location for Belmar. In the past few years, the Belmar Marina area has gained popularity as park spaces, waterfront walkways, fishing piers, and new bars and restaurants have opened up along the Shark River. 9th Ave Pier and Marina Grille have been a big hit, where you can enjoy a waterfront meal and drink while watching the beautiful sunset. Fishing charter boats, mini golf, parasailing, kayak/stand-up paddleboard rentals are also available in this area. The home is still close to Main Street and roughly one mile to the ocean. As an alternative to the ocean, there is also a free beach along Shark River directly across the street from the home. It is also a short Uber, bike, or train ride to Asbury Park. Parking: Two cars can fit in the space assigned, and additional parking is available for no cost at the adjacent side streets (K or L Street). The Belmar Train Station and Belmar Main Street is a short walk. It is one mile from the ocean and there is also a free public beach right across the street along the Shark River. A very short Uber, bike, or train ride to Asbury Park. Please be mindful of the shared driveway entrance and parking assignments.

Guest favourite

Home in Deale

4.97 out of 5 average rating, 29 reviews

Beautiful Waterfront Escape w/ Gorgeous Views

Escape to this stunning waterfront home on lovely Carr's Creek in Deale, MD. It offers four bedrooms and full bathrooms, two spacious living areas, two sunrooms, and a large fully stocked kitchen. You can birdwatch from the balcony, snuggle by the fireplace, soak in the hot tub, kayak, canoe, or play games and grill outdoors. Nearby, you can take a charter on the Chesapeake, kayak or hike at the Smithsonian Environmental Research Center, and enjoy local seafood restaurants and antique shopping.

Guest favourite

Cottage in Edgewater

4.99 out of 5 average rating, 154 reviews

Waterfront Chesapeake Bay Sunrises w/Private PIER!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

Guest favourite

Cottage in Kinsale

4.93 out of 5 average rating, 241 reviews

Great little cottage with a "Rivah" view

Welcome to our little slice of paradise on the Yecomoco river. This off the beaten path location has easy access into the Potomac for Rockfish or a little further into the Bay itself. Our dock can be used to swim, fish, crab or just relax and enjoy. A nice little marina is conveniently located nearby to put your boat into the river. Come and enjoy "Rivah" life at its finest. Unwind relax and enjoy. But if you do need to do a little work while you are here, we do have hi speed internet.

Top guest favourite

Home in Cambridge

4.99 out of 5 average rating, 171 reviews

Sunset Breezes - quiet waterfront retreat

Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. Gather with family and friends around the fire pit. Take in the beautiful water sights while paddling in a kayak, canoe, or paddleboard. Laugh with family and friends while playing corn hole, croquet, or bocce ball waterside. Photograph abundant wildlife - bald eagles, blue herons, osprey, deer, turkey and numerous waterfowl. Dine on the deck while enjoying beautiful sunsets.

Top guest favourite

Guest suite in Lusby

4.98 out of 5 average rating, 342 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

Guest favourite

Home in Riviera Beach

4.95 out of 5 average rating, 137 reviews

Waterfront Cheerful 5 home

Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, family reunion and business travelers’. Create memories and beautiful experiences while enjoying the beautiful 5 Bedrooms, 3 Bathroom .one bed on the first floor and four beds on the second floor. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles Naval academy and 40 miles to the DC .

Guest favourite

Home in Mechanicsburg

4.92 out of 5 average rating, 12 reviews

Modern Creek View Cabin Loft Free Kayaks Fire Pit

Gather & relax at this modern Cabin by the Conodoguinet Creek. Loft bedroom w/ king size bed, queen size bedroom, and bunk house bedroom. 3 total bedrooms. Full Kitchen w/dishwasher, Keurig, Reverse osmosis water system. Peaceful getaway surrounded by nature yet close to food & shopping. Deck balcony Creek front picnic table, grill and firepit across the quiet road out front of cabin. Perfect for families, little gatherings, couples, or a solo retreat spot. 4 Kayaks free for guests!

Superhost

Houseboat in Snow Hill

4.77 out of 5 average rating, 128 reviews

"Serendipity"- Houseboat Getaway

Serendipity is docked at an active marina with watermen and pleasure cruisers, nestled off the Chincoteague Bay. Sleeps up to 4 adults craving coastal tranquility. From the boat, the Chincoteague Bay is in view and ready to be explored. Enjoy a full spectrum of awe-inspiring coastal wetlands, historic downtown areas, and beaches all within a few minutes' drive. Truly, the perfect setting for a much deserved recharge. 35 Minutes from Ocean City, Assateague Is, and Chincoteague Is.

Top guest favourite

Townhouse in Brigantine

4.97 out of 5 average rating, 89 reviews

Bay Front, Private Dock & Sunset Views!

BAYFRONT sunset views w/ DOCK & BOAT SLIP, 3 BR townhouse, 6 min walk to beach. 2 decks, 2 KAYAKS, paddle board, 2 driveways, WiFi, 50 inch TVs w/Samsung +, Netflix, Max, Hulu, Prime, Disney. 2 King beds, 1 full bed. 2 Pack n Plays. Keyless entry. Outside shower, grill, big back yard. All new Raymour & Flanigan beds, mattresses, & furniture. Beach cart, 4 tags, chairs, umbrellas, toys. Linens/bedding/ bath & beach towels, keurig. Sleeps 6 + 4 kids- 2 PNPs, 1 air matt & cot

Guest favourite

Home in Cambridge

4.98 out of 5 average rating, 127 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

Superhost

Home in Cambridge

4.9 out of 5 average rating, 107 reviews

Waterfront Oasis! Hot tub! 2+ acres - Sleeps 8

HOT TUB!! WATERFRONT!! Relax with the entire family at this peaceful 3 bedroom fully remodeled private waterfront cottage on a quiet cove off the Choptank River/Chesapeake Bay. Enjoy the incredible views from your bed, from the large screened-in porch, from the oversized deck, from the hammock or double swinging chair out by the water! Launch a kayak right from the property and watch the gorgeous sunrises from the comfort of your bed!