Vacation rentals with a kayak in Kennebunk

Find and book unique kayak rentals on Airbnb

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Popular amenities for Kennebunk kayak rentals

House rentals with a kayak

Superhost
The cottage is positioned on a peninsula, surrounded by water on three sides. Rocky ledges and lush greenery lead to the entrance. Three kayaks are anchored on the shore, ready for exploration. The serene landscape is complemented by overcast skies and a calm water view.
Home in Harpswell
4.9 out of 5 average rating, 116 reviews

Rising Tide Times - quintessential Maine cottage

Bryan and LisaRating, 5 stars1 week ago
We thoroughly enjoyed our peaceful and quiet time of rest at The Rising Tides. The setting is absolutely serene. It’s very secluded and quiet, the perfect place for a week of rest and relaxation. We went hiking on the Cliff Trail (15 minutes away and a very nice hiking trail), watched the sunrise at the Lands End store on Bailey island (15-20 minutes), and kayaked in the cove. The grill was very nice and we enjoyed cooking on it regularly. The place was very clean and ready on our arrival. The host communicated very clearly. You will need to follow her driving directions as they are very clear and helpful. In our four days there we only saw 1 neighbor - and that was as we were leaving on the weekend. There’s a grocery store only 15 minutes away and we were able to stock up on our way there. Really, this was one of our favorite places we’ve ever stayed. We really enjoyed having a few options of things to do while also being able to just do nothing on our vacation in a quiet place.
Top guest favorite
A cozy seating area is framed by three large windows showcasing ocean views. Two black leather sofas face each other, complemented by a neutral-toned coffee table. A decorative coral centerpiece sits on the table, enhancing the coastal ambiance of the space.
Home in Biddeford
4.93 out of 5 average rating, 30 reviews

Luxurious Beachfront New England Cottage

EloiseRating, 5 stars1 day ago
Wonderful week at Michael’s place. The house was beautiful, the location unbeatable and view breathtaking. Thanks for a great week!
Guest favorite
The image displays a serene lakefront view with a house situated among trees. A spacious living area with natural wood flooring features large windows inviting daylight, showcasing the inviting setup. A cozy sleeping area includes a wooden bed frame, while outdoor seating surrounds a fire pit by the water.
Home in Epsom
4.96 out of 5 average rating, 111 reviews

Lakefront-Dock-Grill-Firepit-Wood Stove

JohnRating, 5 stars1 month ago
Darryl’s house was extremely enjoyable. It had everything we needed, and we had a very relaxing time at the lake. It felt private, amazing views, and was very comfortable.
Guest favorite
A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.
Home in Derry
4.92 out of 5 average rating, 188 reviews

Sanctum by the Lake

SheylaRating, 5 stars4 days ago
Me and my family had a great time at Steve’s place. The weather was a little windy so it did interfere with our plans at the lake but Steves place made up for it with the great pool which was not that cold and lets not even say the hot tub was amazing! Steve was attentive and letting me know how to check in, how to check out and what needed to be done. Thanks!
Guest favorite
A scenic lakeside view showcases a sandy beach bordered by tall trees. The calm water reflects the surrounding greenery, while a small fire pit and seating area are visible near the shore, providing a cozy spot to relax and enjoy nature.
Home in Wakefield
4.98 out of 5 average rating, 170 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

BinayRating, 5 stars1 week ago
We had an absolutely wonderful time at Julie's lakeside home for Father’s Day weekend. The setting was serene, with beautiful views of the water, making it the perfect spot to relax and enjoy quality time together. The home was well-equipped and comfortable, offering everything we needed for a memorable stay. Julie was a fantastic host, ensuring that our experience was seamless and enjoyable. We truly appreciated the peaceful ambiance and thoughtful touches throughout the space. Highly recommend for anyone looking for a lakeside retreat!"
Guest favorite
A fire pit area is surrounded by colorful Adirondack chairs on a gravel path. Large natural stones are placed near the pit. In the background, a cedar-shingled cottage is elevated with a spacious deck and features a green roof amidst a wooded setting.
Home in Naples
4.98 out of 5 average rating, 163 reviews

Kayak to the Causeway-50s cottage with modern vibe

SharonRating, 5 stars1 month ago
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.
Guest favorite
The two-story lakeside house features large windows and a spacious deck with seating. A private dock is visible in front, with lounge chairs arranged on the sandy beach nearby. Lush greenery surrounds the property, creating a serene outdoor space.
Home in Middleton
4.94 out of 5 average rating, 174 reviews

Blue Breeze - Private lakefront w/ Hot Tub

AlyssaRating, 5 stars1 week ago
This beautiful lake front home was a great space for our group (8 adults, 1 infant, dog)! Plenty of space for everyone to gather, inside or outside. Lake amenities were such a plus! Carl and other co-hosts were so responsive leading up to our stay and during!
Guest favorite
Home in Shapleigh
4.96 out of 5 average rating, 150 reviews

Secluded Lakehouse/2 private docks/Hottub/big yard

NancyRating, 5 stars3 weeks ago
We enjoyed our stay at this beautiful home. Lots of amenities and the hosts are very friendly and quick to respond to any questions. It was roomy for our family of 5 and the beds were really comfortable. I’d say it easily accommodates 6-7 people. If you are adventurous and don’t mind sleeping in a small loft or a basement setting you could fit 10-11.

Cottage rentals with a kayak

Top guest favorite
A comfortable living area features a gray sofa and two armchairs, arranged around a round wooden coffee table. Light streams in through two windows, illuminating a neutral-colored area rug. Two lamps provide additional soft lighting, enhancing the inviting atmosphere.
Cottage in Alton
4.98 out of 5 average rating, 129 reviews

“Stay Awhile in the Lake's Region”

BeverlyRating, 5 stars1 month ago
We had a great time at Robert’s place. The home has everything you could want, and there are plenty of things to do in the area. It was a great home base for our weekend! The kids loved the game room!
Guest favorite
A screen porch with a view of the lake features two red cushioned chairs and a matching bench, arranged around a small coffee table. A decorative patterned rug covers the floor, enhancing the cozy ambiance of this inviting outdoor space.
Cottage in Middleton
4.99 out of 5 average rating, 104 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StephenRating, 5 stars3 weeks ago
They were accommodating, flexible, and very gracious. They had an entire binder of information with details about where to find fans, towels, flashlights, how to work the shower, heat, grill, and about anything else you can think of. It also had emergency services, restaurants, places to have a good time, and good details about checkout expectations. Overall we were extremely happy with the property and our stay, and were honored by the personalization they did for us specifically as it was our Honeymoon and they wrote us a custom note by hand for when we arrived. Highly Recommended - Will Rent Again!
Guest favorite
A sandy area leads to the calm waters of Big Island Pond, framed by a tree providing shade. Small boats are docked nearby, and the serene landscape is complemented by clear blue skies and distant greenery.
Cottage in Derry
4.9 out of 5 average rating, 200 reviews

Little Red Lake House

JenniferRating, 5 stars1 month ago
Laura was an amazing host! She was quick to respond to some things that popped up that we needed help with. The house is exactly as pictured and described. The area is very peaceful, and we used the kayaks daily. While there weren't "extra" items like salt and pepper or any seasonings for cooking or larger bottles of shampoo and soap, the kayaks made up for it! I was very concerned about one bathroom for 4 people and the rooms being so close together, but none of my concerns became an issue. This home is a great value for the area, and we highly recommend it!
Guest favorite
The image captures a serene lakeside view, showcasing the calm water reflecting the vibrant blue sky. Tall trees provide a natural backdrop to a white house set back from the shore, with a wooden deck visible among the greenery.
Cottage in Windham
4.82 out of 5 average rating, 143 reviews

Cozy camp near highland lake

BenRating, 5 stars2 weeks ago
Lori was a wonderful host for our trip up to Maine. My girlfriend and I enjoyed doing yoga in the entrance room when it rained and a nice sunrise kayak trip out on the lake across the street. My in-laws stayed with us too and we all had great laughs together and enjoyed good food all weekend long.
Guest favorite
A cozy cottage is depicted by the pond, surrounded by tall trees that reflect beautifully on the water's surface. The structure features large windows and a welcoming porch, providing a serene atmosphere amidst nature. Soft light enhances the tranquil setting.
Cottage in Conway
4.95 out of 5 average rating, 348 reviews

20ft from the Water with Mountain View!

MarkRating, 5 stars1 week ago
We went for our baby moon. The location… ambience… all of it, created a relaxing and nice way to get away from the kiddos and celebrate adding an our third! We’ll come back with the kiddos next time though because the pond, paddleboards, and kayaks are more than worth it!
Guest favorite
A welcoming living area features a light grey sofa and a cozy armchair, arranged around a round coffee table with a decorative plant. Natural light enters through sheer curtains, illuminating the light wood flooring and accentuating the white shiplap walls. A wall-mounted TV and fireplace complete the space.
Cottage in Newburyport
4.99 out of 5 average rating, 166 reviews

True North Cottage*Ocean side of Boat Basin!*

JonRating, 5 stars8 months ago
Wow! This place was amazing. My family and I had the most incredible time relaxing and enjoying a long weekend. Rob was so responsive and helpful in every way possible. If I could have given 6 stars on everything I would. I can’t wait to stay there again
Guest favorite
A collection of five kayaks and one canoe is positioned along the shore, next to tall grasses. The vibrant colors of the kayaks contrast against the calm water of Merrymeeting Bay. The serene landscape is framed by trees in the background, illustrating a peaceful outdoor setting.
Cottage in Topsham
4.93 out of 5 average rating, 254 reviews

Cozy waterfront home on Merrymeeting Bay.

EmilyRating, 5 stars3 weeks ago
Loved our time here! It’s about a 40 minute drive from Portland and then 5-10 from Brunswick. The neighborhood is quiet and perfect, exactly what we needed to relax! We loved coming back from Portland and grabbing dinner and gelato in Brunswick, such a nice way to unwind from a long day. Highly recommend and would love to stay here again :)
Superhost
A serene view of a lake surrounded by trees, reflecting the clear blue sky. The water's surface appears smooth, indicating calm conditions. The landscape features distant houses among the trees, contributing to a peaceful natural setting.
Cottage in Freedom
4.79 out of 5 average rating, 484 reviews

Lakefront, Beach Private, Amazing Views, & pets!

GregoryRating, 5 stars2 weeks ago
Helen's home was in the most beautiful location, very peaceful and the perfect spot to unwind. Sitting out on the deck looking off into the water was the most amazing feeling and we also had amazing weather to enjoy some canoe rides with our dog, which was her first time so that made a wonderful memory. The layout of the home, the sliders to the deck and access to the water, there is no other way vacation! We didn't want to leave, hoping to be back!

Cabin rentals with a kayak

Top guest favorite
A welcoming space features two wicker chairs positioned beside a rustic table. A potted plant adds a touch of greenery, while framed artwork hangs above the large windows, providing a glimpse of the outdoors. Soft lighting enhances the cozy atmosphere.
Cabin in Windham
4.92 out of 5 average rating, 205 reviews

Private Hilltop Cabin, Lakes and Trails Abound..

PeterRating, 5 stars9 months ago
We had the absolute best time at MJ’s place, highly recommend !! The house is spatious yet very cozy and quiet, with a nice back porch to sit and enjoy the surrounding woods! Home is also very close to town and to Poryland/coastline, and the cleanest lake to swim in that we’ve ever been to! MJ was very helpful and quick to respond. Stay here! We hope to return sometime soon!!
Top guest favorite
A spacious patio with seating overlooks Pawtuckaway Lake, surrounded by lush greenery. A stone wall encircles the area, and a small beach transitions to the water's edge. The cabin features large windows, allowing natural light to illuminate the interior.
Cabin in Nottingham
4.99 out of 5 average rating, 171 reviews

Rustic Log Cabin on Pawtuckaway Lake

EdenRating, 5 stars1 month ago
We had such an incredible stay! The first day was pretty rainy, but the house was so relaxing and comfortable that it didn’t matter - we enjoyed staying in and looking at the gorgeous view of the lake while doing jigsaw puzzles near the fire. When things did clear up, we had a great time playing in the yard snd kayaking. I was surprised at how quiet it was, especially during Memorial Day weekend. The beds were super comfy, kitchen was great, shower and tub were wonderful. Lisa left great instructions and checked in with us to make sure we had everything we needed. And she was very kind in allowing us a late checkout, which was very helpful with three young kids. I can’t wait to visit again!
Superhost
A vibrant garden space features a variety of colorful flowers alongside a white picket fence. An archway stands adorned with greenery, while a stone pathway leads to a calm water view. Decorative lanterns and a fountain add charm to this serene outdoor setting.
Cabin in Raymond
4.93 out of 5 average rating, 156 reviews

Rustic, cozy cabin on Sebago Lake. A hidden gem.

OliverRating, 5 stars2 weeks ago
The cabin was cozy, the view of the lake was incredible, and Bonnie was a great host!
Guest favorite
A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.
Cabin in Conway
4.95 out of 5 average rating, 158 reviews

The Conscious Cabin

DrewRating, 5 stars2 weeks ago
Does the cabin look perfect in the photo? It's better. Does the yard look like the perfect place to forget the rest of the world exists? It is. Are the White Mountains a place that make you feel like the psychological mountains in your life are just a little smaller? They are. We don't have enough good things to say about the Cabin or communicating with Cassouki. It's rare to step into a space that feels like it was designed with intention on every level - from the scents in the air to the textures of the cabin to the quiet confidence in every object's placement. The Conscious Cabin doesn't just reflect a designers eye, it reflects a storyteller's heart. I've stayed in more than a few retreats, but this is the first one that felt like it had something to say--and somehow said it quietly enough to let us hear ourselves again. Stay here.
Guest favorite
An aerial view captures the serene surroundings near Crystal Lake, showcasing a tree-lined road bordering the water. A private dock is visible, along with lush green foliage emphasizing the natural beauty of the area.
Cabin in Harrison
4.99 out of 5 average rating, 129 reviews

Get away at Crystal Lake

SusanRating, 5 stars3 days ago
We had a wonderful weekend here! The house was nice and well-equipped with everything we needed. Had fun floating in the lake and wandering around Bridgton and Norway.
Guest favorite
Cabin in Bridgton
4.92 out of 5 average rating, 130 reviews

Private cabin w hot tub,skiing,firepit & mountains

JudithRating, 5 stars2 weeks ago
We absolutely loved our stay! Everything about the cabin was exactly what we needed for our extended weekend in Maine for my nephew's wedding. The cabin itself was super roomy and comfortable for the five of us. We were supposed to be seven, and even then it would've been plenty of comfortable, cozy space. We didn't think we'd have much time to hang out at the cabin because of the wedding, but we got to sneak in some beach/lake time on the last day. Alexa is an amazing hostess. From the minute we checked in, she texted to make sure everything was as expected. I had a question about the kayaks, and within moments she replied with an answer. My family and I have been to Bridgton every summer since 2009. This was our first time staying somewhere other than our usual spot. I would totally go back--especially because the cabin is clearly very dog friendly and we have two fur babies. Whether you are looking for a summer by the lake or a winter on the slopes-this place is perfect!
Guest favorite
A brown wooden cabin is set among trees, showcasing large windows that provide natural light. The structure is elevated slightly above ground, with steps leading to a deck that extends outward. A gravel area surrounds the cabin, enhancing the natural landscape.
Cabin in Madison
4.92 out of 5 average rating, 135 reviews

Bear Cabin

MicheleRating, 5 stars4 days ago
We enjoyed our stay very much. The pond was beautiful, the people friendly. We relaxed on the patio taking in the views, listening to the frogs & loons. Hope to come back again!
Guest favorite
The cabin is nestled among trees, with warm lighting glowing from its windows. A fire pit is visible in the foreground, surrounded by seating, while large rocks are strategically placed around the outdoor area.
Cabin in Denmark
4.95 out of 5 average rating, 188 reviews

Maine Lakes-Pleasant Mt-Private Trails

BillRating, 5 stars1 week ago
Third visit in three years for a weekend fishing getaway. Great location, beautiful property. Excellent hosts. Looking forward to a return visit.

Quick stats about vacation rentals with a kayak in Kennebunk

  • Total rentals

    20 properties

  • Nightly prices starting at

    R1,774 ZAR before taxes and fees

  • Total number of reviews

    650 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kennebunk
  6. Rentals with a kayak