Vacation rentals with a kayak in Ocean City

Find and book unique kayak rentals on Airbnb

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Popular amenities for Ocean City kayak rentals

House rentals with a kayak

Guest favorite
Home in Ocean City
5 out of 5 average rating, 16 reviews

Marina Retreat | Relaxing Balconies & Pool

LaurieRating, 5 stars4 months ago
Edward and owner were very responsible and even went out of their way to help us when we have to make some change to our plans. Very nice place. Would definitely recommend.
Superhost
Home in Bethany Beach
4.93 out of 5 average rating, 45 reviews

Georgo Family Beach House

DonaldRating, 5 stars7 months ago
We had a great vacation. The house was well-appointed and very comfortable. We walked to the beach everyday, which we basically had to ourselves. Our dog Willie Boy gives it 4 paws up and one waggly tail (highest rating possible). James is a great host - responsive and informative. Stay well, Don 🎺, Liz 🙏 and Willie Boy 🐾
Top guest favorite
An aerial view of the waterfront community showcases the marina surrounded by various homes and natural landscapes. The image captures boats docked in the marina, with a clear view of the bay and the ocean beyond, accentuated by a serene sky.
Home in Bethany Beach
5 out of 5 average rating, 10 reviews

Waterfront Sunset View Family Beach House

RandiRating, 5 stars4 days ago
I have stayed at a lot of air bnb’s and this stay was my favorite yet. Ashlee was wonderful, very thoughtful and responsive. The house was exactly what it looked like in pictures. It was spotless and so clean! The views were stunning, from every window you see water. We enjoyed this stay so much we are planning on returning in the future.
Top guest favorite
Home in Bethany Beach
5 out of 5 average rating, 36 reviews

5 Bedroom Canal Front home- 3 min walk to beach

MoniqueRating, 5 stars2 months ago
We fell in love the moment we walked through the door. Despite the weather was cold and extremely windy, we enjoyed our stay. the house was in the most beautiful location and there was so much to do. We enjoyed cooking, playing cards and napping in Shelly's home. Speaking of which, she is a top-teir hostess that cares. She was consistently responsive and you can tell she takes pride in her home. Thank you so much! We can't wait to come back!
Top guest favorite
A tranquil shared boat dock is visible, featuring colorful kayaks in red, yellow, and green along with a boat moored nearby. Lush greenery lines the waterway, providing a serene backdrop, while a seating area is positioned on the dock for relaxation.
Home in Ocean View
5 out of 5 average rating, 22 reviews

Coley's Coastal Cottage

SvetlanaRating, 5 stars7 months ago
It was an amazing stay—one of our best vacations. The place is nice and clean. It was perfectly equipped with everything we needed and in an ideal, quiet location. It was calm and peaceful, perfect for relaxation. The hosts were incredibly friendly and responsive, providing clear instructions for check-in and check-out and great recommendations for nearby restaurants and beaches. We would love to rent this place again for our future vacations. We highly recommend it.
Guest favorite
A blue kayak rests on the grass beside a wooden dock, with two white Adirondack chairs positioned nearby. The calm water reflects a soft sunset, creating a serene atmosphere along the shore. Nearby boats are tied to docks, completing the peaceful scene.
Home in Ocean Pines
4.92 out of 5 average rating, 25 reviews

Cottage on the water

LoriRating, 5 stars7 months ago
Great spot with easy access to many nearby restaurants. Peaceful location with a great water/canal view.
Top guest favorite
Home in Ocean City
4.95 out of 5 average rating, 84 reviews

Spacious 4 bedroom waterfront home & boat access!

JamesRating, 5 stars7 months ago
We only stayed a weekend but a great off the beach option for a group of 5-10 guests. Clean home, relaxing location, would book again.
Superhost
Home in Bethany Beach
4.95 out of 5 average rating, 56 reviews

Large waterfront home on South Bethany Canal

GiavannaRating, 5 stars9 months ago
We had a great stay at Wenxin’s house! The location was perfect with just a short walk to the beach and we loved the canal and backyard area. We have young kids and found it to be a perfect spot. There was even a crib, pack and play, and toddler bed which was awesome. Wenxin was very responsive and helpful when we arrived a little early. Would definitely stay here again!

Cottage rentals with a kayak

Guest favorite
Adirondack chairs are arranged in a semicircle facing a stunning sunset over Chincoteague Bay. The sky reflects hues of orange and pink, while the calm waters mirror the colors above. A firepit is positioned nearby, surrounded by tall grasses.
Cottage in Chincoteague
4.96 out of 5 average rating, 149 reviews

Waterfront-CI Bay sunsets-Amazing views

MaureenRating, 5 stars5 months ago
We were looking for a peaceful off season rental and got exactly that. The weather was nice enough to walk into town and go kayaking. We love to cook and the kitchen was very well equipped. It is decorated like a magazine. Everything is beautiful and comfortable. The host was communicative and helpful. We loved that things were labeled! We’d definitely return.
Guest favorite
A vibrant yellow kayak is positioned on a wheeled cart in a grassy area. Behind it, a shed with a star emblem displays a weathered blue and gray exterior. The scene is framed by lush greenery, offering a serene outdoor setting.
Cottage in Lewes
4.85 out of 5 average rating, 112 reviews

'Cottage by the bay', sleeps 8 near Rehoboth beach

SophieRating, 5 stars7 months ago
Wonderful little A frame beach cabin feel. Timothy is very helpful and responsive. We did the dogfish dash and was the perfect little place to stay the night before our run. There is only 1 bathroom which wasn’t ideal in the morning for 4 people, but everything else is amazing!! Highly recommend :)
Superhost
Cottage in Milton
4.9 out of 5 average rating, 51 reviews

Sandcastle directly ON the beach

JessicaRating, 5 stars4 months ago
We had a fantastic stay - other reviews are spot on! The location was easy to find, parking was no problem with two cars, and the views from the back patio and waterfront-facing bedrooms couldn’t be better. We had plenty of space for our group and no issues controlling the indoor temps in winter. Look forward to returning again!
A light green cottage features a screened porch with red seating and a charcoal grill. White lounge chairs are positioned on the deck, which is surrounded by colorful flowerbeds and lush greenery, creating an inviting outdoor space for relaxation.
Cottage in Millsboro
4.48 out of 5 average rating, 23 reviews

Deck & Indian River Bay Views: Coastal Cottage

JessicaRating, 5 stars10 months ago
Our stay was perfect! We had a wedding to go to while down there and everything was no more than 30 minutes from us. Cindy and Dave were fantastic and friendly. They made us feel right at home. The house was in the perfect location and made us feel right at home. Would recommend this place to everyone.
The exterior of a charming house is surrounded by lush greenery. A covered front porch features white railings and a welcoming entry. An American flag hangs beside the door, with multiple windows adorned by green shutters, enhancing the inviting feel of the home.
Cottage in Ocean Pines
4.8 out of 5 average rating, 30 reviews

Ocean Pines Beach House in the Woods

EvaRating, 5 stars8 months ago
I loved the place, very homey, quiet. If you like the pool, the Yacht club is your place as it has the pool and the bar/restaurant area. If you like the beach, you will need to travel 15 to 30 minutes depending on traffic to the Beach Club in OC. That we really enjoyed; my grandchildren wanted to go there every day. I enjoyed the convenience of parking with no hassle, access to the beach, the pool and restaurant. My grandchildren enjoyed playing corn hole. My elderly mother came later in the week, and they have a beach wheelchair available free of charge. That was a big plus for us. The staff was really friendly. I will definitely come back again. Last but not least the owner Deborah was pleasant, approachable and quick to respond to what we needed. Thank you Deborah I greatly appreciated. Eva Smith and family.
Top guest favorite
A spacious kitchen with a large central island is featured, complemented by white cabinetry and stainless steel appliances. Natural light fills the room through the window, illuminating the dining area with a wooden table and blue chairs nearby, creating an inviting space for gatherings.
Cottage in Lewes
4.99 out of 5 average rating, 183 reviews

Ebb & Flow Beach House - Lewes Bay Beach Retreat

AmyRating, 5 stars6 days ago
We had a great stay! The house is spacious and inviting. The beds were very comfortable. The kitchen is super well stocked, probably the best we have ever encountered at an airbnb. The location is great- just a few blocks from the beach and bike path and easy walking or biking into town. A great place for a large group, and nice that there are bedrooms on the first floor for older folks who appreciate avoiding stairs. Host was very flexible with us when we needed to change dates.
Cottage in Chincoteague
4.89 out of 5 average rating, 141 reviews

Pony Pines!Your Waterfront Getaway Cottage Awaits!

KeelinRating, 5 stars5 days ago
Amazing location close to beaches and shops, but feels very secluded. We loved being able to retreat back to the pine woods to grill and have a campfire after our beach afternoons.
Superhost
A cottage-style, two-story home is depicted with a light-colored exterior and pink shutters. The raised structure features a spacious deck with a railing. Sunlight filters through the trees, creating a warm ambiance around the property, which is surrounded by a white picket fence.
Cottage in Bethany Beach
4.88 out of 5 average rating, 48 reviews

Perfect Family Vacation at Bethany Beach Cottages!

MegRating, 5 stars8 months ago
Great place to stay, felt very safe and was quiet and relaxing! We had plenty of space in the house for everyone to stay comfortably and took full advantage of the bikes and kayaks. Dave was extremely responsive and took the time to check in with us each day of our visit!

Quick stats about vacation rentals with a kayak in Ocean City

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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