Photo by Matt Merkel

Winter Harbor Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Winter Harbor holiday rentals

Courtyard
Hanscom's Motel and Cottages

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (319)
"Great location, nice and cozy room, super easy check-in "
United States
Ximena
The price is S$143
includes taxes & fees
1 Jan - 2 Jan, 2026
Hanscom's Motel and Cottages
Building design
Stone Park

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (188)
"Very clean and quiet, friendly staff. Excellent place to stay"
United States
John
The price is S$175
includes taxes & fees
25 Dec - 26 Dec
Stone Park
Private kitchen
210 Main St

210 Main St

210 Main St
3.0 star property
Ellsworth
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 S$287
includes taxes & fees
25 Dec - 26 Dec
210 Main St
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

Comfort Inn Ellsworth - Bar Harbor

Comfort Inn Ellsworth - Bar Harbor

10/10 Excellent
"Room was clean. Bed was a bit too soft. Check in person was quite helpful with respect to the area's amenities."
Danette 1-night trip
Posted 2 days ago
Comfort Inn Ellsworth - Bar Harbor

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.