Photo by Matt Merkel

Winter Harbor Vacation Rentals

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Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Winter Harbor vacation 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, (320)
"Great location, nice and cozy room, super easy check-in "
United States
Ximena
The price is ₩145,913
₩159,052 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Hanscom's Motel and Cottages
Front of property
Historic 2 Cats Inn

Historic 2 Cats Inn

Historic 2 Cats Inn
3.0 star property
Bar Harbor
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 ₩337,762
₩475,387 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Historic 2 Cats Inn
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 ₩178,853
₩194,951 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Stone Park
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

The Pathmaker Hotel

The Pathmaker Hotel

10/10 Excellent
"Great place! Terrific breakfast, room clean and comfy, and location perfect. Staff wonderful - thanks Georgina."
Scott 1-night trip
Posted 5 days ago
The Pathmaker Hotel

Find out more about Winter Harbor

Search for Vacation rentals in Winter Harbor on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Winter Harbor using one of the methods below:

  • View our selection of featured Vacation rentals in Winter Harbor
  • Use the map to find apartments and other Vacation homes in the Winter Harbor neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Winter Harbor while they last

Look no further and take a look at our great range of rental properties in Winter Harbor!

Frequently asked questions

Are there vacation rentals in Winter Harbor?

Yes, we have vacation rentals close to well known attractions in Winter Harbor, or you can go with a more remote option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theater. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

How many vacation rentals are there in Winter Harbor?

Expedia has 17 vacation 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 vacation rental in Winter Harbor like?

Vacation rentals are private properties where you can stay for short or long periods in Winter Harbor. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.