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 favourite

Home in Ocean City

5 out of 5 average rating, 16 reviews

Marina Retreat | Relaxing Balconies & Pool

LaurieRating, 5 stars1 month 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 Selbyville

5 out of 5 average rating, 4 reviews

Luxury home by the bay

JamesRating, 5 stars8 months ago
Great house and the community was very well maintained. My kids loved the amenities that came with the community, including the pool and the small, but kid friendly beach. Overall, this was the nicest Airbnb house we have stayed in. We’d love to come back.
Superhost

Home in Bethany Beach

4.93 out of 5 average rating, 45 reviews

Georgo Family Beach House

DonaldRating, 5 stars4 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 🐾
Guest favourite

Home in Bethany Beach

5 out of 5 average rating, 34 reviews

5 Bedroom Canal Front home- 3 min walk to beach

PrinceRating, 5 stars2 months ago
Our experience with Shelly was excellent. The house was as described and comfortable during our stay. We spent the week of Thanksgiving and thoroughly enjoyed our stay. Great communication from Shelly and she is very attentive to ensure a wonderful stay. We would stay again with her and recommend her rental to anyone wanting to stay in Bethany.
Superhost

Home in Ocean City

4.71 out of 5 average rating, 51 reviews

Ocean City & Fenwick *Water Front *1 Mile To Beach

ChrisRating, 5 stars5 months ago
So my wife, myself, and two daughters ages 10 and 6 stayed at this place for a week. I booked it as a suprise 40th bday present. The place is gorgeous. The pictures actually DONT do it justice! Normally it's the other way around where pictures make things look better than they really are. I was blown away as soon as I opened the door! It's a very large space. Super clean, the view is spectacular from the master bedroom and living room. Beautiful screen room and a WONDERFUL deck! That's what stands out about this place the most is the deck and swimspa. Sits right on the water. My kids loved it, so much to do in the area. it was great for my family.
Guest favourite

Home in Ocean View

5 out of 5 average rating, 22 reviews

Coley's Coastal Cottage

SvetlanaRating, 5 stars5 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 favourite

Home in Ocean Pines

4.92 out of 5 average rating, 25 reviews

Cottage on the water

LoriRating, 5 stars4 months ago
Great spot with easy access to many nearby restaurants. Peaceful location with a great water/canal view.
Guest favourite

Home in Ocean City

4.95 out of 5 average rating, 84 reviews

Spacious 4 bedroom waterfront home & boat access!

JamesRating, 5 stars4 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.

Cottage rentals with a kayak

Guest favourite

Cottage in Chincoteague

4.96 out of 5 average rating, 148 reviews

Waterfront-CI Bay sunsets-Amazing views

MaureenRating, 5 stars3 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 favourite

Cottage in Lewes

4.85 out of 5 average rating, 112 reviews

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

SophieRating, 5 stars4 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 :)

Cottage in Milton

4.9 out of 5 average rating, 50 reviews

Sandcastle directly ON the beach

JessicaRating, 5 stars1 month 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!

Cottage in Millsboro

4.48 out of 5 average rating, 23 reviews

Millsboro Cottage w/ Deck & Indian River Bay Views

JessicaRating, 5 stars8 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.

Cottage in Ocean Pines

4.8 out of 5 average rating, 30 reviews

Ocean Pines Beach House in the Woods

EvaRating, 5 stars6 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.
Guest favourite

Cottage in Lewes

4.99 out of 5 average rating, 180 reviews

Ebb & Flow Beach House - Lewes Bay Beach Retreat

GilbertRating, 5 stars1 month ago
My wife, two sons (19 yrs, 17 yrs), miniature poodle, and I enjoyed a peaceful off-season visit here in late December 2024. This house has a nice location just a few blocks from the bayside beach and lovely interior that feels like you're at home. First, the enclosed porch was superbly decorated. Second, the open layout of the spacious kitchen and living room is wonderful. Third, you can walk to the bayside (a few blocks) or conveniently access a biking/jogging trail with a short walk to American Legion St. and finding the "hidden entrance" on the left side right after the American Legion building. In the off-season, we liked taking our dog to the beach every morning. Would definitely return for a future off-season visit!

Cottage in Chincoteague

4.88 out of 5 average rating, 138 reviews

Pony Pines!Your Waterfront Getaway Cottage Awaits!

KathleenRating, 5 stars2 months ago
Eric's home was perfect for our portable family Thanksgiving. Everyone loved the stay. Even the 1-year old enjoyed running around outside and exploring a new home. We loved watching the ducks swim by in a drizzle and it was my first time seeing an oyster bed. Wow! I can see that it would be fantastic to visit during a warmer season and spend some time floating on the water. The house was clean and welcoming. My kids enjoyed the snacks and I appreciated the local recommendations. Thanks, Eric! We had a great time and would welcome visiting again.
Superhost

Cottage in Bethany Beach

4.88 out of 5 average rating, 48 reviews

Perfect Family Vacation at Bethany Beach Cottages!

MegRating, 5 stars5 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

    $71 CAD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

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