Cottage holiday rentals in Winter Harbor

This house has a beautiful view of the lake!! The complementary water activity’s are worth booking!! We enjoyed our stay and will come back!! Make sure to walk out on the dock at night and look at the stars!!

Our stay at the Great Pond Airbnb was incredible! The house was beautiful, cozy, and fully stocked with all the amenities we needed. We especially loved the paddle boat—it was magical to take it out on the lake early in the morning and watch the sunrise. Truly a dream! Finding the place initially was a bit tricky (we missed some details in the instructions), and cell service in the area is spotty, so definitely screenshot directions beforehand. Once settled, though, it was perfect. Being just over an hour from Acadia National Park was a huge bonus! We had a blast hiking, especially on Precipice Trail (challenging but amazing!) and Beehive Trail for a slightly easier, but still fun option. This spot offered the perfect mix of relaxation and adventure. Highly recommend it if you're looking for a peaceful, nature-filled getaway!

We stayed here our last night while visiting Acadia. Super cute little cabin! We loved that they had a common space in the main house that was full of supplies and very welcoming. Would stay here again!

Awesome spot located between all of the mt. Desert island/acadia national park stuff and the Ellsworth stores and convenience. Well kept cute line of cabins. Felt private even next to other cabins. Very pleasant experience!

It’s a lovely cabin, the hot tub is a plus. It’s also fairly private since it’s last cabin of the property.

We had a great two nights here and enjoyed the hot soak and the sauna. It was near many amenities and also felt very removed. Matt’s was attentive without being intrusive, making sure our stay was perfect and the escape we hoped it would be.

Adorable cottage, newly renovated. Perfect for two with an open space loft for one more. Kitchen is well stocked right down to the coffee. A good location if visiting Fort Knox, Mt. Barrie and not too far from Bar Harbor if that is on your list. Great stay, highly recommend. Beautiful view and private.

great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.

We really enjoyed our stay at Eddie’s house. It was so clean and inviting. The house has so much character. The view of the lake was great. We would definitely book again.

Absolutely loved our stay here! If you're someone who enjoys being close to nature and traveling with your dog, this place is perfect. The surroundings are peaceful and green. Fabiola was super friendly and made everything easy from check-in to check-out. The house rules were clear and straightforward, which made the whole experience stress-free. We felt really welcomed and comfortable the entire time. All in all, a great stay—we’d definitely come back!

Probably the most amazing vacation rental setting we're ever experienced. This place sits in a nature preserve on 2.5 acres of beautiful Maine coastline. Going to bed and waking up with seals and wave noise, watching Bald Eagle fishing... Just like living a Discovery Channel dream. North of the property is the preserve, 300' South is your first neighbor. Craig/Kadedra were super responsive, extremely nice and helpful. The house is a 70' blast from the past, well maintained and has all the pluses (dishwasher, washing machine, good internet). We will be back!

We liked the privacy and seclusion of the house, as well as, having good wifi and space for our dog. The windows around the house let in so much light and we could see wild turkeys in the field one night. The house is close enough to what Acadia, Ellsworth, and Bar Harbor has to offer, but is away from the congestion. Having a washer/ dryer is a plus. We had a great stay of 5 days.

Cute little cabin in the woods!! Super clean, check in was very easy. Nichole was very easy to communicate with. The cabin was perfect for a quick weekend. We would definitely stay again!

I had a wonderful stay here! The inside is clean and cozy! Plus we enjoyed being able to cook over the fire and hang out by the lake. The location is private and peaceful. 35 minutes to the entrance of Acadia but depending on what part of the park you are headed to it can be up to an hour drive. I would stay again!

We had an amazing stay at Jason’s place despite a (mostly) rainy Memorial Day weekend! We still found plenty to do including inside the Airbnb, outside at the pond, and locally at all of the great restaurants/breweries/nature around. We also made it out to Acadia two of our days. I will say, the trip took longer than advertised (about an hour to get to the edge of the park), but was a pleasant enough ride. We also had our two dogs staying with us and we all felt right at home! Jason was a very responsive and helpful host as well - you can’t go wrong with this peaceful retreat on the pond!

Such an absolutely magical place to stay! My pup and I stayed for a month while I worked and played. Gorgeous views of the Beech Hill Pond and close enough to various towns for hiking, sightseeing and enjoying local food. Spent time on Deer Isle, MDI at Bar Harbour & Acadia, and even made the trek to Lubec. if you want to experience a wee bit of winter and early spring, mid to late March into April was the perfect time. We had a few inches of snow fall within the first few days of the trip. Don't hesitate to book this cottage!

Jane and her cottage were spectacular. We were looking for a place to unwind and decompress, and this was all that plus the bonuses of a luxuriously appointed, thoughtfully decorated and absolutely spotless home, with an unparalleled view of the ocean in its ever-changing moods, shimmering sunsets and moonrises, cavorting seagulls and flocks of geese, and a soundtrack of waves, songbirds and gull calls. We felt welcomed like houseguests at a good friend's home who had just stepped out for a little bit. We forgot to look for the fabled map drawer (mentioned by another reviewer) but were intrigued by the many books on the shelves by Maine authors, and short stories that we read aloud to each other. One of us walked the 4.5 mile loop trail, rugged but well worth the effort, if one is up to it, for the wild coast and ancient forests. We both sat on the chairs at ocean's edge to drink it all in. This was the very best B&B we've ever stayed at. Kudos to Jane for making her home available!

My mother and I loved our stay at Tugwassa. When we weren’t exploring the nearby area, we spent our time looking out at the pond, enjoying the fire, and reading Mrs. Osborne’s poems! The cottage is beautifully decorated with a well-equipped kitchen. I loved taking the time to appreciate all the artwork and ornaments. Anne is very welcoming and hospitable - she has many great local recommendations and is nearby if you need any help. I’m looking forward to coming back again!

The cottage was an awesome stay. Beautiful views of the water from the front porch/fire pit area, super clean and useable space. Luis is a helpful and responsive host, with clear instructions to find and access the cottage. Thanks much!

This is an absolute gem of a place on the quiet side of Acadia on the Schoodic Peninsula. Fantastic view of the harbor where you can watch the fishing boats coming and go. Extremely well appointed cabin with all of the essentials. Nice quilts, fluffy towels and lots of nice large mugs. Walk next door to a fabulous seafood restaurant. Couldn't ask for a better location.

Absolutely loved my stay here! If you’re looking for somewhere very rural, quiet and secluded, this is a perfect place. It’s fit for one or two people, it was so incredibly cute and whimsical, definitely the best place I’ve ever stayed!

This was my second time at Mark's place and I can't wait to go back. The cabin is just perfect and I love everything about the island and the lovely community there. Islesford is the perfect getaway to recharge and reset.

After days of hiking and exploring in Acadia, the cottage was a quiet, cozy place to spend our evenings. It had everything we needed, was in a quiet, peaceful location, and had lots of recommendations for restaurants and area attractions in the welcome binder and guestbook. Audrey and Scott were responsive and kind hosts. Thanks so much!

Really enjoyed this cottage in Blue Hill. The owner was incredibly responsive when our plans changed so we arrived a day early, and we really appreciated his flexibility. The cottage is very peaceful and we never heard any outside noises at all. My son really liked looking for the pigs in the morning. The beds were very comfortable, and we had everything we needed. The bedrooms do not technically have doors, but they’re so far apart that this was not an issue at all - they are separated by two floors.