Kid-friendly holiday rentals in Messalonskee Lake

Maine in the winter is very beautiful. It is quiet but it allows you the time and space to experience nature in a special way. The two walks close by are, Osborne Finch Preserve and Peter's Pond, are great. We loved the space in the house. We were there with another couple but an extended family would have plenty of room to spread out. The kitchen had everything you needed for cooking some lovely meals. Books and games were plentiful. And the great room was perfect for exercising. A special house in a special place.

We had such a good time! Lots of space, kid friendly, well equipped kitchen, beautiful location by the water. Host communication was great. Hope to stay again sometime!

Had a great stay! Donald was a great host and the house was very clean. Perfect location for any activity in the area. I was a little worried that it might be noisy because the house is on a somewhat busy street, but I didn't hear a thing! It was surprisingly quiet. Couldn't recommend this place more when you are in Maine. I look forward to staying again when I'm back in town!

I was looking for a small, waterfront place to stay with my dog to decompress and unplug. OakLeaf exceeded my expectations and was perfect. Sunrises and sunsets overlooking the river and sitting by a fire were spectacular and I stayed an extra night. Bill, his wife, and their dog Shadow were gracious hosts and knowledgeable about the area. I will be returning!

Second stay at the farm house. Two weeks this time. We just love it here. Plenty of space yet cozy, everything you need, lovely outdoors space. We enjooed watching the chickens, dicks and horse next door. I wish we could stay for months. Thank you, Amy and family!

The hosts were very prompt in communicating. The thoughtfulness they have put into furnishing the property is amazing. It has a very vintage nautical feeling to it. The house is extremely well appointed. We didn’t have any problems at all. The surroundings are off the beaten path which we especially appreciated. It’s a short 10 minute drive to Damariscotta Downtown. I would highly recommend this property.

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!!!!

Beautiful spot! Far enough from everything to feel private and peaceful but not so far that it's inconvenient. Nice and clean. Would stay here again.

You know it’s a lovely space when we come multiple years to stay! Amy is the nicest- a fantastic host with great recommendations for the area. The apartment is clean and spacious and full of rustic charm. Our kids adored the ducks they have on the property and the yard is wonderfully inviting! Can’t wait to come back next year 😃

This apartment was spacious, quiet and comfortable. Perfect for two couples.

My family and I had another great stay at Kathleen’s. We arrived and were so grateful for a clean and comfortable stay. We cooked lobster and were so happy to see that Kathleen’s kitchen had everything we needed. Excited to go back a third time!

Cute place to stay when we needed to crash somewhat close to the ski mountain. The only hard part was finding the apartment door since the apartment is over a bar, but once we did everything was great!

Awesome place, beautiful apartment, beautiful lake with a great restaurant below u

We came here off season and it was beautiful. The place was clean, spacious, and warm- even on a brisk Maine evening. Downtown Damariscotta is lovely at this time of year- they were getting the town ready for Christmas. Great restaurants as well. Would definitely return.

Flexible check in, responsive host, clean and comfortable

Pamela’s Airbnb was very clean and we absolutely loved the mid century/retro decor! The place was easy to find and up one street from all the restaurants and shops down by the river. The beds were very comfortable, there was plenty of options to choose from on TV, the kitchen was well stocked with all the essentials. This place really was a hidden gem and I would 100 percent book again!

Great place. Hosts were super accommodating pre-stay, and were there to help and explain things upon arrival. Cabin was very clean, comfortable, and well supplied with everything needed. Right on water with great views off back deck. Would definitely rent again.

This is the second time that we stayed at Allen's place, and we have already booked a stay for 2025. The condo is clean, tastefully decorated, and equipped with everything we needed for our stay. It is located in a great location to explore the coast, head north one day, and south the next, etc. It is quiet and secure and Allen and Cheryl are quick to answer questions. I can't recommend their place highly enough!!

Rob's apartment in Wiscasset was a perfect spot during our weeklong stay in Maine! The apartment is cosy, and Wiscasset is perfectly situated to allow you to explore the coast of Maine. Rob is a fantastic host, as well: communication was so speedy and always helpful.

Great location, good communication, clean, easy check in. Perfect for what we needed.

Great place for the price and has a great view of the water.

Great place to stay while visiting my son at Colby College. Less than 10 minutes from campus. Clean, quiet, with all the necessities. Be sure to go to Shelby's Deli for lunch! The only reason not to write an amazing review is I want to be able to book it again when I visit haha!