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Winter Harbor Vacation Rentals

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Vacation Rentals in Winter Harbor

Ocean View Apartment in Winter Harbor
Fridge, microwave, oven, stovetop
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 $242
$397 total
includes taxes & fees
Jun 26 - Jun 27
Ocean View Apartment in Winter Harbor
Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
Beach
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.
Pool
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 $2,950
$4,648 total
includes taxes & fees
Jul 20 - Jul 21
Bring the family to our secluded luxury home with amazing ocean views.
Hanscom's Motel and Cottages
Courtyard
Hanscom's Motel and Cottages
3.0 star property
9.2 out of 10, Wonderful, 176 reviews
"Quiet cabins! Helpful staff "
The price is $204
$222 total
includes taxes & fees
Jul 7 - Jul 8
Hanscom's Motel and Cottages
Lighthouse Cabins Maine
Coffee/tea maker
Lighthouse Cabins Maine
3.0 star property
10.0 out of 10, Exceptional, 31 reviews
"Such a lovely spot. The hosts go above and beyond to make it a wonderful stay and provided great recommendations for places to eat and explore. We will definitely be back! "
The price is $217
$237 total
includes taxes & fees
Jun 26 - Jun 27
Lighthouse Cabins Maine
Jones Pond - Rustic Cabin
Interior
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
Exterior
Cottage with a View of Acadia National Park
9.6 out of 10, Exceptional, 43 reviews
"Alan was warm, welcoming and always available. He offers great recommendations and is well versed in the area. We enjoyed coffee with the gorgeous view of Cadillac Mountain. The cottage was well stocked and perfect for a couple looking for respite."
The price is $136
$258 total
includes taxes & fees
Jul 7 - Jul 8
Cottage with a View of Acadia National Park
Your Gateway to Acadia Awaits.
Property grounds
Your Gateway to Acadia Awaits.
7.4 out of 10, Good, 3 reviews
"This property is convenient to Acadia National Park and Bar Harbor. The kitchen was nice for our group to cook breakfast together. The house had lots of spaces to visit and plenty of seating both at the tables and in the common areas. Upstairs had no electrical outlets and smelled musty but we were able to work around the lack of electrical outlets and always travel with air freshener so it was okay."
Your Gateway to Acadia Awaits.
Sunny , cozy 1-bedroom, wooded, private, central Island location, close to ocean
Exterior
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
Dog-friendly, bayfront home w/rocky beach, full kitchen, washer/dryer & firepit
Balcony
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
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
View from property
“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."
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park
1 bedroom, desk, free WiFi, bed sheets
Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park
9.6 out of 10, Exceptional, 15 reviews
"Clean cottage on a beautiful property with lots of history. Approximately 45-50 minutes to Acadia. Enjoyed my stay!"
The price is $118
$237 total
includes taxes & fees
Jun 27 - Jun 28
Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath
Property grounds
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath
10.0 out of 10, Exceptional, 88 reviews
"The wall of windows overlooking the water was gorgeous! The deck was nice to watch the tide come and go. Walks along the beach were peaceful and relaxing. We had fun shopping in downtown Ellsworth and Bar Harbor. The sights in Acadia are not to be missed! Thank you for sharing your beautiful home!"
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath
New England heirloom
Beach
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
Acadia Seaside Cottage, Family & Pet Friendly, 400 ft from shore. Has AC WiFi
Beach nearby
Acadia Seaside Cottage, Family & Pet Friendly, 400 ft from shore. Has AC WiFi
9.8 out of 10, Exceptional, 112 reviews
"Karen’s cottage offered us everything we could want. Very peaceful and comfortable. We appreciated the new gate on the front deck, which kept our dogs from wandering off."
Acadia Seaside Cottage, Family & Pet Friendly, 400 ft from shore. Has AC WiFi
Little Brook Cottage Mount Desert Island “Pet Friendly”
Property grounds
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 $150
$335 total
includes taxes & fees
Jul 19 - Jul 20
Little Brook Cottage Mount Desert Island “Pet Friendly”
Quiet and Cozy Seaside Cottage with Amazing Sunsets
Combined shower/tub, hair dryer, towels, soap
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
Beach 1 mile, firepit, heat/AC, dog, jetted tub, hike, Pine & Sea Beach Retreat
On the beach
Beach 1 mile, firepit, heat/AC, dog, jetted tub, hike, Pine & Sea Beach Retreat
9.6 out of 10, Exceptional, 34 reviews
"The place met our needs for sleeping/showers etc. Kitchen well equipped if you came to cook. Was disappointed there was no fire pit (does offer chiminea). Furniture is not very comfortable for TV watching. Also when looking at the photos it appeared the water was closer than a mile or so away. Also was not expecting to have to take the trash to the road, strip beds, start laundry or make sure everything was wiped down. What was my cleaning fee for? This is just my opinion but when I’m on...
Beach 1 mile, firepit, heat/AC, dog, jetted tub, hike, Pine & Sea Beach Retreat
Cabin, heated, hiking, dog, canoe supplied, woods, Log cabin on Saltwater Cove
Fridge, microwave, oven, stovetop
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
Quintessential Waterfront Cottage on Schoodic Peninsula - Near Acadia
Fridge, microwave, oven, stovetop
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
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 Harbor Vacation Rental Travel Info

Number of vacation rentals
40
Popular accommodation
Winter Harbor private vacation homes
Known landmarks
Bar Harbor Historical Society, Criterion Theater and Bartlett Maine Estate Winery
International airport
Bar Harbor, ME (BHB-Hancock County - Bar Harbor)

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

Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
Beach
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.
Pool
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 $2,950
$4,648 total
includes taxes & fees
Jul 20 - Jul 21
Bring the family to our secluded luxury home with amazing ocean views.
Holiday Inn Resort Bar Harbor - Acadia Natl Park, an IHG Hotel
3 restaurants, breakfast served
Holiday Inn Resort Bar Harbor - Acadia Natl Park, an IHG Hotel
3.0 star property
8.0 out of 10, Very Good, 1,017 reviews
"This is our third time vacationing in Acadia and our first time staying here. This is the best experience we've had, the hotel is closer to downtown, we walked to many of our locations or took an Uber, Taxi, or bus (stop located right at the hotel). We had an ocean view, my kids loved the pool, my wife and I enjoyed our morning walks watching the sunrise and enjoying the sunset by the pool while the kids had fun. The two restaurant options were great for breakfast and lunch. The staff was...
The price is $313
$368 total
includes taxes & fees
Jul 7 - Jul 8
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 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 $118 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.

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?

Bring the family to our secluded luxury home with amazing ocean views.: This Winter Harbor vacation home rental is located by the ocean and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the 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 vacation rentals are there in Winter Harbor?

Expedia has 13 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.

Recent reviews of Winter Harbor properties
Expedia verified reviews

Seasider Motel

Seasider Motel

5/5 Excellent
Wonderful experience in Bar Harbor
"Great staff to share details about places to visit and where to eat. "
A verified traveler stayed at Seasider Motel
Posted 19 hours ago
Seasider Motel