Vacation rentals with a kayak in Kennebunk

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Popular amenities for Kennebunk kayak rentals

House rentals with a kayak

Superhost
A view from the waterfront deck showcases a serene lake surrounded by trees. The deck features a white railing, and seated areas can be seen in the foreground, offering a tranquil spot to enjoy the natural landscape.
Home in Newfield
4.91 out of 5 average rating, 43 reviews

Lakefront Retreat with Dock and Fenced in Yard

KristenRating, 5 stars1 month ago
This home was perfect for our family stay for a local wedding. It was a quiet relaxing place on the water! We enjoyed kayaking and sitting on the swing enjoying the view. The home included everything we needed and was very clean, spacious and comfortable. I would highly recommend this home to anyone looking in this area!
Superhost
The living and dining area features high ceilings and an open layout, allowing for ample natural light. A dining table with wooden chairs sits beside a cozy seating arrangement, while a well-equipped kitchen is visible in the background. Large windows view the surrounding greenery.
Home in Kennebunk
5 out of 5 average rating, 4 reviews

Riverfront! Close to Dock Square & Beach! KBK/KPT

DylanRating, 5 stars3 weeks ago
My husband and I loved staying here for our honeymoon! This loft provided the perfect mix of relaxation and plenty of things to do being so close to Kennebunkport, downtown Kennebunk and Gooch's Beach. We loved sitting out on the porch every morning and exploring in the afternoon/evening. This Airbnb was super cozy and provided everything we needed for our vacation. We also loved meeting their dog, Dewey!
Guest favorite
The three-story beach house features a prominent grey exterior with multiple large windows allowing natural light. A spacious patio is surrounded by landscaped greenery, offering seating areas with chairs and sun beds. Balconies extend from the upper levels, providing outdoor spaces with relaxing views.
Home in Old Orchard Beach
4.96 out of 5 average rating, 147 reviews

Luxury 6 bedroom Beach House 50 ft from beach

JacobRating, 5 stars1 week ago
The house was beautiful and worked perfectly for our group! Check in was very easy, and the house was spotless when we arrived. My favorite part it was the yard - perfect for a big barbecue with a large group.
Guest favorite
A deck overlooking the water features a barbecue grill and several outdoor chairs arranged around a small table. Lush green trees provide shade, while the view of the shimmering water is visible in the background under a clear blue sky.
Home in Kittery
4.94 out of 5 average rating, 140 reviews

Gorgeous Waterfront Home with Dock and Beach

KristiRating, 5 stars1 week ago
We spent the weekend here catching up with friends and couldn’t have asked for a better spot. The house was cozy and welcoming from the moment we arrived, with beautiful views all around. We’re so thankful we got to stay and make the most of it. There’s so much to do nearby, and it’s just a quick drive to Portsmouth, NH, which has so many great places to explore. Rachel also shared some fantastic recommendations that made our trip even better.
Guest favorite
A serene lake view is captured from a wooden dock, featuring two vibrant blue kayaks tied at the edge. Adirondack chairs invite relaxation while the calm water reflects the surrounding trees and a partly cloudy sky, enhancing the natural beauty of the setting.
Home in North Berwick
4.87 out of 5 average rating, 63 reviews

The Lake House

KatieRating, 5 stars2 weeks ago
If you are looking for a quiet and relaxing stay surrounded by beautiful scenery, this is the place for you! The house itself is beautiful and set up well, with multiple common areas and private bedrooms. The host, Noah, was very responsive and helpful, and the check out instructions were simple and easy to follow. On my visit we had 3 couples in the house and had plenty of room. I highly recommend staying here!
Guest favorite
Two blue kayaks are positioned on a wooden dock, with calm water reflecting the greenery of trees lining the shoreline. The sky is partly cloudy, adding a gentle contrast to the tranquil setting.
Home in Sanford
4.88 out of 5 average rating, 40 reviews

Waterfront Condo- Maine village retreat

DiannaRating, 5 stars7 months ago
We had a great stay! Loved the views and hot tub. It was so close to town but felt private with the privacy fence. Owners were very responsive! Thanks for a great stay
Top guest favorite
A modern cottage stands surrounded by tall trees, featuring a spacious lawn with a seating area that includes several chairs and a small table. Large windows reflect natural light, and a covered porch extends from the side, inviting relaxation in a serene outdoor setting.
Home in Sanford
5 out of 5 average rating, 14 reviews

Tall Pines Lakeside Cottage

PatRating, 5 stars8 months ago
Delightful Fall getaway. Open house design with gorgeous view of lake. Nice big yard with seating and fire-pit. VERY comfortable beds, and bathroom with 2 sinks! Kitchen had everything we needed - plus fruit and candy! Even the laundry room was beautiful! James was most thoughtful and responsive as our host. Recommend highly!
Top guest favorite
A charming lakefront property is surrounded by lush greenery, featuring a sandy beach area and a dock for water activities. Colorful kayaks are neatly lined up on the shore, while adirondack chairs provide a cozy spot to relax, enjoying the peaceful lake views.
Home in Milton
5 out of 5 average rating, 15 reviews

Hot Tub | Lakeside | Private Beach | Sleeps 12

CaitlinRating, 5 stars1 week ago
We had a great time here. The house was very clean and had plenty of supplies. Thank you for a wonderful stay!

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 week 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!
Top 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, 103 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StephenRating, 5 stars1 week 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, 199 reviews

Little Red Lake House

JenniferRating, 5 stars2 weeks 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, 140 reviews

Cozy camp near highland lake

XanderRating, 5 stars3 weeks ago
Super cute little camp house good for a nice quiet trip. Didn’t get to trying the kayaks but the lake is nice and easy to access.
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
4.94 out of 5 average rating, 344 reviews

20ft from the Water with Mountain View!

JoelRating, 5 stars3 days ago
The cottage was lovely with a fantastic view of the lake. The space was well-appointed and cozy. Lots of greats hikes. Conway has a lot of charm. Highly recommended!
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, 165 reviews

True North Cottage*Ocean side of Boat Basin!*

ErikRating, 5 stars8 months ago
Located just a short walk to the beach this charming cottage offered the perfect blend of comfort and convenience for my whole family. The spacious cottage was clean and very well designed with everything we needed for a relaxing stay, including a fully equipped kitchen and cozy living area with modern amenities. The hosts, Elia and Rob, were incredibly welcoming and accommodating and we hope to visit again soon. I would highly recommend True North Cottage to anyone looking for a peaceful getaway near the beach and scenic, downtown Newburyport.
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, 253 reviews

Cozy waterfront home on Merrymeeting Bay.

EmilyRating, 5 stars5 days 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 :)
Guest favorite
Double glass doors open to a view of the serene lakeside, framed by trees. A light-colored, airy interior features a small dining area with white chairs, a cozy seating space, and textured rugs. The natural light enhances the welcoming atmosphere of the space.
Cottage in Standish
4.92 out of 5 average rating, 119 reviews

Peaceful Lakeside Maine Retreat

TeaganRating, 5 stars1 week ago
Janet’s place in Standish was great and we could not have asked for a better host. Apart from the home itself, Janet was very friendly and responsive. She even proactively offered early check in / late check out, extremely unexpected and appreciated! Would absolutely recommend this BNB 10 times out of 10.

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 stars8 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 week 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, 154 reviews

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

WaltRating, 5 stars7 months ago
Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!
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, 156 reviews

The Conscious Cabin

JenRating, 5 stars4 weeks ago
Conscious Cabin is the ultimate place for peace and relaxation like no other. The Very close to local shopping, restaurants, hiking, and scenic views. The kitchen is extremely when stocked with all the amenities you need to cook in. As a coffee lover the coffee bar my favorite. Cassouki is a fantastic host. We will definitely be back.
Guest favorite
A lakefront chalet is framed by lush trees, featuring a spacious deck with seating and a view of the water. A kayak rests on the sandy shore, leading to a clear lake that reflects the surrounding greenery and the home's inviting design.
Cabin in Barnstead
4.95 out of 5 average rating, 226 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

HamzaRating, 5 stars2 weeks ago
Me and my friends we were group of five. We enjoyed our stay at their place. It was amazing view by the lake side. The hot tub and kayaking experience was totally awesome. We will never forget our trip to Hampshire because of this beautiful house.
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, 132 reviews

Bear Cabin

JennRating, 5 stars1 week ago
If I could give 10 stars, I would. First time a place was even better than the photos. Private. Clean. So quiet. Comfortable. Everything we wanted plus ! Felt like we were millions of miles away and a short drive to all attractions. The kayaks, canoe, fire pit and hot tub were used and enjoyed. 3 nights - could’ve stayed way longer ! Don’t hesitate if you’re looking to relax, unwind and enjoy nature. Hands down our new favorite spot and can’t wait to go back ! John and Cassie were very responsive and excellent hosts !
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, 186 reviews

Maine Lakes-Pleasant Mt-Private Trails

DanRating, 5 stars1 month ago
Lovely cabin in a beautiful location. Check in was easy and Jeff is a very responsive host. Highly recommend this spot.
Guest favorite
The spacious main floor features a rustic log cabin design with a central dining table surrounded by black chairs. A well-equipped kitchen showcases wooden cabinets and a large stove, while a cozy seating area is visible in the background, accented by natural light from nearby windows.
Cabin in Wakefield
4.97 out of 5 average rating, 251 reviews

Beautiful Log Cabin on Belleau Lake -2900 sqft!

JonahRating, 5 stars1 week ago
Great place for a group to stay and enjoy the lake!

Quick stats about vacation rentals with a kayak in Kennebunk

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$20,982 GYD 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