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Winter Harbor Holiday Rentals

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Holiday Rentals in Winter Harbor

Bring the family to our secluded luxury home with amazing ocean views.
10.0 out of 10, Exceptional, 11 reviews
"During our Maine visit, we wanted to experience Acadia and all it had to offer. We chose this location to stay because it offered bedrooms/bathrooms for everyone and a quiet place to come home to. We were not disappointed."
The price is AU$6,986
per night
20 July - 21 July
Bring the family to our secluded luxury home with amazing ocean views.
Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
9.8 out of 10, Exceptional, 128 reviews
"This is a wonderful house with big picture windows where you can watch boats, the tide and fog roll in/out, birds, ducks, deer etc; smell fresh air and flowers; and be near the quiet side of Acadia, great food options, local artists ( US Bells was a favorite) - restful and restorative."
Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
Ocean View Apartment in Winter Harbor
10.0 out of 10, Exceptional, 35 reviews
"This was our second visit to Steven's lovely apartment in Winter Harbor. It's a wonderful spot -- quiet, clean, and comfortable, and ideally located in town within walking distance to shops and restaurants, and just minutes to the Schoodic side of the park and the ferry to Bar Harbor. Highly recommend!"
The price is AU$602
per night
22 June - 23 June
Ocean View Apartment in Winter Harbor
Hanscom's Motel and Cottages
3.0 star property
9.2 out of 10, Wonderful, 175 reviews
"Quiet cabins! Helpful staff "
The price is AU$351
per night
26 June - 27 June
Hanscom's Motel and Cottages
Lighthouse Cabins Maine
3.0 star property
10.0 out of 10, Exceptional, 30 reviews
"Unique stay at a cabin, which was spotlessly clean and all new (with tasteful decorative touches). The owner Aaron was super helpful in giving pointers about the local area and attractions. Located in Bass Harbor, very close to iconic lighthouse. "
The price is AU$368
per night
26 June - 27 June
Lighthouse Cabins Maine
Jones Pond - Rustic Cabin
10.0 out of 10, Exceptional, 95 reviews
"The cabin was great! It was a little further from Acadia than we thought, but worked out fine for our short stay. We knew trash removal was our responsibility but struggled to find somewhere to take it. A local told us about stickers and that trash day was Thursday. Great getaway for a rustic experience. Basic and met our needs. We would come back again."
Jones Pond - Rustic Cabin
Cottage with a View of Acadia National Park
9.4 out of 10, Exceptional, 37 reviews
"The cottage was nice for what we needed which was a place to shower and sleep. It was a little further from Acadia National Park (about 45 minute drive one-way). Allen was very kind and welcoming. The grounds were in need of some care and we are pretty sure there was a mouse in the cottage."
The price is AU$391
per night
7 July - 8 July
Cottage with a View of Acadia National Park
Your Gateway to Acadia Awaits.
7.0 out of 10, Good, 2 reviews
"We all enjoyed staying in this house which is very close to Bar Harbor. It is a big house equipped with all necessary things."
Your Gateway to Acadia Awaits.
Dog-friendly, bayfront home w/rocky beach, full kitchen, washer/dryer & firepit
9.4 out of 10, Exceptional, 13 reviews
"Location, cleanliness, amenities were all a 10, but the downstairs bed was hard as a rock, and the others were so so. Comfortable beds are a must, Invest in some better bedding and this place would be a perfect 10. I would also suggest a queen sized bed for the downstairs bedroom. Otherwise we had a great vacation visiting Acadia and the surrounding area."
Dog-friendly, bayfront home w/rocky beach, full kitchen, washer/dryer & firepit
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath
10.0 out of 10, Exceptional, 87 reviews
"The property was clean and as listed upon arrival. Our son loved having the water right up the the house and being able to fish. The house was well furnished, had extra blankets and adequate kitchen supplies. Any drawbacks were minor; limited food storage (pantry) space and limited local entertainment . Time to Bar Harbor/Acadia approx 50-55 min."
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
10.0 out of 10, Exceptional, 130 reviews
"It was perfect for our quick stop in Acadia. The house was perfect for our family of six, and the host was wonderful."
The price is AU$991
per night
23 June - 24 June
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Little Brook Cottage Mount Desert Island “Pet Friendly”
9.6 out of 10, Exceptional, 134 reviews
"My wife and I needed a place to stay for a short trip to Acadia. We didn't mind a short drive to the park and this place fit the bill. I would greatly suggest it."
The price is AU$507
per night
19 July - 20 July
Little Brook Cottage Mount Desert Island “Pet Friendly”
New England heirloom
9.2 out of 10, Wonderful, 42 reviews
"Comfortable , clean and perfect location for us as we needed to be in Millbridge and Columbia falls."
New England heirloom
Quiet and Cozy Seaside Cottage with Amazing Sunsets
9.6 out of 10, Exceptional, 31 reviews
"Very clean and comfortable."
Quiet and Cozy Seaside Cottage with Amazing Sunsets
Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park
9.6 out of 10, Exceptional, 12 reviews
"Very clean and cozy."
The price is AU$371
per night
27 June - 28 June
Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park
Acadia Seaside Cottage, Family & Pet Friendly, 400 ft from shore. Has AC WiFi
9.8 out of 10, Exceptional, 111 reviews
"The location was perfect. The size of the house was perfect. A couple of suggestions but by no means a criticism - an additional light outside near the two stairs down would be helpful. It was hard to see and we tripped a couple of times. Wooden tongs for the toaster. Coffee pods for the Keurig with powdered creamer would be nice since we forgot our coffee and that would have been nice the first day until we could get some. Salt and pepper. We brought lots of seasonings but the two we forgot was...
Acadia Seaside Cottage, Family & Pet Friendly, 400 ft from shore. Has AC WiFi
Alluring home with full kitchen, furnished patio, washer/dryer & private yard
6.6 out of 10, 14 reviews
"Great location for hiking Acadia NP. Inquired if there was a fire pit, the booking agency said no, but we found out as we were leaving that there was a shared fire pit-disappointed. Stairs to bedrooms were very steep-ok for able adults, but hazardous for children and others. Enjoyed the accommodations and location."
Alluring home with full kitchen, furnished patio, washer/dryer & private yard
Sunny , cozy 1-bedroom, wooded, private, central Island location, close to ocean
9.8 out of 10, Exceptional, 138 reviews
"It's around 16 min by car from Bar Harbour and ~15 min walking from a trail that goes to a nice beach. The unit was great, and very cozy. We had a parking spot. The hosts were welcoming."
Sunny , cozy 1-bedroom, wooded, private, central Island location, close to ocean
Quintessential Waterfront Cottage on Schoodic Peninsula - Near Acadia
9.0 out of 10, Wonderful, 76 reviews
"Myself and my family stayed at this property for a week. Had a few bumps when we first got there but the property manager was absolutely amazing. Responded immediately and got everything straightened out. The property is beautiful whether you are outside or looking out from inside. Was further than I thought from Acadia but we managed. No issues with the hot water and there were 6 of us. We had fun filled days and very peaceful relaxing evenings. Wonderful rental."
Quintessential Waterfront Cottage on Schoodic Peninsula - Near Acadia
Cabin, heated, hiking, dog, canoe supplied, woods, Log cabin on Saltwater Cove
9.8 out of 10, Exceptional, 81 reviews
"We loved the quiet getaway this cabin provided. It was very clean. We were able to easily explore Acadia (both MDI and the Schoodic peninsula) from here. The location is quiet and the porch is so peaceful! We loved the chairs out there. Our hosts were quick to respond when the dishwasher ran all night and pooled water. There was a light flickering in the bathroom, but we found that the vanity lights gave off the same amount of light (we did not contact the hosts since it was not a big deal to...
Cabin, heated, hiking, dog, canoe supplied, woods, Log cabin on Saltwater Cove
Don't see what you're looking for?
See all available properties in Winter Harbor
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.

Winter Harbour Holiday Home Travel Info

Other types of properties in Winter Harbor you may be interested in

Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
9.8 out of 10, Exceptional, 128 reviews
"This is a wonderful house with big picture windows where you can watch boats, the tide and fog roll in/out, birds, ducks, deer etc; smell fresh air and flowers; and be near the quiet side of Acadia, great food options, local artists ( US Bells was a favorite) - restful and restorative."
Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
Bring the family to our secluded luxury home with amazing ocean views.
10.0 out of 10, Exceptional, 11 reviews
"During our Maine visit, we wanted to experience Acadia and all it had to offer. We chose this location to stay because it offered bedrooms/bathrooms for everyone and a quiet place to come home to. We were not disappointed."
The price is AU$6,986
per night
20 July - 21 July
Bring the family to our secluded luxury home with amazing ocean views.
Holiday Inn Resort Bar Harbor - Acadia Natl Park, an IHG Hotel
3.0 star property
8.0 out of 10, Very good, 1,007 reviews
"This is approx. 1.5 miles away from downtown. Wish the shuttle was running as it cost $4.00 an hour to park downtown. Hotel had beautiful grounds. Bed was hard as bricks though."
The price is AU$511
per night
7 July - 8 July
Holiday Inn Resort Bar Harbor - Acadia Natl Park, an IHG Hotel
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.

Everything you need to know about Winter Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winter Harbor holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Harbor holiday rentals we have selected for you start as low as AU$351 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winter Harbor rentals

At Expedia, we put the best Winter Harbor holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Winter Harbor?

Yes, there are holiday rentals close to the most popular sights in Winter Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theatre. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

What are some of the best holiday rentals that Winter Harbor has to offer?

Bring the family to our secluded luxury home with amazing ocean views.: This highly rated holiday home rental in Winter Harbor is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind. Another good choice for your trip to Winter Harbor is Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town.

How many holiday rentals are there in Winter Harbor?

Expedia has 13 holiday 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 holiday rental in Winter Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Harbor. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.

Recent reviews of Winter Harbor properties
Expedia verified reviews