
Vacation rentals with a kayak in Kennebunk
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Top-rated kayak rentals in Kennebunk
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House rentals with a kayak

Rising Tide Times - quintessential Maine cottage
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.

Luxurious Beachfront New England Cottage
Wonderful week at Michael’s place. The house was beautiful, the location unbeatable and view breathtaking. Thanks for a great week!

Lakefront-Dock-Grill-Firepit-Wood Stove
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.

Sanctum by the Lake
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!

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

Kayak to the Causeway-50s cottage with modern vibe
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.

Blue Breeze - Private lakefront w/ Hot Tub
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!

Secluded Lakehouse/2 private docks/Hottub/big yard
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

“Stay Awhile in the Lake's Region”
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!

Lovely cottage on Sunrise Lake, Middleton, NH.
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!

Little Red Lake House
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!

Cozy camp near highland lake
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.

20ft from the Water with Mountain View!
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!

True North Cottage*Ocean side of Boat Basin!*
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

Cozy waterfront home on Merrymeeting Bay.
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 :)

Lakefront, Beach Private, Amazing Views, & pets!
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

Private Hilltop Cabin, Lakes and Trails Abound..
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!!

Rustic Log Cabin on Pawtuckaway Lake
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!

Rustic, cozy cabin on Sebago Lake. A hidden gem.
The cabin was cozy, the view of the lake was incredible, and Bonnie was a great host!

The Conscious Cabin
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.

Get away at Crystal Lake
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.

Private cabin w hot tub,skiing,firepit & mountains
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!

Bear Cabin
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!

Maine Lakes-Pleasant Mt-Private Trails
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
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Weirs Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Crane Beach
- Long Sands Beach
- Rye North Beach
- Bear Brook State Park
- Fox Ridge Golf Club
- Wentworth by the Sea Country Club
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- The Golf Club of New England
- Ferry Beach
- Funtown Splashtown USA