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Winter Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Winter Harbor vacation rentals

Courtyard
Hanscom's Motel and Cottages

Cottage in Bar Harbor

Hanscom's Motel and Cottages
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 NT$3,184
NT$3,470 total
includes taxes & fees
Jan 1 - 2026/1/2
Hanscom's Motel and Cottages
One Bedroom Cabin with Living Room, Kitchen & Private Patio | Living area | Flat-screen TV
Hinckleys Dreamwood Cottages

Cottage in Bar Harbor

Hinckleys Dreamwood Cottages
3.0 star property
7.6 out of 10, Good, (91)
"amazing place "
United States
Mackenzie
Hinckleys Dreamwood Cottages
1 bedroom, premium bedding, free WiFi, bed sheets
Bar Harbor Condos

Aparthotel in Bar Harbor

Bar Harbor Condos
2.5 star property
10.0 out of 10, Exceptional, (10)
"Walked in to an immaculately clean place to stay for a night in Bar Harbor. Had everything we were looking for. We’ll definitely book with Tim and Eric again!"
United States
Brad
The price is NT$3,431
NT$3,740 total
includes taxes & fees
Dec 15 - Dec 16
Bar Harbor Condos
Fitness facility
Stone Park

Aparthotel in Ellsworth

Stone Park
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 NT$3,902
NT$4,254 total
includes taxes & fees
Dec 15 - Dec 16
Stone Park
Luxury Suite, 1 King Bed, Non Smoking | Private kitchenette | Coffee/tea maker
210 Main St

Apartment in Ellsworth

210 Main St
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 NT$2,828
NT$6,982 total
includes taxes & fees
Dec 16 - Dec 17
210 Main St
1 bedroom, Egyptian cotton sheets, premium bedding, free WiFi
Lighthouse Cabins Maine

Cabin in Bass Harbor

Lighthouse Cabins Maine
3.0 star property
10.0 out of 10, Exceptional, (132)
"Great spot to stay in Maine"
United States
Kathryn
Lighthouse Cabins Maine
City Apartment, 1 King Bed with Sofa bed, Kitchen | Living area | 52-inch flat-screen TV with digital channels, Netflix, Hulu
Downtown Apartments in Bar Harbor

Apartment in Downtown Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
9.2 out of 10, Wonderful, (10)
"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "
United States
Rebecca
Downtown Apartments in Bar Harbor
House, 3 Bedrooms | Property grounds
Waterfront Retreat With Stunning Views 3 Bedroom Home

Vacation Home in Prospect Harbor

Waterfront Retreat With Stunning Views 3 Bedroom Home
3.0 star property
Waterfront Retreat With Stunning Views 3 Bedroom Home
Front of property
Historic 2 Cats Inn

Apartment in Bar Harbor

Historic 2 Cats Inn
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 NT$7,370
NT$10,372 total
includes taxes & fees
Dec 19 - Dec 20
Historic 2 Cats Inn
Comfort Apartment, 2 Bedrooms, Kitchen | 2 bedrooms, iron/ironing board, free cribs/infant beds, travel crib
Newly Renovated Acadia Apartment Maple Street

Apartment in Ellsworth

Newly Renovated Acadia Apartment Maple Street
3.0 star property
10.0 out of 10, Exceptional, (3)
"Nice and neat place"
United States
Qian
Newly Renovated Acadia Apartment Maple Street
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
"Excellent "
Lynn 1-night trip
Posted 2 days ago
Comfort Inn Ellsworth - Bar Harbor

Find out more about Winter Harbor

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

  • View our selection of featured holiday rentals in Winter Harbor
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  • Enter your travel dates to view the best deals on holiday 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.