Kid-friendly holiday rentals in Winter Harbor

We were looking for a peaceful place to stay for a few days on the Maine Coast this fall. This home was perfect. We were very comfortable from the minute we arrived. We especially enjoyed the deer and turkeys in the back yard every day. If you are looking for a peaceful place to stay near a working harbor and a short drive to the Schoodic area of Acadia this is a near perfect home.

Mandy was friendly and responsive from the time I expressed interest in the property through checkout. The house and property are spacious and the views of the water are spectacular. The kitchen is well appointed, plenty of room for our family if 5 to spread out, and steam shower was a true bonus upgrade.

John's place is absolutely beautiful and homey! The house has been totally renovated in the winter of 2025 and is very lovely, classy, on-trend in ways that make this seaside cottage feel so refreshed, current and relatable. And that's just the INSIDES! The deck overhanging the rocks to the shore is THE perfect place to hang out: start your day here with a mug of hot coffee. Have lunch and cocktails in the afternoon/evening while viewing the unspoiled, gorgeous bay. Nature and serenity are what this place is ALL about! Enjoy the total peace, privacy and happiness this home provides. It's a true gem!

My family and I had a lovely stay at Dean’s place. It’s just as depicted in the photos with gorgeous ocean views inside and outside. Our two boys had a great time wandering the shoreline hunting for treasure and exploring Acadia daily. We enjoyed our coffee on the deck & even saw a bald eagle one morning! We’d love to return when the boys are older and make use of the kayaks!

Loved the home and surroundings. Very comfortable and a good value. Home was set back from the road for privacy. Very nice updated kitchen. Lovely large back yard and deck.

We were struck by the beauty of the place from our first step into the Boat House! It was beautiful inside and out! We soaked in all the beauty by stargazing at night in the adirondack chairs, and catching the sunrise each morning! We loved the sound of the water lapping against the rocks, and the distant sounds of the lobster boats heading out to sea! We loved how close it was to the Schoodic Peninsula for hiking, biking, and enjoying the crashing waves at Schoodic Point, and it was a beautiful scenic drive to get to Acadia National Park on the Bar Harbor side! It is also so close to the hiking up by Donnell Pond. We couldn't get enough of the place and will surely be back!

We stayed at this genuine downeast Maine cottage for three nights! This was the perfect place to enjoy Schoodic Peninsula and points further north. We enjoyed being away from the crowds and found much beauty in the surrounding area. The house is full of character & charm. Bill & his family were very welcoming & kind, and we loved eating at their ice cream shop next door every day! We traveled with two young kids who both loved this house & the experience that came with it.

Very nice stay, we loved exploring Acadia and the surrounding area. Sarah was very helpful and responded quickly.

We had a great stay! The unit was very clean and well-stocked. The location is quiet and peaceful, and it's a very short drive to both Bar Harbor and Acadia State Park. Allison is a very responsive communicator and she was very helpful with local tips. We plan to return in the future!

Pam's place was wonderful spot for our trips back and forth to Acadia. Away from the crowds of Bar Harbor and only a short drive. The place is cute, quaint and well stocked. Very pleasant stay!

Terrific space and what a beautiful setting. A destination stay for sure!

Nice place on the “quiet side”.

Julie’s listing was a wonderful place for us to relax after a day at Acadia national park or Bar Harbor. It was spotless and had everything we needed.

Incredible, we really enjoyed staying at the sunrise deck, so incredibly home feeling and sweet for me and my wife’s honeymoon. We loved the extra care Lise took to bring gluten free snacks for my wife it was so sweet and thoughtful. We strongly recommend coming to stay here for Acadia or even the surrounding towns as well! Thank you Lise!

This is a great find! Very good value for Bar Harbor and super close to Acadia Park entrance and town of Bar Harbor. Plenty of room for us with all amenities you would need. Very, very clean and private. Friendly hosts and a really nice environment around the house with trees, flowers, and birds as well as the chickens and ducks which are fun to watch. Can't recommend this enough. We hope to be back.

We enjoyed Eric's condo. Recent construction, super clean, responsive host. Great quiet location a slightly away from the busy heart of town, yet a short walk to everything. Appreciated that they don't give you a giant list of checkout instructions to complete. We would stay there again.

Love this Condo. Superb location in Blue Hill Village, easily walkable to everything downtown. Modern and updated making it very comfortable. Well equipped with cleaning/cooking supplies so you can "live normally". The hosts are super responsive and helpful as well. Highly recommended.

We were very happy start to finish. The location was just so unique and incredible. Right on a working marina, but very quiet. Plenty to see and do nearby. Walk across the pier and buy live lobsters. Christie was extremely helpful and quick to respond when asked. Condo was very well done with plenty of touches to make it homey. A good value! If we come back to Maine, we’ll call her first.

The Owl’s Nest is a great place to stay and explore the coast in Maine. We stayed for a whole week and had a blast each day. Acadia is about an hour and half drive away and there are a bunch of trails to do much closer by as well. JoDee and her family are gracious hosts and were extremely helpful and attentive to all we needed during our stay. I even used this place as a jumping off point to go to Baxter State Park one morning. The bnb itself is exactly as described, and served all our (two people) purposes exceptionally well. Would definitely recommend staying here to other folks and wouldn’t mind returning again.

My family and I were very excited about visiting Acadia National Park. This location is close to the park (about 10-15 min driving). We stay in the large room for six people. The place is good for a group who can sleep closely (our kids slept next to each other in the two beds and the couch), also keep in mind there is only one restroom. Having a kitchen to cook our meals is always a plus. The common areas are very good. We used the hot tub, the fireplace and the grill. Everything was great! Arthur is an excellent remote host, quickly answering all our questions. I recommend this place for families willing to visit Acadia.

Brian’s place was very clean and walking distance to everything in downtown Bar Harbor. Note to guests: apartment is on the second floor up a fairly steep flight of steps.

We rented both the Toddy House and Rocky House for a week for our family of 12. The houses were as described and in pristine condition. We loved the fact that they were close together, so the late night group could stay up socializing, while the children could be put to bed without distraction. The Toddy House had a pool table which provided lots of late night entertainment. It also had a large open common area to accommodate our group, and we spent a lot of time on the screened porches. We really liked the access to the water with the dock, the canoes and kayaks, and the super cool fire ring. We are the type of family that asks a lot of questions, and Mark was quick to answer and take care of any questions or issues we had. We spent a great deal of time at Acadia, and while the drive was about 45 minutes to get there, it was not a problem at all. We would definitely return to 3Havens if we decided to take another vacation in this area. Mark and Laurie were excellent hosts.

Stayed for 4 nights with 4 adults. Tim's place was bigger than expected; it never felt like tight quarters. The rooms were spic and span, kitchen had everything you'd need to cook a meal. Location was great: having been here before I prefer this side of MDI anyways. Plenty of parking and easy access to Island Explorer as well. Great host: will definitely recommend!

What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.