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Winter Harbor Vacation Rentals

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Vacation Rentals in Winter Harbor

Courtyard
Hanscom's Motel and Cottages

Hanscom's Motel and Cottages

3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (319)
"Great location, nice and cozy room, super easy check-in "
United States
Ximena
$124 nightly
The price is $135
Dec 4 - Dec 5
Total with taxes and fees
Hanscom's Motel and Cottages
Building design
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
$125 nightly
The price is $136
Dec 6 - Dec 7
Total with taxes and fees
Stone Park
Suite A | Private kitchen | Toaster, dining tables
Bar Harbor Condos

Bar Harbor Condos

2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (9)
"Condo was so clean and full of great amenities. Good for small families. Walkable to main stuff in Bar Harbor and easy drive to Acadia. Owners great with communication. Would easily stay here again!"
United States
katie
$88 nightly
The price is $96
Dec 4 - Dec 5
Total with taxes and fees
Bar Harbor Condos
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)
"Very easy check in and clear communication prior to arriving, and the breakfast place downstairs is AMAZING"
United States
Kristie
$311 nightly
The price is $333
Dec 4 - Dec 5
Total with taxes and fees
Historic 2 Cats Inn
Deluxe Apartment | Living area | Smart TV
Glen Mary Apartments

Glen Mary Apartments

3.5 star property
Bar Harbor
9.0 out of 10, Wonderful, (2)
"Fantastic "
United States
Amber
$467 nightly
The price is $496
Dec 4 - Dec 5
Total with taxes and fees
Glen Mary Apartments
Luxury Apartment, Non Smoking | Private kitchen | Coffee/tea maker
210 Main St

210 Main St

3.0 star property
Ellsworth
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
$288 nightly
The price is $314
Dec 15 - Dec 16
Total with taxes and fees
210 Main St
Deluxe Apartment, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Cottage Street Downtown New Apartment

Cottage Street Downtown New Apartment

3.0 star property
Downtown Bar Harbor
4.0 out of 10, (1)
$702 nightly
The price is $752
Dec 4 - Dec 5
Total with taxes and fees
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

Little Fig Hotel

Little Fig Hotel

10/10 Excellent
"This was a nice motel. The room was comfortable and very clean. They had a nice variety of muffins, yogurt, Kind bars, juice, coffee, teas, and hot chocolate in the mornings. In the evening there were home baked goodies. The staff was so friendly. I would definitely recommend this motel."
Elizabeth 3-night trip
Posted 3 days ago
Little Fig Hotel

Find out more about Winter Harbor

Everything you need to know about Winter Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winter Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter Harbor rentals

At Expedia, we put the best Winter Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Luxury Home w/INDOOR POOL 20mins BarHarbor boardersAcadia National Par: This vacation home rental outside of Winter Harbor is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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.