Holiday rentals with a kayak in Waldoboro

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.

I love coming to Maine, and this was my first time staying at Rob's place—it was beautiful! Rob was more than accommodating and incredibly hospitable. The home is gorgeous, super clean, cozy, and very private. The game room was such a fun bonus! It was the perfect little getaway. Thank you so much, Rob, for everything! I will definitely be keeping this place in mind for future visits!

My wife and I spent our first year anniversary in this wonderful home. We had a great time enjoying the fall colors and over looking the beautiful pond, especially in the morning as the fog broke. Within 15 minutes there were several grocery shopping options, restaurants, and breweries. Perfect balance of being in a quiet setting but having amenities nearby. Would recommend and hope to go back next autumn!

5 stars! Clean and quiet, great location sandwiched between Rockland and Camden. Very fortunate we could bring our pup with us for the weekend.

We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.

Leslie’s home is exactly that, cozy, spacious, beautiful, peaceful, but above all it feels like a real home. Leslie was welcoming and gracious, she went above and beyond, I would certainly consider her a friend after staying there. I highly recommend this spot!

This Airbnb was the perfect weekend getaway! The peaceful atmosphere, stunning winter views of the lake, and cozy indoor fireplace made it a truly relaxing retreat. The hot tub was a highlight—perfect for unwinding and enjoying the scenery. The kitchen was well-equipped, making it easy to cook meals and enjoy nights in. Everything was clean, comfortable, and exactly as described. The hosts were incredibly responsive and made sure we had everything we needed, which made our stay even more enjoyable. If you’re looking for a quiet escape with beautiful scenery and great amenities, this is the place. Highly recommend!

Wonderful stay in an incredible location. Cute, clean, and cozy cottage with everything you could need to feel at home while tucked away in a magical spot.

Beautiful cabin in quiet and peaceful surroundings. Closes to attractions and multiple small towns with things to see and discover. Michelle and Dan were great hosts, everything we needed was in the cabin! They had a book of area things to do. They answered right away when we texted. I would definitely recommend their place!

The place was beautiful and exactly what we needed! I would definitely recommend staying here.

Amazing place, it was exactly what we needed.

My husband and I stayed here over Veterans Day weekend. The home was super clean and comfortable, with lots of thoughtful touches throughout. We had everything we needed and more. The view of the water was beautiful, and we had a great time taking out the kayaks and watching the waterfowl. It was peaceful and quiet the whole time we were there. The hosts were very responsive and kind. We would definitely stay again!

Loons Rest was the perfect get away spot for our 40th anniversary. We were lucky to enjoy the swimming dock in mid September as the daytime temperatures were in the upper 70's to low 80's. The lake was pristine and was warm enough for swimming still. We enjoyed watching and hearing the loons as well as the eagles and kingfishers. We loved the outdoor fire pit when the evenings turned cool as well as the indoor fireplace which is a work of art! Also the was plenty of well seasoned firewood. Everything about this place is very well thought out. If they don't have it you don't need it! The kitchen was well equipped and we were happy to find that there was everything we needed to prepare pizzas to cook on our solo stove pizza oven that we had brought along! John is a great host and responded quickly to any questions we had. Would highly recommend Loons Rest to anyone who is looking for a peaceful and relaxing spot to vacation.

I had a wonderful 4 night stay at the lake house and couldn't have asked for a better place to spend the little getaway. It is beautifully located on the lake and has this huge window in the living room from which you have an amazing view. The house has everything you need, even washing machine and dryer in the basement. I would 100% recommend this unique place! Christine has been super helpful throughout my stay.

Our second time staying. Beautiful location, close access to the water. Thoughtful features inside. For wintertime stay the driveway was clear and we were able to keep very warm in the cabin, even on the coldest of days!! Tara is a responsive, kind and helpful host. Would definitely visit again!

I would recommend this place to anyone looking for a comfortable place to stay. It was my son’s wedding and I loved being able to come back from the activities to rest and relax . It was very homey.

Terrill and Charlie‘s cabin is lovely! Great communication, the cabin is well equipped (including lots of board games) and super cozy. We had a really relaxing time and might come back in spring :)

I loved this place! Enjoying coffee and meals outside on the deck overlooking the lake and beautiful surroundings of nature. I felt safe there and was a charming neighborhood. I loved that there were boats to use and a dock to watch sunset an autumn harvest moon over lake! Jess was the perfect host and made sure everything was great when I arrived. She was very helpful when I had any questions and I am looking so forward to going back there again! Thank you Jess for sharing this wonderful place!!!

Connor was an AMAZING host! From the very beginning, he was always very responsive, and was consistently available to answer my questions promptly. His cabin on the lake was so cozy, it truly felt like our home away from home. It was beautifully decorated, peaceful, serene, well-stocked with anything that one could need. His recommendations were extensive and were very much appreciated. We were celebrating our 30th wedding anniversary and really loved being able to stay there with friends for a few days before departing for another excursion. It gave us time to celebrate and make some great memories with them - something that we will always treasure! The worst thing about this cabin? - Having to leave it in the rearview mirror! Connor, thanks so much for sharing your beautiful cabin with us. You can count on us to be back in the future! Thank you!

Wonderful place to stay! Beautiful area and fantastic host! We had fun playing at the arcade and walking around the camp groups/lake!

Jennifer is a great responsive host, and our stay exceeded all expectations. The location was secluded and gorgeous with wonderful water views, hiking nearby, and the camp had everything we needed. Highly recommend Jennifer’s spot

The location is magical . Loved waking up and seeing the scenery. The trail was really well maintained given all the snow. We've had a wonderful hike to the pond seeing only nature, not one person on the trail. It was fun stopping and trying to identify all kinds of animal tracks along the path. We are thinking of coming back in the spring or summer. Thank you for muffins Toby and Peter!!!

The cabin was awesome! So cozy and clean with beautiful and peaceful surroundings. Communication was great. Would recommend to anyone!