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!

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.

A great stay! It is close to the Acadia NP. The place is quiet and clean.

We’ve stayed in a lot of Airbnbs across the country and I’m not exaggerating when I say that Lydia’s place was one of the cleanest and most well-maintained homes that we’ve been in. The property and scenery are breathtaking. The numbers of birds and chipmunks that entertained us while we sat on the back deck was surprising. We ate all of our meals with the exception of lunches at the cabin and had everything we needed to prep and cook our food. This trip was all about relaxing and Lydia’s home was everything we needed.

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!

This was great cozy, cottage. We we were pleasantly surprised! The inside was very nicely decorated and was definitely enough space for my husband and I, and our two dogs. It was so nice to relax enjoy a sunset and make a fire in the fire pit after a long day. We were greeted by the welcome committee (black cat) numerous times. The cottage had everything we needed. My dog really enjoyed swimming in the lake. Thanks so much and we would definitely consider staying here again

What a cool house! Very unassuming from the pictures. It's like a time capsule -- shag carpet, retro wallpaper, vintage fixtures and paneling. Although old, everything was clean upon arrival. I love old things so I enjoyed the aesthetic, although for someone with heavy allergies or sensitivities, the age and moisture may be something to consider. That being said, I have chronic allergies and sinusitis and I would 100% stay here again. The property itself is the focal point and the draw. It's set on a point of the cove where you can hear and see the seals in the distance, and you feel like you're on an island. While we were there, the sun came up at 4:30 every morning and we were out on the back deck at 4:45 with coffee in hand. So peaceful and serene! Use of their kayaks and life vests was an added bonus -- note to self, the islands in the distance are further than they look!! :) The kitchen was well equipped for cooking, and we enjoyed the use of the back grill. Lovely home!

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!

Stephen's place is a gorgeous getaway for a fam. it's literally ON the ocean - with multiple jaw dropping views. Best part was the view from Dining room! clear and crisp communication and great stay. would recommend 10/10.

We loved our stay. Super convenient location to all Acadia NP has to offer. About 10 minutes to get to Bar Harbor. We especially loved the privacy and serenity of the property. If you want to get away to a private place, this is perfect. We also loved having the EV charging. I don't know if we could have visited Acadia without it. Philip was a great host and gave awesome recommendations.

⭐️⭐️⭐️⭐️⭐️ This place was pure serenity. My mother, my children, and I had such a memorable stay surrounded by breathtaking scenery and the peaceful sounds of nature. One of the most special parts was being able to watch marine life right from the shore — something my kids were absolutely fascinated by. It was our first time in Maine, and it was exactly how we imagined it: stunning coastlines, fresh ocean air, and a quiet charm that made us feel instantly at ease. The host was incredibly kind and gave us helpful recommendations for places to visit, which really made our trip even better. I can’t say enough wonderful things about this stay. It was relaxing, beautiful, and gave us memories we’ll cherish forever. Highly recommend to anyone looking for a truly special getaway.

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!

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!

We were immediately charmed by this pristine, cozy cottage by the ocean. The view is incredible and the atmosphere relaxed and inviting. Ashley and her hospitality crew are so friendly and helpful. Felt like we had known them for a while! Very difficult to leave this beautiful place.and hope to return someday.

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.

Deanne’s cottage was very cute and cozy. Deanne was very informative prior to our arrival and available to answer any questions we had. Cottage was clean and had almost everything you would need to cook and clean. My kids loved the bunk room and spiral staircase! Outside had a hammock, swing and fire pit with provided fire wood. The location is quiet and peaceful; barely any noise from the campground next to house. My husband and I loved the third floor bedroom and huge windows looking out to the beautiful Maine night sky. Location was close to hiking trails and cute town of southwest harbor. Don’t overlook this place!!

Highly Recommend this place. It had all of the basic amenities including coffee, pots and pans, cleaning supplies, and foil, cling wrap, and baggies. There was a booklet with all of the area info. They were very helpful with hikes and restaurants. The trail maps to borrow were perfect because you do lose service in the park and driving around. The bathroom shower is small, but it did not bother us. We did not hear any traffic that bothered us. There is access to YouTubeTV. The drive to Bar Harbor is not bad. It is about 30 minutes or so. It was a nice touch that they left a handwritten card along with a bag of chocolate, suntan lotion, and bug spray for when we arrived. We would return to this place.