Vacation rentals with a kayak in Chincoteague

Find and book unique kayak rentals on Airbnb

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Popular amenities for Chincoteague kayak rentals

House rentals with a kayak

Top guest favorite
A serene waterfront view is presented, featuring a wooden dock extending over still water. Lush green grass fills the foreground, while trees line the opposite bank, creating a natural backdrop under a partly cloudy blue sky.
Home in Woolford
4.93 out of 5 average rating, 151 reviews

Waterfront Getaway with Dock

SarahRating, 5 stars1 week ago
We loved the experience from booking to check-out. The setting exceeded our expectations. Peaceful and beautiful landscape. Easy to launch kayaks. Chickens were an added bonus. Appreciated the close proximity of Blackwater. Would love to return.
Top guest favorite
A vibrant yellow kayak rests alongside a bright orange buoy and a green fishing net. The images capture the outdoor setting, with the kayak positioned on lush grass, suggesting opportunities for water activities like kayaking and fishing.
Home in Parksley
5 out of 5 average rating, 17 reviews

Serene Waterfront Metompkin Retreat - Entire Home

Cynthia-DoriceRating, 5 stars7 months ago
We really enjoyed our 3 night stay! Great house on a quiet marsh. The morning sunrises were beautiful, loved being able to use the kayaks to paddle to the ocean, and great bird watching. Would love to come back.
Guest favorite
An aerial view of a serene waterfront property is depicted, showcasing a spacious home surrounded by trees. A private dock extends into the calm waters, reflecting the trees along the shoreline, highlighting the tranquil setting.
Home in Heathsville
4.92 out of 5 average rating, 131 reviews

The Hideaway at Mill Creek

SuzanneRating, 5 stars2 weeks ago
This little getaway exceeded my expectations and more. The pictures listed on Airbnb are beautiful, but it will never match the views in person. The house was clean and fully loaded with any and all things you may need. I will definitely be back! My dog LOVED playing with the neighbor dog, Bella. By the end of the weekend they were best of friends :)
Guest favorite
Two kayaks are positioned on the grassy shore, ready for use on the calm waterway. Bright paddles rest on each kayak, with the inviting waterfront location featuring docks and homes in the background. A propane grill is nearby, adding to the outdoor leisure atmosphere.
Home in Montego Bay
4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

ErikaRating, 5 stars2 weeks ago
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!
Top guest favorite
A modern kitchen features a large central island with seating for four. Pendant lights hang above, illuminating the space. Stainless steel appliances and white cabinetry create a clean look, while a window provides natural light. A decorative tray sits at the center of the island.
Home in Woolford
5 out of 5 average rating, 221 reviews

Newly Renovated Modern 3 bed 2 bath Water Front

HilaryRating, 5 stars1 week ago
The River House was phenomenal, a beautifully furnished place with large riverfront lawn and private boat launch. Exceptionally clean and well-stocked with everything you could think of for a comfy stay (fluffy towels, extra paper products, cleaning supplies, blankets, tons of pillows). Kitchen is as beautiful as the photos, and amply stocked with everything from ziplocs to pyrex to measuring cups and baking tools. The kayaks and canoe were easy to access and use. Easy place to paddle in a calm and quiet tributary. Highly recommend Lindy’s seafood a mile away. Host has compiled a guidebook with lots of local business recs and info. You will not be disappointed with a stay at this awesome retreat.
Top guest favorite
A circle of bright blue Adirondack chairs surrounds a metal fire pit, set on a pebbled area with expansive views of the Chesapeake Bay. The calm water reflects a colorful sky at sunset, enhancing the serene atmosphere.
Home in Reedville
5 out of 5 average rating, 68 reviews

The Haven On The Chesapeake Bay

CriselyRating, 5 stars3 days ago
We love the Haven on the Bay! This was our third year staying here, and we can't rave enough about how perfect a space it is for us. The waterfront view is incredibly peaceful, the sunrise is gorgeous, and the physical space invites great quality time for the group. Ashley was a very gracious host, and was very quick to respond anytime we reached out with a question. We even had the joy of seeing dolphins while we were roasting s'mores around the fire pit!
Top guest favorite
The kitchen showcases leathered granite counters and a large island with seating. Large windows provide natural light and stunning river views. Cozy seating areas are arranged with colorful cushions, and a gas fireplace adds comfort to the inviting open space.
Home in Deltaville
5 out of 5 average rating, 123 reviews

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

ElizanbethRating, 5 stars1 month ago
this was our second time visiting after 2 years it looked fresh and clean and beautiful as our first stay the house is beautifully appointed with furnishings and all the comforts of home right down to drink shaker and hand mixer needed for me to make goodies to take to my families home nearby they also filled fridge with all sorts of goodies like eggs butter bagels juice pancake mix and strawberries just all sorts of things it really made us feel just like home can’t wait to go back again next year
Superhost
The waterfront home is illuminated at night, showcasing its spacious design with numerous windows. The structure features a deck that wraps around, providing access to outdoor seating and views of the surrounding nature. Soft light spills from the interior, creating a welcoming ambiance.
Home in Westover
4.94 out of 5 average rating, 34 reviews

Private beach with comfort

RosalieRating, 5 stars1 week ago
We were able to check in earlier which was great tho some of us weren’t able to get there right away… we enjoyed our stay very peaceful and were wishing we could have one more day! 😊 we were going to grill burgers but couldn’t find grill utensils so just did our best inside and still turned out great!!! Thank you for your house and allowing us to stay there!

Cottage rentals with a kayak

Guest favorite
A charming 'A' frame cottage features a blue exterior and a front deck covered by a vibrant red umbrella. Lush green grass surrounds the home, with decorative plants and shrubs enhancing the landscape. The inviting entrance is framed by a white railing, suggesting a welcoming atmosphere.
Cottage in Lewes
4.84 out of 5 average rating, 113 reviews

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

SophieRating, 5 stars8 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
A covered deck offers seating with wicker chairs and colorful cushions overlooking the calm waters of the Chesapeake Bay. The decking is made of warm-colored wood, and a gentle view of the shoreline can be seen in the distance, enhancing the serene atmosphere.
Cottage in Reedville
4.88 out of 5 average rating, 209 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

LorenRating, 5 stars1 week ago
We loved out time at this Bayside home. My boys spent outside upon hours at the little private beach, where the water doesn't really get deep for quite a ways and the waves were never very rough. it was perfect for them. we all enjoyed the hot tub, kayaks, comfortable beds. My personal favorite was the hammock right by the water, listening to nothing but the waves and the calls of the ospreys that made the area their home. Forget the overly built up touristy areas and give this place a try. You will not regret it.
Superhost
A serene sunset is captured over calm waters, with hues of orange and gold reflecting on the surface. Silhouettes of trees frame the scene, while a dock extends into the bay, creating a tranquil coastal atmosphere.
Cottage in Painter
4.89 out of 5 average rating, 93 reviews

Cottage by the bay (private peaceful surroundings)

JorgeRating, 5 stars4 days ago
Very secluded but I don't mind that all. The home is beautiful and the host is very attentive.
Guest favorite
The exterior of the cottage is showcased, featuring a two-story structure with blue shingle siding and multiple large windows that enhance natural light. The elevated design includes a spacious porch that provides outdoor seating options, surrounded by lush greenery and open space.
Cottage in Scotland
4.95 out of 5 average rating, 38 reviews

Rodo Beach Cottage - Dog Friendly Private Beach wi

SusanaRating, 5 stars1 month ago
This place was exactly what my partner and I needed to rest and relax and spend quality time. The private beach made us feel like we were on our own resort. The home itself has even more comfort and amenities than you see in the pictures. Beautiful furnishings, clean, full of light. The main bedroom is upstairs and is positioned towards the beach so you can enjoy the most beautiful sunrise without leaving your bed and hear the waves while you sleep. The balcony off the bedroom is another great seating area if you’re looking for quiet time. There is a super comfy couch in the living room which makes it a great place to relax and watch tv or play games. There are some games available at the house. bikes and kayaks. We spent a nice day lounging on the beach chairs and on the porch chairs before making dinner, didn’t need to bring kitchen supplies since most were available. Did bring own spices. Tim was great and all his tips and info pre arrival were super helpful. We’ll definitely return
Top guest favorite
A charming cottage is positioned by the water's edge, surrounded by trees and lush greenery. The structure features large windows that allow natural light to illuminate the interior. A clear blue sky is visible above, reflecting on the calm water.
Cottage in East New Market
4.95 out of 5 average rating, 64 reviews

Cottage on Cabin Creek

MicheleRating, 5 stars1 month ago
It was a great stay. Host was responsive and home was calm and clean. Loved seeing the osprey from bed! Those windows highlighted the beautiful view. The weather was a bit dumpy but the space provided everything we needed.
Top guest favorite
Cottage in Gwynn
4.96 out of 5 average rating, 212 reviews

Mystic Seahorse Cottage & game room

MargieRating, 5 stars2 weeks ago
Mystic Is a quaint, clean and welcoming houae. All details from pictures to knick knacks create a complete theme. Instructions were easy and thoughtful. Communications were prompt and thorough. This home and its owners create a perfect sanctuary.
Guest favorite
A serene view of the Chesapeake Bay stretches across the horizon, reflecting sunlight on the calm water. The beach area, featuring soft sand and gentle waves, leads up to trees dotting the shoreline. The cottage is nestled amidst the natural landscape.
Cottage in Reedville
4.89 out of 5 average rating, 46 reviews

Waterfront Bay Cottage w/ Your Own Private Beach

BrandonRating, 5 stars2 weeks ago
We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!
Top guest favorite
A tranquil waterside view shows kayaks resting on the grassy bank, with colors of green and red. The calm water reflects surrounding trees and homes, while a small dock extends into the creek, inviting guests to enjoy the scenic landscape and wildlife.
Cottage in Onancock
4.96 out of 5 average rating, 112 reviews

Little Cottage on the Creek

OwenRating, 5 stars2 weeks ago
Karen’s place was a perfect weekend getaway for a couple. The place had everything we needed and the location was peaceful and beautiful. Karen was very helpful and responsive with recommendations. Would definitely stay here again!

Cabin rentals with a kayak

Superhost
A sunlit deck extends alongside the cottage, featuring smooth wooden planks. Two chairs and a small table are positioned invitingly near the edge, with tall trees providing shade and a view of the bay beyond.
Cabin in Reedville
4.73 out of 5 average rating, 22 reviews

"Elderberries" Chesapeake Bayfront Cottage

JoelRating, 5 stars3 weeks ago
We enjoyed our stay here. Very quiet area, nice comfortable space. The gravel road leading in (maybe a half-mile long) and driveway gave us a good area for morning and evening dog walks. We did not end up doing any fishing but the pond looked like a great place for kayak fishing. Not specific to the house but in the area: Rita's Cafe in Weems was great (food truck on a small road)--Chef Craige usually has a special and some regular menu items. Leadbellys (at Fairport Marina) had good oysters and hush puppies and was convenient for our first night. River Market in White Stone has good food to be ordered at the rear counter and prepared items in the coolers. Out of the Oven Bakery (White Stone) had great bread Miss Mary's seafood, also in White Stone had great fresh fish and prepared items. The three places in White Stone are very close to each other so convenient when running out.
A bright living space is showcased with light blue walls and a wooden ceiling. A small dining area with two white chairs and a table is positioned near large sliding glass doors, providing a view of the waterfront deck and surrounding nature.
Cabin in Sussex County

The Boathouse on the Creek

AlyssaRating, 5 stars1 week ago
Lea and Skip were wonderful hosts. The place is beautiful and peaceful, surrounded by nature - the pictures didn’t do it justice! We were pleasantly surprised to find a fire pit, Adirondack chairs, crab traps and even kayaks to use during our stay (it was too windy during our visit, so we hope to come back to use those!) The towns are really cute with shops and restaurants, and we visited a winery and a distillery in our adventures. Close to the beach towns, but off the beaten path. Thank you again for the great accommodations! We will be back!
Superhost
An open living area features a comfortable sofa paired with accent pillows, alongside a dining table set with white chairs. The light wooden ceiling is complemented by large windows allowing natural light, while the kitchen area showcases modern appliances and organized cabinetry.
Cabin in Lusby
4.75 out of 5 average rating, 20 reviews

Covenant Cove (Cove Point Beach)

NiccoleRating, 5 stars2 days ago
We absolutely loved this place. It was a short drive to the bay and certainly worth it. The cottage was secluded enough from the neighbors and we could hear the waves with the windows open. The beach was a very short walk from the cottage and was also very private. We spent a good chunk of our time finding sharks teeth and relaxing on the porch. Grocery stores and gas stations are also fairly close. We even booked our stay for next year already.
Guest favorite
A wooden deck extends from the house towards the water, framed by leafy trees. A serene view of the lake is visible, with a gentle slope leading to the water's edge. Decorative elements, including garden plants and a wind chime, enhance the tranquil setting.
Cabin in Reedville
4.95 out of 5 average rating, 86 reviews

Waterfront Cabin: beach, kayaks, hot tub & firepit

AlisonRating, 5 stars1 week ago
We stayed for an annual ladies' trip. I loved the peaceful views from the porch and kayaking by herons. My friends got a kick out of catching and cooking crabs for the first time. When I asked about a crab pot for cooking their hoped-for haul, the hosts ordered one for delivery right away. Great place to hang with friends, but I'm sure my kids would also love the firepit, the dock, and the kayaks. Thank you!
Guest favorite
An aerial view showcases the property surrounded by tall trees, with a clear path leading to a waterfront area. The serene water reflects the sunlight, while the landscape features a mix of greenery and open space, highlighting the tranquility of the setting.
Cabin in Ridge
4.95 out of 5 average rating, 64 reviews

Pizza Friday

LoisRating, 5 stars2 weeks ago
Pizza Friday was an amazing find! We spent a family reunion on the porch making pizza's in the oven. We obtained crusts from an Italian restaurant in California on our way and it proved to the perfect choice for us. We also enjoyed the dock and even caught a few crabs to show the kids. In addition we sat around the fire pit in the evenings. The beds were comfortable and everything was clean inside although we spent most of our time outside on the porch.
Superhost
A private dock extends over calm waters, surrounded by tall grass during a clear blue sky. A selection of kayaks in shades of orange and brown are positioned on the grass alongside the dock, ready for use. The tranquil landscape invites exploration.
Cabin in Tangier
4.67 out of 5 average rating, 3 reviews

Beach Road Oasis, Tangier Island, VA

Luke-N-MelissaRating, 5 stars3 days ago
Our experience at Ted and Jen's house by the beach was amazing. We enjoyed it so much! The house was clean and comfortable, with all the little touches like a basket of snacks and a can of bug spray. Ted and Jen were amazing hosts. From meeting us at the ferry, to showing us a little tour of the island on the way to the house, to giving us pointers on how to enjoy the area, Ted and Jen gave us the full Tangier Island experience. We expect to make this a yearly summer tradition!
A serene view of the beach at dusk, with soft pastel colors reflected in the calm water. Wooden posts are visible in the water, while the sandy beach stretches out towards the horizon, creating a peaceful and open atmosphere.
Cabin in White Stone
4.85 out of 5 average rating, 115 reviews

Two Bedroom + Loft Cabin on the Bay

ColinRating, 5 stars11 months ago
This cabin was the perfect getaway for my family. The waterfront location is absolutely stunning, and my sons had a fantastic time playing in the water. The cabin is exceptionally well-equipped, providing everything we could possibly need. It's a true escape from civilization, offering a profound sense of peace and tranquility. We're grateful to Justin for sharing his beautiful cabin with us. We're already looking forward to returning in the near future!​​​​​​​​​​​​​​​​
Guest favorite
A rustic cabin is nestled among tall pine trees, featuring a metal roof and a welcoming porch. Stairs lead to the entrance, with an outdoor seating area nearby. The natural landscape is characterized by a carpet of pine needles, creating a serene, woodland setting.
Cabin in Onancock
4.94 out of 5 average rating, 50 reviews

Awesome private off grid cabin with creek view.

DanielRating, 5 stars2 weeks ago
This place was as described. Very peaceful get away for my family and totally worth the price we paid. Teresa was quick to respond and recommended some place to eat. We will be back to experience the fall weather.

Quick stats about vacation rentals with a kayak in Chincoteague

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$16,784 GYD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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