Holiday rentals with a kayak in Kennebunkport

Stayed at Bethany's place for a long weekend at the end of the season. The location is unbeatable, the house is situated on its own little peninsula in a stunning cove; it feels very private and has amazing views of the water. There's tons of outdoor space and seating, along with several kayaks. The house itself is clean, quiet, and peaceful, although it's definitely small--probably best for one or two people, or a couple with a small child. Access is down an unpaved road but Bethany's very clear instructions made it easy to find, and she was responsive to any questions we had. Harpswell abounds with areas to hike and explore, lots of good places to eat (though you will definitely need a car) and is less than an hour from Portland and only half an hour from Freeport.

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.

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.

This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.

We would definitely go back for another stay. Carl is a wonderful host and was very responsive and helpful. The house is beautiful and is located in such a tranquil and scenic location. We are a family of 6 along with our black lab and everyone fit comfortably. I highly recommend this place for a family get away.

Truly a gem of a rental! The house is adorable and really brought the New England vibe we were hoping for in our visit to this coastal town. A well decorated, well stocked home that's within walking distance to historical Kennebunkport, restaurants, and other activities. Wish we stayed an extra night! Katie was also a gracious host, very responsive and helpful.

My family and I had a serene experience staying here. Although the weather was mostly rainy or cloudy, we loved the lake location and maximized the indoor, outdoor, and nearby activity options. The hosts were so responsive, regardless of the question, and made this a truly delightful visit. This was my parents’ first Airbnb experience and it set the bar higher than I could have imagined! My family and I are already talking about coming back!!

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.

This place was really nice! Its on a beautiful lake with a lot to do! Jessica had plenty of kayaks, canoes, and life vests. The surrounding is beautiful and peaceful. The location is great with plenty of restaurants and shopping nearby. It's also very close to many great hiking areas Mt Washington.

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!

We stayed at the cottage for a little celebratory getaway. Although the weather only partially complied, we were amazed by the beautiful views that surrounded the cottage. We spent some time exploring the area and there are some spectacular little gems hidden throughout and around Windham. Maryellen and Bryan were so sweet and made sure to make this stay feel a little closer to home. Definitely a “don’t miss” property!

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!

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!

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.

We had a wonderful stay here and highly recommend it! The location is great, as it’s close to plenty of restaurants and stores. We were even able to walk to get breakfast and dinner. The space itself was much larger than we expected and very clean. The kitchen had everything we needed and we even had snacks, waters, and coffee left for us! The highlight for my 2 year old was the pirate ship playground. We also loved having access to picnic tables. We got takeout and enjoyed eating outdoors. We did not use the outside grill but that is a great addition and we would have used if we stayed longer. The host was very helpful and accommodating. They offered early check in and check out and gave very clear instructions on how to get in. I would not hesitate to return in the future!

We were looking for a quiet place near the water to relax and unwind. Marina's place was perfect! We enjoyed kayaking, and great views of the lake whether reading on the deck or playing boardgames in the dining room on a rainy day. We'd definitely stay here again.

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!!

We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..

We absolutely loved our stay at Alexa’s cabin. We enjoyed the hot tub, fully stocked kitchen, and truly felt like we could disconnect from the world to connect with those around us. Alexa was a great communicator, provided detailed instructions and local recommendations that were spot on. Don’t hesitate to book this Bridgton escape!

This was the perfect location for my husband and in laws. It was so peaceful. Thank you for a beautiful place to vacation.

This spot was AMAZING, and Eva was such an incredible host. For a large party like mine, all of us felt comfortable, and there was more than enough space where we were not cramped in. The recommendations that Eva provided were accurate and very resourceful. I have reached out to her a few times to ask questions and extend my gratitude for being such an amazing host, and she was by far one of the friendliest hosts I have ever encountered. My family and I were disappointed that we needed to leave, but we will most definitely be coming back again next year!

Lovely cabin in a beautiful location. Check in was easy and Jeff is a very responsive host. Highly recommend this spot.

This is an absolute beautiful place to stay. There is no question, I would 100% stay here again. My family had an amazing time here. Darryl was very easy to communicate with and made the stay very easy. If you’re looking for a clean and quiet place to stay, look no further.

We had a great week in the woods at the Riverbend Cabin. We happened to be there right at the start of a spring thaw and the river and yard went from snow-covered to completely unfrozen in two days, so we got to see it change dramatically. Our dogs absolutely loved running around the property and going in the water. The bedrooms were cozy for myself and my teens. We had everything we needed to cook, watch movies, play games and relax on our spring break. Although there wasn't very much to do in town itself, we were happy to wander a few days. We found an Escape Room in South Portland, had a great dinner and went to a show in Portland one night, and highly recommend Hiking with Goats in Gray, ME. Overall, it was just what we needed for an escape from work and school for the week. We would definitely stay again!