Winter Harbor Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Winter Harbor vacation rentals

Courtyard

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (325 reviews)
"Super cute cottage. Very clean, and very comfortable. Easy check in. Loved that you could tip housekeeping through Venmo!!!! "
United States
Kristina
The price is P8,857
P9,654 total
includes taxes & fees
May 8 - May 9
Hanscom's Motel and Cottages
Fitness facility

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (198 reviews)
"Very clean and quiet, friendly staff. Excellent place to stay"
United States
John
The price is P11,276
P12,291 total
includes taxes & fees
May 5 - May 6
Stone Park
Beach

Acadia Suites

Acadia Suites
3.0 star property
Trenton
The price is P6,874
P16,341 total
includes taxes & fees
Apr 28 - Apr 29
Acadia Suites
Private kitchenette

210 Main St

210 Main St
3.0 star property
Ellsworth
9.0 out of 10, Wonderful, (10 reviews)
"Such a cool place to stay. Love the history of the building yet had modern amenities. Good location."
United States
Eric
The price is P5,452
P13,459 total
includes taxes & fees
Apr 25 - Apr 26
210 Main St
1 bedroom, Egyptian cotton sheets, premium bedding, free WiFi

Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (132 reviews)
"Great spot to stay in Maine"
United States
Kathryn
The price is P8,848
P9,645 total
includes taxes & fees
May 4 - May 5
Lighthouse Cabins Maine
Interior

Relaxing 3BR Fireplace Deck Fire Pit

Relaxing 3BR Fireplace Deck Fire Pit
3.0 star property
Trenton
The price is P11,005
P36,092 total
includes taxes & fees
Apr 26 - Apr 27
Relaxing 3BR Fireplace Deck Fire Pit
Living area

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.6 out of 10, Good, (92 reviews)
"amazing place "
United States
Mackenzie
The price is P10,867
P17,858 total
includes taxes & fees
May 19 - May 20
Hinckleys Dreamwood Cottages
1 bedroom, premium bedding, free WiFi, bed sheets

Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (15 reviews)
"Very easy check-in. A simple and clean place with some nice touches. I would definitely stay again. "
United States
Emily
The price is P12,201
P13,299 total
includes taxes & fees
Apr 29 - Apr 30
Bar Harbor Condos
Exterior

Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park
3.0 star property
Bernard
8.0 out of 10, Very Good, (5 reviews)
"Very good stay, misleading pics on the property announcement "
United Kingdom
Mr Luca
The price is P12,976
P25,234 total
includes taxes & fees
May 4 - May 5
Woodland Apartments-Acadia National Park
Living area

House near Acadia National Park

House near Acadia National Park
4.0 star property
Ellsworth
9.8 out of 10, Exceptional, (24 reviews)
"Great place, close to the main road."
United States
Shabnaz
The price is P15,197
P28,554 total
includes taxes & fees
May 4 - May 5
House near Acadia National Park
2 bedrooms, iron/ironing board, free cribs/infant beds, travel crib

Newly Renovated Acadia Apartment Maple Street

Newly Renovated Acadia Apartment Maple Street
3.0 star property
Ellsworth
10.0 out of 10, Exceptional, (3 reviews)
"Nice and neat place"
United States
Qian
The price is P11,615
P18,655 total
includes taxes & fees
May 4 - May 5
Newly Renovated Acadia Apartment Maple Street
Property grounds

Narrows Too Camping Resort

Narrows Too Camping Resort
2.0 star property
Trenton
8.0 out of 10, Very Good, (34 reviews)
"This cabin/ mobile home was very cosy and in a convenient location, just outside of Bar Harbor. It was tastefully decorated in a seafaring motif. Clean, quiet, and affordable!"
United States
Leslie
The price is P12,409
P13,526 total
includes taxes & fees
May 4 - May 5
Narrows Too Camping Resort
Private kitchen

3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea
3.0 star property
Bar Harbor
8.0 out of 10, Very Good, (3 reviews)
"Nice spot that is very close to bar harbor. Very clean and great for a large amount of people. "
United States
Kujtim
The price is P18,884
P32,573 total
includes taxes & fees
May 4 - May 5
3BedroomApt Pool CampFire PlayArea
Living area

Glen Mary Apartments

Glen Mary Apartments
3.5 star property
Bar Harbor
9.0 out of 10, Wonderful, (2 reviews)
"Fantastic "
United States
Amber
The price is P14,972
P26,810 total
includes taxes & fees
Apr 25 - Apr 26
Glen Mary Apartments
Living area

Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (10 reviews)
"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "
United States
Rebecca
The price is P15,781
P27,693 total
includes taxes & fees
May 4 - May 5
Downtown Apartments in Bar Harbor
Interior

Quiet Waterfront Home: Ideal Maine Escape!

Quiet Waterfront Home: Ideal Maine Escape!
3.0 star property
Bass Harbor
Quiet Waterfront Home: Ideal Maine Escape!
Front of property

Historic 2 Cats Inn

Historic 2 Cats Inn
3.0 star property
Bar Harbor
8.4 out of 10, Very Good, (5 reviews)
"Very easy check in and clear communication prior to arriving, and the breakfast place downstairs is AMAZING"
United States
Kristie
The price is P16,591
P25,577 total
includes taxes & fees
May 11 - May 12
Historic 2 Cats Inn
Private kitchen

Cottage Street Downtown New Apartment

Cottage Street Downtown New Apartment
3.0 star property
Downtown Bar Harbor
4.0 out of 10, (1 review)
The price is P21,096
P34,984 total
includes taxes & fees
Apr 26 - Apr 27
Cottage Street Downtown New Apartment
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 Inn on Mount Desert

The Inn on Mount Desert

10/10 Excellent
"Great stay. Wonder why they stopped putting out the toaster, bread, bagels and english muffins at breakfast? "
Robert 3-night trip
Posted 10 hours ago
The Inn on Mount Desert

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:

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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.