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

Adi’s Mountain View
This home is fantastic. it is in such a beautiful and serene setting. you get to watch the sunrises over the mountains in the back, and the outdoor shower is so amazing. inside is comfy and the bed was huge! great hosts as well. very attentive and helping.

Canal View|DTWN Bangor|Steps to great Restaurants
If visiting Bangor , again, I would stay at the Phenix

Downtown waterfront Belfast with amazing views.
Absolutely beautiful place to stay! Would love to come back :)

Penthouse Dynamic Water Views
We had a great stay at the Penthouse! It was a perfect launching point for our downeast adventures in Acadia and points beyond. There was a beautiful waterfront view in a charming small town. The space was cozy, clean, modern and very comfortable for our stay. Highly recommend it.

Duck Cove Apartment
Beautiful place! Felt like home away from home. Very clean and has all the essentials you might need for a vacation. Nancy and her husband were very friendly. Highly recommend!

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.

On the water. Walk to Southwest Harbor
Will Definitely Stay Again on Next Trip! What an amazing stay right at a working marina where you have water views on 2 sides and can enjoy watching the inner workings of the life on the many lobster boats leaving every morning and returning at evening. The location was perfect for great restaurants, local shopping, and as a home base for all the hiking destinations. Arcadia Sailing is right there also; our sunset sail was picture perfect. The AirBnB was everything we had read about and hoped for. Parking was great, access convenient, the views of the harbor amazing. As met as a family from NC, TX and OH to cheer my daughter on in the MDI half-marathon. The living area was warm and comfortable, the kitchen well appointed, the bedrooms roomy with great beds and bathroom access. Everything was clean and tidy. Having a washer and dryer was a nice amenity. Molly was available to answer questions and make recommendations. The only negative was that our collective stay was too short!
Waterfront house rentals

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.

4-Season 3BR Waterfront Oasis with Hot Tub
Sydney’s house was perfect for our family! It was clean, with beautiful views on a quiet, private street. The house had plenty of toiletries, we didn’t need to buy any household items while there. The hot tub was clean and perfect for a breezy afternoon looking out at the water. Sydney was a great host, providing tons of recommendations on places to dine and sites to see. Perfect location to visit both the Schoodic Peninsula and Acadia National Park/Bar Harbor! Would love to stay here again.

Sunset Retreat on Brewer Lake
10/10 would recommend Dana’s place! Easy to get to, and absolutely spotless! There is a nice walking trail to the lake to enjoy time by the water. We had a great stay, plenty to do within an hour radius of the Airbnb. As a chicken lover, I adored the flock that roamed the property. They’re very friendly :)

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.

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

Pines and Tides of Maine.
Beautiful place! Can't wait to visit again. Very comfortable and access to nature right in your backyard.

Down East Maine Beach Front Escape Near Bar Harbor
We loved staying at this lake house. The kayaks were an added bonus that my husband and kids enjoyed. One of the neighbors even gave us a boat ride on the pond to the floating slide and the kids had a blast jumping off of it. The boys caught lots of fish right off shore. It was a great place to stay away from the city on our vacation.

Private Oceanfront Home: Hot tub, Games, Fire pit
This house was amazing—hosts really have thought of everything when it comes to guest experience! Kayaking out to the tiny islands in the bay a couple times allowed us to see horseshoe crabs and bald eagles up close. The fire pit was great and the “s’mores station” with supplies in the kitchen upon arrival was so cute and thoughtful. Our three kids loved this place and didn’t want to leave at the end of the week. Our boys especially loved the lower level game room with ping-pong, arcade games, and pop-a-shot. The kids also loved reading on the sofa in the upstairs loft overlooking the kitchen. The kitchen is well stocked and we cooked dinner there a couple times during the week. The hosts gave great local recommendations as well—the craft beer at Fogtown Brewing in Ellsworth (less than 15-min. drive) is excellent, and it is very kid-friendly with a large outdoor eating area and wood-fired pizza. We’d love to return to this house! Mosquitoes are fierce so bring bug repellent.
Waterfront condo 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.

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
ﺩ.ﺇ184 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
- Hero Beach
- Sand Beach
- Three Island Beach
- Lighthouse Beach
- Gilley Beach
- Bear Island Beach
- Pebble Beach
- Narrow Place Beach
- Billys Shore
- Driftwood Beach
- Hunters Beach
- Islesboro Town Beach
- Pobblestone Cove
- Wadsworth Cove Beach
- Sandy Point Beach
- North Point Beach