Family-friendly vacation rentals in Winter Harbor

We couldn’t have asked for a better stay at Latham blueberry farm. Doug and Brenda were incredibly helpful and friendly- they introduced us to the house and farm as soon as we checked in and were always available if needed. The beds were comfy, the kitchenette stocked, and the grounds were gorgeous. Their beautiful 1826 farm house was an authentic experience of staying on a farm- our kids loved feeding the animals (especially Ernie the pig and Moses the horse); picking fresh blueberries; and swimming and paddleboating in the private pond. Our hosts had great recommendations for local outings, and we loved chatting with them and playing with their puppy Jackie. Our family made lifetime memories.

I can't begin to explain how stunning Doug and Brenda's beautiful home and property is. Peaceful and gorgeous woods surrounding the house. We loved spending time with the 2 of them and the animals. I can't wait to come back and do it all over again in the summertime.

The house was so cozy and the hot tub was such a treat after skiing! Definitely had everything we needed and then more. Thank you for allowing us to stay.

Stayed here for a getaway birthday trip with my boyfriend! We had the best time. The hot tub was so fun and the peninsula is absolutely beautiful!! Thank you jack and Erica!

This was our second time staying here, my family and I love the tranquility of this little piece of heaven. Christopher’s home was beautiful, clean and well maintained.

Even though we didn't make it up to the Looney Lodge, Shelly was incredibly helpful and kind through the entire process. Reminds you there are good people still in the world! Will be back in January!

We had an amazing stay here! The loft was spacious and comfortable. The property was gorgeous - we went down to the beach area for a sunrise which was lovely! It was a quick drive to the main area of Lincolnville and to Camden which were both really cute. Lots of great food in the area too - Kate gave some great restaurant recommendations! Would definitely return to this Airbnb if we visit the area again!!

So much heart in this space! Looks exactly like the pictures, super cozy and sweet. Becka was the friendliest and most communicative host with lots of local recommendations. My partner and I loved the farm fresh eggs for breakfast, Cayenne the farm dog, the secret cupola hangout, and the fun hikes to do right from the property! We will definitely be back ♥︎

This was such a delightful, peaceful & beautiful place to stay. Shelby was extremely responsive & helpful. I appreciated that she went the extra mile to alert me to the Aurora Borealis & encourage me to see it from the point. When the power went out b/c of a local car accident, she kept me updated with information about cause & when power was expected to return & provided flashlights & a special battery powered lightbulb to provide light. I couldn't have asked for more!

This was hands down the best place we have ever stayed both on AirBnB and through other platforms. Mark & Kathy were so incredibly kind. The house is private with stunning water views and so clean and comfortable. The home was truly amazing. I can’t say enough about this place and the hosts. Everything was perfect and while we typically go somewhere new every travel, this has us already thinking about coming back just to enjoy it again! It’s close to Acadia though with how busy Acadia is I recommend visiting Schoodic Peninsula and the other preserves in the area. Sunset here was spectacular.

A great stay at this lovely, cozy home—yet again! Already looking forward to returning in July. You’ll find it all here: It’s quiet, with all the amenities you need (and nothing you don’t), the pretty water views, and a location that provides access to good restaurants and the beautiful Acadia National Park.

Natalia’s place was absolutely beautiful- it was a farm stay with a lot of space to explore. There were chicken everywhere and it was just magical. Our pup had a great time

This cabin was a wonderful place to spend the week, and I couldn’t be more happy. The hosts were communicative and friendly; offering great local recommendations. My girlfriend and I would be more than happy to stay here again!

Aaron's place was fantastic for our party of 6 (my partner and me, our kids, her parents). The house was located perfectly on the North end of Mt. Desert Island by Hadley Point Beach (where we were lucky to catch both a meteor shower and the Northern Lights.) While the lower level had a separate entrance, the kids appreciated the additional privacy/area away from adults. The entire house was clean and the beds were very comfortable. All of the amenities (well stocked kitchen, two bathrooms, washer/dryer, patio) were much appreciated. We'd definitely stay again when visiting Acadia.

Great location, easy walk into town. Lovely place. on arrival had an issue with heat but Melanie responded quickly and we were able to rectify the problem quickly. Would definitely stay again. The dog enjoyed also!

My husband and I, and our two pups had a fantastic time in the Carriage House for a week. Part of a breathtaking private/secret compound on the water…with the most incredible private tidal pool. The place is so authentic, which is what we love about staying in ME when we can escape. We were so blessed to find Margaret’s place last minute. Margaret’s mother, Sally, and her husband were in the main Kate’s house. So so sweet they were to us and our girls. A dog paradise. We are foodies. Plenty of good restaurants around - just a few minutes to the adorable village of Stonington. Around the corner is one of the best restaurants in the country - Aragosta. We can’t wait to return…hopefully, in the Fall. A trip we will always remember. Thank you, Margaret & Family.

Three girlfriends and I stayed at Hillside for a week. The setting and location were absolutely beautiful. It was so quiet and peaceful and I loved walking the trail. The house was roomy and comfortable. We highly recommend!!

Bautiful waterfront cottage close to downtown Belfast. We come to Belfast annually and it's always a struggle to find a waterfront cottage that is pet friendly. We chose this location because we don't vacation without our four-legged companion, Benji the Belgium Malinois. The location was great; at low tide we could walk on the beach and Benji could run. It felt very private here despite being on the hotel grounds. it was also nice to be able to use the hotel sauna and pool. The hotel itself is a bit out-dated, but the cottage was furnished in modern style. At night we played board games. We always enjoy a fresh lobster from Young's which was right down the road. We will likely stay here again.