
Holiday houses in Winter Harbor
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Top-rated holiday rentals in Winter Harbor
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Winter Harbor holiday rentals
Other great holiday rentals in Winter Harbor
Top Guest favourite

Apartment in Bar Harbor
4.94 out of 5 average rating, 31 reviewsTrailside Cottage
AdamRating, 5 stars4 days ago
Had a great time at Connor’s place! Location is key with this rental as you are a few minutes bike ride into downtown Bar Harbor and also a few minutes drive/bike to Acadia National Park. I was able to bike from the house up Cadillac Mountain and back before my kids woke up that is how close this listing is the the National Park. Everything was as pictured and my family really enjoyed grabbing lobsters at Parson’s down the street and steaming them at the house. We had a great time biking into Bar Harbor to enjoy the town and also did many miles on the carriage roads with the family. Overall great experience and I would recommend this location/home to anyone wanting to be close to downtown and Acadia.
Guest favourite

Guest suite in Steuben
5 out of 5 average rating, 47 reviewsGlamping Log-Cabin: Coastal Maine /year-round
ManasiRating, 5 stars3 weeks ago
We had a great stay at this cabin. Suzzane was very responsive and helped us check-into the cabin even though we reached a little late. The cabin was extremely pretty and well maintained and had a well equipped kitchen. The surroundings were beautiful with a quick walk to the waters. We also enjoyed the fireplace. Suzzane and Tom were helpful and sweet. Had a great stay overall.
Guest favourite

Apartment in Winter Harbor
5 out of 5 average rating, 5 reviewsCoastal View 1 bedroom Apartment & Private Balcony
KarenRating, 5 stars2 months ago
The apartment was very nice with a great location right on the Main Street with a great view in the back as is seen in the photos. Laura communicated instructions which were for an easy self checkin. We enjoyed our time on the Schoodic Peninsula and the accommodations added to the experience.
Top Guest favourite

Home in Gouldsboro
5 out of 5 average rating, 22 reviewsCharming home on the quiet side of Acadia NP
ValerieRating, 5 stars8 months ago
We were looking for a peaceful place to stay for a few days on the Maine Coast this fall. This home was perfect. We were very comfortable from the minute we arrived. We especially enjoyed the deer and turkeys in the back yard every day. If you are looking for a peaceful place to stay near a working harbor and a short drive to the Schoodic area of Acadia this is a near perfect home.
Superhost

Apartment in Bar Harbor
4.94 out of 5 average rating, 99 reviewsCozy 1 BR in the Center of BH! [Inspiration Point]
LouisRating, 5 stars4 weeks ago
Amazing place! Easy parking and gorgeously decorated. Easy access to the park. Only thing to note is kitchen doesn’t have an oven.
Top Guest favourite

Place to stay in Lamoine
5 out of 5 average rating, 21 reviewsBright Apartment w/ Beach Access
AshlynRating, 5 stars1 week ago
Bruce’s place was incredible! It was so close to the state park and to Acadia. It also had a lot of space and felt very homey. I work remotely and Bruce’s place was perfect for that. Would 100% recommend!
Guest favourite

Cottage in Gouldsboro
4.83 out of 5 average rating, 23 reviewsSleep next to the ocean in Gouldsboro!
JanRating, 5 stars3 weeks ago
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.
Guest favourite

Cottage in Prospect Harbor
4.89 out of 5 average rating, 45 reviewsWaterfront Prospect Harbor Cottage: Yard, Fire Pit
AlexisRating, 5 stars8 months ago
Amazing space! Very cozy and beautiful beautiful backyard that you can have a fire and watch the sunset over the water. Only note - about an hour 10 from (some of) the popular Acadia hikes but we loved the area and would come again.
Quick stats about holiday rentals in Winter Harbor
Total rentals
100 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- House rentals Winter Harbor
- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Rentals with a washing machine and dryer Winter Harbor
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- Waterfront rentals Winter Harbor
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- Pet-friendly rentals Winter Harbor
- Family-friendly rentals Winter Harbor
- Kid-friendly rentals Winter Harbor
- Rentals with beach access Winter Harbor
- Rentals with outdoor seating Winter Harbor
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- Acadia National Park
- Northeast Harbour Golf Club
- Kebo Valley Golf Club
- Sand Beach
- Spragues Beach
- Three Island Beach
- Hero Beach
- Narrow Place Beach
- Bear Island Beach
- Lighthouse Beach
- Gilley Beach
- Pebble Beach
- Wadsworth Cove Beach
- Pobblestone Cove
- Sandy Point Beach
- Hunters Beach
- Billys Shore
- Islesboro Town Beach
- North Point Beach
- Driftwood Beach
- Great Beach