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

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

Luxury 6 bedroom Beach House 50 ft from beach
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.

Gorgeous Waterfront Home with Dock and Beach
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.

Blue Breeze - Private lakefront w/ Hot Tub
Carl and his cohosts were wonderful to work with, quick to respond with any needs. We had a great time this weekend, enjoyed the house and beautiful lake. Hope to return someday and look forward to working with them in the future!

The Lake House
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!

Luxury Lakefront Paradise w/ Private Beach
An absolute gem! Incredible house in a gorgeous location… an ideal retreat!! Enjoyed a 5 day family reunion here and it was perfect…. Could spend time catching up, laughing with each other in common areas or while at other times, each could enjoy time in their own space. So many areas to use together or separately and so much to do on the property, or just a short drive to sights, amenities and shopping. Could easily have stayed longer and this would be fantastic for a couples getaway or a family vacation! Jason and Yvonne were so helpful and easy to communicate with, and we felt right at home from the time we made the booking. Truly a 5 star experience!! Thank you!

Tall Pines Lakeside Cottage
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!

Hot Tub | Lakeside | Private Beach | Sleeps 12
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

“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
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.

20ft from the Water with Mountain View!
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!

True North Cottage*Ocean side of Boat Basin!*
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.

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 :)

Peaceful Lakeside Maine Retreat
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

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.
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!

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.

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views
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.

Bear Cabin
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 !

Maine Lakes-Pleasant Mt-Private Trails
Lovely cabin in a beautiful location. Check in was easy and Jeff is a very responsive host. Highly recommend this spot.

Beautiful Log Cabin on Belleau Lake -2900 sqft!
Let bed the cabin great place for a family vacation. Tons of space for everyone.
Quick stats about holiday rentals with a kayak in Kennebunk
Total rentals
20 properties
Nightly prices starting at
₹8,579 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
- Wells Beach
- Sebago Lake
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Weirs Beach
- Long Beach
- Surfside Beach
- Popham Beach State Park
- Crane Beach
- Long Sands Beach
- Rye North Beach
- Fox Ridge Golf Club
- Bear Brook State Park
- Wentworth by the Sea Country Club
- Brunswick Golf Club
- East End Beach
- Palace Playland
- Purity Spring Resort
- King Pine Ski Area
- The Golf Club of New England
- Bald Peak Colony Club