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Search Holiday Rentals in Winter Harbor

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Top Holiday Rentals in Winter Harbor

Cottage in Bar Harbor

3.0 star property
9.4 out of 10, Exceptional, (319)
"Great location, nice and cozy room, super easy check-in "
United States
Ximena
The price is 2.947.750 ₫
3.213.042 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Hanscom's Motel and Cottages

Aparthotel in Ellsworth

4.0 star property
9.2 out of 10, Wonderful, (188)
"Very clean and quiet, friendly staff. Excellent place to stay"
United States
John
The price is 3.299.012 ₫
3.595.923 ₫ total
includes taxes & fees
28 Nov - 29 Nov
Stone Park

Cottage in Bar Harbor

3.0 star property
7.6 out of 10, Good, (91)
"amazing place "
United States
Mackenzie
Hinckleys Dreamwood Cottages

Cabin in Bass Harbor

3.0 star property
10.0 out of 10, Exceptional, (132)
"Great spot to stay in Maine"
United States
Kathryn
Lighthouse Cabins Maine

Aparthotel in Bar Harbor

2.5 star property
10.0 out of 10, Exceptional, (7)
"Condo was so clean and full of great amenities. Good for small families. Walkable to main stuff in Bar Harbor and easy drive to Acadia. Owners great with communication. Would easily stay here again!"
United States
katie
The price is 2.381.301 ₫
2.595.618 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Bar Harbor Condos

Apartment in Ellsworth

3.0 star property
9.0 out of 10, Wonderful, (10)
"Such a cool place to stay. Love the history of the building yet had modern amenities. Good location."
United States
Eric
The price is 3.773.690 ₫
7.409.697 ₫ total
includes taxes & fees
27 Nov - 28 Nov
210 Main St

Apartment in Downtown Bar Harbor

3.0 star property
9.2 out of 10, Wonderful, (10)
"The location was great to walk to almost everything. Was able to take a trolley to the park for a tour which we would highly recommend. The room was very clean. Shower was great lots of pressure. The gifts that were left in the place was very thoughtful. Would definitely recommend for anyone we know coming to Maine - bar harbor. "
United States
Deb
Downtown Apartments in Bar Harbor

Holiday Home in Prospect Harbor

3.0 star property
Waterfront Retreat With Stunning Views 3 Bedroom Home

Apartment in Bar Harbor

3.0 star property
8.4 out of 10, Very good, (5)
"Very easy check in and clear communication prior to arriving, and the breakfast place downstairs is AMAZING"
United States
Kristie
The price is 5.607.134 ₫
8.089.601 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Historic 2 Cats Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Harbor Hotel Reviews

Frequently asked questions

Are there holiday rentals in Winter Harbor?

Yes, there are holiday rentals close to the most popular sights in Winter Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theatre. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

How many holiday rentals are there in Winter Harbor?

Expedia has 17 holiday rentals for your stay in Winter Harbor.

What’s there to see and do in Winter Harbor?

Acadia National Park and Schoodic Peninsula are a couple of lovely local spots to get outside and enjoy nature. Schoodic Point and Grindstone Neck Golf Course are other places to visit while you're in town.

What’s a holiday rental in Winter Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Harbor. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.