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.
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 :)
Top guest favorite
Two green kayaks are positioned on a wooden dock overlooking a calm body of water. Lush trees line the far shore, and the sky is filled with soft blue hues and gentle clouds, creating a serene outdoor environment.
Home in Reedville
5 out of 5 average rating, 63 reviews

Spacious waterfront family retreat. Dogs welcome!

PaulRating, 5 stars2 weeks ago
What an amazing place! The photos did not do it justice. We had beautiful weather and the back patio/deck was the perfect hangout. We went kayaking, caught a lot of crabs, and enjoyed being by the water. We had the firepit going while one of us was grilling food and the vibes were perfect. The detached game room saw plenty of heated pool games with a great selection of music and sound system. Bedrooms were comfortable and the kitchen was a joy to cook in. Dawn provided very detailed instructions so that you know all that you need to do. All-in-all, great spot that is a perfect group getaway!
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 stars2 weeks 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.
Guest favorite
A spacious deck extends towards the waterfront, surrounded by lush trees. Lounge chairs and seating areas are positioned for relaxing views of the calm water. A sunroom is visible to the right, offering additional indoor space. The overall setting invites outdoor leisure and tranquility.
Home in Cobbs Creek
4.98 out of 5 average rating, 155 reviews

Blue Heron WaterSide

DeborahRating, 5 stars3 days ago
Of my many Airbnb stays, Laura’s comes up with the very best. Her home is lovely, inside and out, with a lot of fun activities to choose from. Located on a beautiful creek opening to wide water gave us a chance to explore in her kayaks and paddle board. Rainy weather meant indoor board games, reading etc on the beautiful protected porch. The kitchen had all sorts of amenities for cooking. Plenty of bedrooms for sleeping in the peaceful atmosphere. I can’t wait to return there!
Top guest favorite
A covered deck area features a large black dining table surrounded by striped chairs. A ceiling fan is present above. Scenic views of the water and shoreline are framed by tall trees, creating a serene outdoor dining space.
Home in Cambridge
4.99 out of 5 average rating, 171 reviews

Sunset Breezes - quiet waterfront retreat

MicheleRating, 5 stars1 month ago
Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!
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 stars4 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
A spacious living area is decorated with a warm color palette, featuring a cozy gas fireplace and a large arched window overlooking nature. A welcome sign is placed on a table beside comfortable seating, with decorative elements creating an inviting atmosphere.
Home in Irvington
4.99 out of 5 average rating, 116 reviews

The Rosé Retreat: Pool-Screened Porch-RELAX

KristiRating, 5 stars2 weeks ago
We had a really nice stay at the Rose Retreat! The home is wonderfully appointed with nice furnishings. We especially appreciated the well stocked kitchen with upscale drink and dinnerware. The hand written welcome note, bottle of wine and snacks were so thoughtful - thank you! A perfect location from which to enjoy Irvington and the surrounding towns. We hope to come back in warmer weather to enjoy the pool!

Cottage rentals with a kayak

Guest favorite
Aerial view of a peaceful coastal retreat set on a spacious property surrounded by lush greenery and water. A sandy beach extends along the shoreline, complemented by tranquil marshlands and distant woodlands. The house is positioned towards the center, offering a sense of privacy amidst nature.
Cottage in Onancock
4.9 out of 5 average rating, 50 reviews

Peaceful 5 bedroom cottage on the Eastern Shore...

HannaRating, 5 stars1 week ago
Took my adult siblings and parents to Taryn’s property & everyone has already asked “can we go back next year?” The seclusion, water views, and acreage to explore was incredible. We were excited to take our dogs who loved running through the marsh out to the beach. Yes, there’s a lot of flies and ticks due to the marshy area, but we brought plenty of bug spray and checked the dogs each evening for ticks. Definitely recommend catching a sunset on the beach. No frills, no fuss..lots of fun & no-phone-service family bonding time.
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.
Top guest favorite
A charming cottage is showcased with white siding and green shutters. A welcoming front porch features steps leading up to the entrance. A decorative bicycle stands beside a sign reading 'Idle Hour', enhancing the inviting exterior. Fresh grass and small white flowers adorn the yard.
Cottage in Smith Island
5 out of 5 average rating, 51 reviews

IDLEHOUR, 3 BEDROOMS 2 BATHS W/ DOCK

MelissaRating, 5 stars7 months ago
This was our 2nd stay on the island , but first time at Mary Kim's. Great hospitality including home cooked egg rolls that made the long journey even more worth it. The only downfall would be the dock and kayak spot is a couple doors down, but Mary Kim was very communicative. lastly, I highly recommend the golf cart service on the island, gives you more of an ability to explore the island.
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 stars4 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

    ﺩ.ﺇ294 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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