A coastal town with a lighthouse, rocky shoreline, dense forest, and a clear blue sky.

Winter Harbor Vacation Rentals

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Our top choices for Winter Harbor vacation rentals

Riverview Ellsworth Apartment

Riverview Ellsworth Apartment
2.0 star property
Ellsworth
The price is CA $266
CA $853 total
includes taxes & fees
Jul 27 - Jul 28
Riverview Ellsworth Apartment

Lumberjack Cottages

Lumberjack Cottages
2.5 star property
Franklin
The price is CA $493
CA $874 total
includes taxes & fees
Aug 8 - Aug 9
Lumberjack Cottages

Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (19 reviews)
"Location is ideal for walking around Bar Harbor, there’s a grocery store less than 2 blocks away, the unit had everything we needed and was immaculately clean. We had a lovely time and would be delighted to return!"
United States
Sandy
The price is CA $684
CA $745 total
includes taxes & fees
Aug 6 - Aug 7
Bar Harbor Condos

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (359 reviews)
"Very responsive cute place to stay at near bar harbor"
United States
Hannah
The price is CA $315
CA $343 total
includes taxes & fees
Aug 23 - Aug 24
Hanscom's Motel and Cottages

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.8 out of 10, Good, (106 reviews)
"Great value. The kids appreciated the heated pool."
United States
Ryan
The price is CA $311
CA $480 total
includes taxes & fees
Aug 2 - Aug 3
Hinckleys Dreamwood Cottages

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (271 reviews)
"Clean and spacious room. Great location to Bar Harbor."
United States
Laura
The price is CA $418
CA $456 total
includes taxes & fees
Aug 9 - Aug 10
Stone Park

Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.4 out of 10, Exceptional, (11 reviews)
"The location was great! It's close to a lot of restaurants and gift shops. The unit was on the second floor, so it was a little bit challenging for me because I have bad knees, but we're very satisfied with the place. It's not too far from Acadia National Park. I would recommended it. The communication with host was fast."
United States
Thuynga
The price is CA $331
CA $608 total
includes taxes & fees
Jul 28 - Jul 29
Downtown Apartments in Bar Harbor

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 CA $424
CA $638 total
includes taxes & fees
Jul 27 - Jul 28
Historic 2 Cats Inn

Beautiful Bar Harbor House

Beautiful Bar Harbor House
4.0 star property
Bar Harbor
The price is CA $767
CA $1,188 total
includes taxes & fees
Aug 2 - Aug 3
Beautiful Bar Harbor House

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 CA $690
CA $999 total
includes taxes & fees
Aug 9 - Aug 10
Glen Mary Apartments

Acadia Suites

Acadia Suites
3.0 star property
Trenton
9.6 out of 10, Exceptional, (5 reviews)
"One picture in the description showed water so I thought the property was on water. Otherwise everything else was great and as described."
United States
Jennifer
The price is CA $269
CA $501 total
includes taxes & fees
Aug 26 - Aug 27
Acadia Suites

The Colonels Suites

The Colonels Suites
2.0 star property
Northeast Harbor
The price is CA $555
CA $696 total
includes taxes & fees
Aug 8 - Aug 9
The Colonels Suites

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 CA $1,021
CA $1,395 total
includes taxes & fees
Aug 1 - Aug 2
Cottage Street Downtown New Apartment

210 Main St

210 Main St
3.0 star property
Ellsworth
9.4 out of 10, Exceptional, (13 reviews)
"This was the most lovely New England room and home. We truly had an amazing time. Right next to a ton of lovely breakfast spots, ample parking, and about a 25 minute drive from Acadia. Would highly recommend!"
United States
Grace
The price is CA $207
CA $402 total
includes taxes & fees
Jul 30 - Jul 31
210 Main St

Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park
3.0 star property
Bernard
8.0 out of 10, Very good, (7 reviews)
"It was really nice and super clean. We are family of 3 and visited Maine for 4 days and ir was super convenient. Everything was clean and nice and we relly enjoyed our stay."
United States
Devjyoti
The price is CA $442
CA $742 total
includes taxes & fees
Aug 2 - Aug 3
Woodland Apartments-Acadia National Park

House near Acadia National Park

House near Acadia National Park
4.0 star property
Ellsworth
9.6 out of 10, Exceptional, (25 reviews)
"Great place, close to the main road."
United States
Shabnaz
The price is CA $586
CA $921 total
includes taxes & fees
Aug 2 - Aug 3
House near Acadia National Park

Newly Renovated Acadia Apartment Maple Street

Newly Renovated Acadia Apartment Maple Street
3.0 star property
Ellsworth
9.6 out of 10, Exceptional, (4 reviews)
"Nice and neat place"
United States
Qian
The price is CA $546
CA $736 total
includes taxes & fees
Aug 3 - Aug 4
Newly Renovated Acadia Apartment Maple Street

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 CA $593
CA $928 total
includes taxes & fees
Aug 16 - Aug 17
3BedroomApt Pool CampFire PlayArea

3Bedroom2Bath CarriageHouse Pet Friendly

3Bedroom2Bath CarriageHouse Pet Friendly
3.5 star property
Bar Harbor
8.0 out of 10, Very good, (4 reviews)
"It was beautiful inside and out. Would recommend 10/10. Very quiet location beds slept great and close to Bar Harbor "
United States
Jana
The price is CA $528
CA $857 total
includes taxes & fees
Jul 28 - Jul 29
3Bedroom2Bath CarriageHouse Pet Friendly

Oceanside Bass Harbor Home w/ Peaceful Deck!

Oceanside Bass Harbor Home w/ Peaceful Deck!
3.0 star property
Bass Harbor
The price is CA $661
CA $1,143 total
includes taxes & fees
Aug 14 - Aug 15
Oceanside Bass Harbor Home w/ Peaceful Deck!
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

Find out more about Winter Harbor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winter Harbor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.

What's the top vacation rental that Winter Harbor has to offer?

House near Acadia National Park: This vacation home rental outside of Winter Harbor is located in a national park and offers a fireplace, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and an oven, so you can cook with friends or family.

How many vacation rentals are there in Winter Harbor?

Expedia has 19 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.