Waterfront holiday rentals in Winter Harbor

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Winter Harbor

Waterfront apartment rentals

Top guest favourite
Flat in Tremont
5 out of 5 average rating, 34 reviews

Adi’s Mountain View

AndreaRating, 5 starstoday
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!
Guest favourite
Flat in Bangor
4.86 out of 5 average rating, 110 reviews

Canal View|DTWN Bangor|Steps to great Restaurants

KristenRating, 5 stars1 week ago
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!
Guest favourite
Flat in Harrington
5 out of 5 average rating, 9 reviews

Beautiful Waterfront Home Close to Trails & Acadia

HollyRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Ellsworth
4.93 out of 5 average rating, 135 reviews

Union River Retreat Private Apartment

EdwardRating, 5 stars1 week ago
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!
Guest favourite
Flat in Belfast
4.86 out of 5 average rating, 107 reviews

Downtown waterfront Belfast with amazing views.

SusanRating, 5 stars2 days ago
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.
Top guest favourite
Flat in Tremont
5 out of 5 average rating, 170 reviews

Duck Cove Apartment

StevenRating, 5 stars2 days ago
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.
Guest favourite
Flat in Stonington
4.94 out of 5 average rating, 108 reviews

The American Eagle - Inn on the Harbor

LeslieRating, 5 stars1 month ago
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!
Top guest favourite
Flat in Sedgwick
4.91 out of 5 average rating, 238 reviews

Private Apartment at Cabin Cove

RoryRating, 5 stars6 days ago
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

Guest favourite
Home in Gouldsboro
4.9 out of 5 average rating, 29 reviews

Waterfront Coastal Retreat 4BR3BA w/ Private Cove

MichelleRating, 5 stars11 months ago
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.
Guest favourite
Home in Jonesboro
4.93 out of 5 average rating, 134 reviews

The Chandler House with private waterfront.

AprilRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Belfast
4.96 out of 5 average rating, 139 reviews

Cove House

ScottRating, 5 stars2 days ago
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!
Guest favourite
Home in Ellsworth
4.77 out of 5 average rating, 229 reviews

Lakefront, near Bar Harbor, ME

ElianaRating, 5 stars2 weeks ago
Beautiful place! Great view of the lake and quiet location driving distance to Acadia.
Top guest favourite
Home in Hancock
5 out of 5 average rating, 112 reviews

Waterfront Home on Tidal Falls

TaylorRating, 5 stars1 week ago
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.
Top guest favourite
Home in Gouldsboro
5 out of 5 average rating, 25 reviews

Oceanfront Acadia Getaway

LaurenRating, 5 stars1 week ago
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.
Superhost
Home in Milbridge
4.92 out of 5 average rating, 24 reviews

Oceanfront Cottage on Private Island

SeanRating, 5 stars10 months ago
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.
Guest favourite
Home in Gouldsboro
4.92 out of 5 average rating, 62 reviews

Enchanting waterfront home on serene 15 acres

JoeRating, 5 stars3 weeks ago
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

Top guest favourite
Apartment in Belfast
5 out of 5 average rating, 17 reviews

Harbor View Cottage Unit A 2 bedroom downtown

BrandonRating, 5 stars9 months ago
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.
Top guest favourite
Apartment in Tremont
5 out of 5 average rating, 17 reviews

Secluded 2BR with Beach Access! [Carriage House]

KendraRating, 5 stars3 weeks ago
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💖✨️
Apartment in Winter Harbor
4.5 out of 5 average rating, 38 reviews

Harbor Heights

KatonRating, 5 stars8 months ago
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!
Superhost
Apartment in Southwest Harbor
4.91 out of 5 average rating, 91 reviews

Marina side Stern condo

ShannonRating, 5 stars10 months ago
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.
Apartment in Rockport

Samoset Resort Oceanfront Condominium

ArleneRating, 5 stars84 months ago
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!
Top guest favourite
Apartment in Orland
4.99 out of 5 average rating, 68 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

KenRating, 5 stars1 week ago
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.
Superhost
Apartment in Southwest Harbor
4.84 out of 5 average rating, 117 reviews

2BR Condo + Ocean Views in Downtown SW [Seaglass]

TimothyRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Southwest Harbor
5 out of 5 average rating, 13 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

EnkeRating, 5 stars3 weeks ago
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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