
Waterfront holiday rentals in Winter Harbor
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Top-rated waterfront rentals in Winter Harbor
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Popular amenities for waterfront rentals in Winter Harbor
Waterfront apartment rentals

Adi’s Mountain View
The most beautiful Airbnb we’ve stayed at! Cozy, quaint, and peaceful, perfect for a relaxing getaway. We especially loved our quiet mornings on the deck and the refreshing outdoor shower. The hosts were warm, accommodating, and lovely to communicate with. The location was ideal, and we’d absolutely love to come back!

Canal View|DTWN Bangor|Steps to great Restaurants
Fantastic! Highly recommend this wonderful place. Right in the heart of downtown with plenty to do and see. Loved the modern touch on old charm!

Beautiful Waterfront Home Close to Trails & Acadia
The experience left nothing to be desired as we were looking for a remote spot and a place comfortable and spacious enough to stay inside during bad weather and Jeff’s place checked the boxes. We were the only ones in the 2 unit home. The view is very pretty and the wildlife is plentiful. The access to the water is down a dirt embankment which leads to mud flats at low tide. Beware of the tides if you can get the kayaks down there.

Union River Retreat Private Apartment
This place was great and very clean. This is an Airbnb that beats a hotel every time. Close to Acadia, and has river access. Very nice place, and I definitely recommend staying here. Everything was high quality from the furniture to the silverware. Thanks again!

Downtown waterfront Belfast with amazing views.
We had a lovely stay at the Downtown Harbor apartment in the middle of June. The view is beautiful and the apartment is attractive, clean, and comfortably furnished. Larry and Sharon were extremely accommodating and really cared about our experience. Highly recommended to singles and couples visiting this part of the Maine coast.

Duck Cove Apartment
The apartment was immaculate, and perfect for two people. It was well stocked with dishes, paper products, and towels. The surroundings were beautiful and peaceful. Nancy and her husband were very friendly and gave excellent suggestions for local restaurants. It would have been nice to have access to a gas grill. We really enjoyed our stay, and would be happy to return in the future.

The American Eagle - Inn on the Harbor
So peaceful but off season. So not sure how it would be with lots of traffic and people. But the private deck and entrance was wonderful. The water view couldn’t have been more up close and personal with the beautiful harbor. The place was clean and cozy. Perfect lighting. Didn’t watch tv once. A convenient common room for extra supplies or a cup of coffee. Staff was very friendly when we were checking out. No front desk attendant and none needed. They answer messages quickly!

Private Apartment at Cabin Cove
A lovely, clean, cozy option that’s convenient to LDI, Brooklin, etc. Nancy is a wonderful host, and the place is quiet and peaceful.
Waterfront house rentals

Waterfront Coastal Retreat 4BR3BA w/ Private Cove
We enjoyed our stay at Ashleys's home. It is a beautiful, peaceful and lovely location, with great proximity to Acadia National Park, Winter Harbor and the Schoodic Institute. Our family enjoyed watching the lobster boats in the morning and noodling around the peninsula. It was a very comfortable space, with a well stocked kitchen and dining area.

The Chandler House with private waterfront.
The property was serene and relaxing. It was a much needed space to spend time with nature. The house was adorable. Linens were clean, blankets were cozy, temp works in the house. We plan to book again whenever we are back in the area.

Cove House
The house on the tidal river was perfect! My wife loved the extra suite as a get away for reading and watching the wildlife on the river. Easy to get to town by taking the walkway bridge too! Kathy was a great host!

Lakefront, near Bar Harbor, ME
Beautiful place! Great view of the lake and quiet location driving distance to Acadia.

Waterfront Home on Tidal Falls
As soon as we pulled up to the house, we could immediately see why Sue’s place is so well-reviewed. The surroundings are both peaceful and stunning - we saw a deer in the back yard when we arrived, saw an otter playing in the water on our last night, and spotted many other birds out the back in between! I have never stayed at a more well-stocked Airbnb. We love to cook when we travel, and every time I looked for a gadget or kitchen item, I easily found it. Any time I couldn’t find something, I knew that it had to be there and that I was just looking in the wrong spot, and that was always the case. Although it is a bit of a haul from some of the popular spots on Mt. Desert Island, the setting and privacy was well worth the drive. There is also plenty to do nearby, including Tidal Falls Preserve just down the road! We were so sad to leave at the end of our stay and hope we have the chance to stay here again in the future.

Oceanfront Acadia Getaway
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.

Oceanfront Cottage on Private Island
Great private spot. Off the beaten path. Could be further from Bar Harbor than some might prefer. Very clean, scenery was great and we paddle boarded and kayaked as we had direct access to the water. We really enjoyed our stay and Chad was super responsive and very helpful.

Enchanting waterfront home on serene 15 acres
Beautiful place with everything you need for a low key getaway. Not a bad drive to Bar Harbor and Acadia but with better peace and quiet in the mornings and evenings! Definitely would recommend
Waterfront apartment rentals

Harbor View Cottage Unit A 2 bedroom downtown
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.

Secluded 2BR with Beach Access! [Carriage House]
Patrick's place was exactly as described. We'll appointed. It was in a private and serene location. Views of the ocean from the deck and windows facing the ocean were spectacular! Patrick was extremely responsive from booking through departure. Would definitely recommend this location to anyone not wanting the hustle and bustle of the Bar Harbor area. Utterly enjoyed our stay💖✨️

Harbor Heights
Great home in a great location. Very spacious and clean and Corey was very responsive. We had 0 problems with there being a restaurant down stairs. Beautiful views of the bay and a near by field where we watched little kittens playing with each other! It was adorable. We slept great and felt right at home!

Marina side Stern condo
The photos don't do this place justice. It was spacious and squeaky clean. Beautiful views of the water. For a busy marina it was pretty quiet. During the day there would be people just outside the unit talking but nothing disruptive. Great price for a beautiful place. Only about a 25min drive to Bar Harbor. We would definitely stay here again.

Samoset Resort Oceanfront Condominium
This place is absolutely amazing. It was larger than expected. It looked smaller in the pictures. Everything in the apartment was squeaky clean and we had every single thing we needed, from pots and pans to board games. Great ocean view from the porch, the living room and from one of the bedrooms. I loved seeing the boats pass by. So peaceful! I stayed there with my elderly mom, my teenage daughter and her friend for 4 days. There was so much to do! We enjoyed both the outdoor and the indoor pool. The kids took advantage of the Health Club by playing ping pong, badminton and going to the video game room. They also spent several hours playing chess in a very nice room near the lounge area that had a gorgeous ocean view. We had dinner at the Italian restaurant in the resort and were impressed by the amazing view. Great service. We also enjoyed the long walk to the lighthouse right next to the resort, and loved going to Camden, such a charming little town, 10 minutes away. The hostess, Laurie, was very accommodating, super nice, and communicated with me frequently, making sure I had all the answers I needed. I would definitely go back there! Glad to have made such wonderful memories! We didn't want to leave!

Toddy Haven: A Lakeside Condo Near Acadia.
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.

2BR Condo + Ocean Views in Downtown SW [Seaglass]
Great location and clean. As noted in the description, the walls are thin, but we had no issues. The internet connection is spotty, in case you are planning to do some remote work, but we weren't, and had a great time.

Best views on MDI 2 bdrm 2 bth condo waterfront
We had a wonderful stay in Ted's place. It has amazing views and the unit is well stocked with all necessities. Highly recommended!
Quick stats about waterfront rentals in Winter Harbor
Total rentals
30 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Acadia National Park
- Northeast Harbour Golf Club
- Kebo Valley Golf Club
- Spragues Beach
- Three Island Beach
- Hero Beach
- Sand Beach
- Lighthouse Beach
- Narrow Place Beach
- Pebble Beach
- Bear Island Beach
- Gilley Beach
- Driftwood Beach
- North Point Beach
- Wadsworth Cove Beach
- Hunters Beach
- Islesboro Town Beach
- Sandy Point Beach
- Billys Shore
- Pobblestone Cove
- Great Beach