Holiday rentals with a kayak in Windham

We had a great week at the cabin! The view is amazing and it was so relaxing. Courtney was very responsive and attentive. Highly recommend for a cozy getaway in a beautiful setting.

Such a beautiful and peaceful place!! my kids didn’t want to leave! Lovely cottage feel with a beautiful view to the lake. We had such a great time taking the kayaks and paddleboard out on the water and enjoying our coffee overlooking the water from the sunroom,. Thank you for the great family memories!

Our stay at Jordan’s beautiful place was wonderful. The house is exactly as pictured. The one addition is that along with the kayaks, there are also two paddle boards and a couple of pool noodles. We enjoyed everything from the spacious rooms to the fire pit outside (for s’mores) to the cozy indoor gar fireplace. We had a few questions and a concern during our stay and Jordan was very responsive and hospitable. He even came by to ensure everything was ok. Lastly, the neighbors are incredibly friendly and the neighborhood/lake is quiet and peaceful. Plus it’s about 45 minutes to Freeport (for great shopping) and Portland (for delicious meals). Whether you’re looking for a quick getaway or a longer stay, Jordan’s place is perfect for both couples and families.

We had a great stay at Julie’s beautiful home. Her home was even nicer than the pictures. Great kitchen with everything you could possibly need. Open layout so we can all converse no matter what we were doing. Beds were comfortable. But the outside stole the show. The upper deck was spacious and had great views. The hot tub was just what we needed. Then you walk down to the dock and there is enough space for everyone to lay out. Lots of kayaks and paddle boat. Had fun exploring and fishing the lake. Perfect home for families to come together and catch up!! Oh, and the lower level was perfect with ping pong, foosball and tv for late night fun!! Would recommend to anyone wanting to be in the lake region of NH.

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 loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!

The time that I spent at Julie’s camp was amazing! It was even better than described! Julie thought of everything from sharing restaurants and things to do; an awesome multi-device charging station; and even a welcome snack basket and bottle of wine. My pup, Gracie, had a great time as well scouting all the waterfowl on the lake and just having some good country fun. I hope to get back to Julie’s amazing camp at the end of the summer. It’s a real gem as is the host, Julie.

We loved this home! It was apparent that the house had been updated indoors with a fresh look, refreshed paint, new floors, new appliances . The outdoor canoes, paddle boats, paddle boards were enjoyed by all. If I could rate this location with a 10, I would. Kudos to this location and to Patricia as a host for an immensely enjoyable experience. This is a definite return location!

we had the most peaceful and relaxing time. The cottage was adorable, clean and had everything you needed. The beds are so comfortable we have never slept so good away from home. the views of the lake are gorgeous 😍 we will be back for sure. The host was amazing as well giving recommendations of whats in the area and a sweet welcome basket.

Loved our stay at this peaceful lake. The house is perfect- cozy and has everything you need. We loved paddleboarding and the access to cute downtown North Conway is ideal!

A Perfect Waterfront Escape – 5 Stars My wife and I had an unforgettable stay at RK North Waterfront Cottage. From the moment we arrived, we were welcomed by breathtaking views, fresh coastal air, and a sense of peaceful seclusion that made this trip truly special. The cottage itself was spotless, beautifully maintained, and tastefully decorated with cozy touches that made it feel like a true home away from home. We especially loved the spacious deck overlooking the water — perfect for morning coffee or evening wine while watching the sunset. The hosts were thoughtful and responsive, ensuring we had everything we needed without ever being intrusive. Whether it was relaxing by the fire pit, walking along the shore, or just enjoying the tranquility of the surroundings, every moment felt effortless and restorative. If you’re looking for a quiet getaway with charm, comfort, and stunning waterfront views, this is the place. We’re already planning our next visit. — Eric & Juliet DiNoto

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 :)

Tiny but beautiful cottage with walls of windows in the living room and bedroom overlooking the salt marsh. It was like staying on a boat! Great kitchen, comfortable bed and cozy fireplace. Beautiful in the winter.

My wife and I wanted to have a lakeside getaway to kick off the summer! The weather was a bit colder than we had hoped, so we ended up enjoying the cottage to its fullest, which was a much needed and relaxing stay with everything we needed right there. It was very cozy and the lakeside view was wonderful, especially in the mornings. The owner was also very responsive to messages, making the experience seamless. We hope to visit again!

Helen was actually wonderful. She returned calls and everything. It was a great place to stay beautiful and hope to stay there again someday.

This riverside retreat was the perfect weekend getaway! It was so peaceful and we felt right at home. It was a bit cozier than the pictures made it seem but it was perfect for two of us and a big dog. Everything was clean and it was easy to find things such as extra towels and plates. It was raining almost the whole weekend but there was still so much for us to do between games, the game shed, and the screened in portion of the shed where we could sit, watch the river, and listen to the rain. We hope to go back again someday!

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..

This was my second time staying at Terrill’s place and it was just as lovely as I remembered! It’s such a peaceful place, surrounded by natural beauty, to relax and unwind. I’ll definitely be back again!

What an amazing hosts! When i check in they both came and visited and gave me a grand tour of things of the place. Showed where the lake was to kayak, recommended places to eat, and visited. Michael was quick to respond making sure i was doing great. I would totally go back and rent their place again! Thank you so much!

Beautiful place. Lovely decorated. I would say that it is probably a little expensive for staying there in the winter/ fall time. Only one of us could sit on the couch at a time due to its location by the tv. The shower is really small and there is no room for toiletries in the bathroom at all. There is a rack but I had to keep all my bathroom stuff in bags the entire time because it is just lacking in space. I would think The price is worth it if you’re staying there in the summer and get to use the lake.

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.

Wonderful Stay in a Great Location! Zak and Emily’s house was exactly as described. It has a fully equipped kitchen, a grill, and a fire pit outside, making it perfect for relaxing evenings. The house is stocked with towels and other essentials, so we had everything we needed. There’s also a ping pong table, which was a lot of fun, and a great collection of movies for entertainment. Check-in was super easy, and the house is conveniently located across from Crystal Lake, offering a peaceful and scenic setting. Communication with Zak and Emily was excellent—they responded quickly and were very accommodating. Overall, it was a fantastic experience, and I would highly recommend staying here for a peaceful getaway. Thanks again, Zak and Emily!

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!

When you are out exploring a new area, the perfect way to end each day is in a cozy, relaxing secluded cabin in the woods, and this is just what Destie and George provide at The Little River Retreat. Their cabin, with its wide, inviting front porch with a sunrise view of mist over the pond, is just the place for morning coffee. They have thought of everything in terms of stocking the cabin, including rainy day and evening entertainment for all ages. I definitely overpacked as so much was provided by them! It is so nice to go to a place where you can take a step back from daily life and it's stresses, and just relax. Thank you for 6 wonderful days.