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

Winter Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winter Harbor vacation rentals

An outdoor patio with stone flooring, a fire pit, wooden furniture, and a pergola.

1. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (418 reviews)
"The place was immaculate and had everything you could need for a short stay."
United States
Raymond
The price is P7,664
P8,355 total
includes taxes & fees
Nov 1 - Nov 2
Hanscom's Motel and Cottages
A small cabin with a wooden deck, surrounded by trees.

2. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
8.0 out of 10, Very good, (146 reviews)
"Great location and updated cottage made for a perfect stay."
United States
Kristin
The price is P9,124
P16,280 total
includes taxes & fees
Oct 25 - Oct 26
Hinckleys Dreamwood Cottages
A hotel room with a large bed, a ceiling fan, a window with curtains, a decorative mirror, and bedside lamps.

3. Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (21 reviews)
"It was centrally located and very easy in and out. Would highly suggest this place to anyone."
United States
Don
The price is P10,101
P11,010 total
includes taxes & fees
Nov 1 - Nov 2
Bar Harbor Condos
A cozy living room with a wooden rocking chair, a beige sofa with blue pillows, a wooden coffee table, and a large window with blue curtains.

4. Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.4 out of 10, Exceptional, (18 reviews)
"The room was clean and decorated nicely. The complementary breakfast was delicious. The apartment was walking distance to downtown. Parking was good. It is located over a laundromat. We had no problems with that, but it is worth noting."
United States
Kim
The price is P14,269
P26,640 total
includes taxes & fees
Oct 25 - Oct 26
Downtown Apartments in Bar Harbor
A restaurant with outdoor seating, surrounded by a garden with various flowers.

5. Historic 2 Cats Inn

Historic 2 Cats Inn
3.0 star property
Bar Harbor
8.8 out of 10, Excellent, (6 reviews)
"Very easy check in and clear communication prior to arriving, and the breakfast place downstairs is AMAZING"
United States
Kristie
Historic 2 Cats Inn
A cozy seating area with a built-in bench and a sofa, featuring a view through large windows with blinds.

6. Glen Mary Apartments

Glen Mary Apartments
3.5 star property
Bar Harbor
9.0 out of 10, Wonderful, (2 reviews)
"Fantastic "
United States
Amber
Glen Mary Apartments
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

Seasider Motel

Seasider Motel

8/10 Good
"Beds very comfortable. Location is excellent. Property is very dated. Breakfast is minimal."
Paul 2-night trip
Posted less than an hour ago
Seasider Motel

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.

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

House near Acadia National Park: This vacation home rental outside 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 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.