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Winter Harbor Vacation Rentals

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Check prices for these dates

Tonight
Jul 23 - Jul 24
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Jul 24 - Jul 25
This weekend
Jul 25 - Jul 27
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Aug 1 - Aug 3

Vacation Rentals in Winter Harbor

Hinckleys Dreamwood Cottages
Relax in a serene hot tub surrounded by a forested landscape and comfortable wicker furniture.

Hinckleys Dreamwood Cottages

3.0 star property
7.2 out of 10, Good, (62)
"Quiet cottage in the middle of everything we love to do in Bar Harbor."
The price is P12,475
P16,450 total
includes taxes & fees
Jul 24 - Jul 25
Hinckleys Dreamwood Cottages
Stone Park
Relax in a stylish lobby with a cozy seating area, stone fireplace, and large flat-screen TV.

Stone Park

4.0 star property
9.0 out of 10, Wonderful, (92)
"Super clean and nice place for family staying"
The price is P12,783
P13,934 total
includes taxes & fees
Jul 24 - Jul 25
Stone Park
Hanscom's Motel and Cottages
Relax in a serene outdoor space surrounded by lush greenery and trees, featuring a fire pit and comfortable seating options.

Hanscom's Motel and Cottages

3.0 star property
9.4 out of 10, Exceptional, (264)
"Wonderful stay"
The price is P12,753
P13,900 total
includes taxes & fees
Aug 13 - Aug 14
Hanscom's Motel and Cottages
Bar Harbor Condos
Enjoy cooking in this well-equipped kitchen with a microwave, stainless steel appliances, and a convenient toaster and coffee maker.

Bar Harbor Condos

2.5 star property
10.0 out of 10, Exceptional, (3)
"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!"
The price is P19,965
P21,762 total
includes taxes & fees
Jul 25 - Jul 26
Bar Harbor Condos
Downtown Apartments in Bar Harbor
Enjoy the city view from this balcony with a table, chairs, and sofa.

Downtown Apartments in Bar Harbor

3.0 star property
9.2 out of 10, Wonderful, (9)
"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "
The price is P15,687
P24,229 total
includes taxes & fees
Jul 24 - Jul 25
Downtown Apartments in Bar Harbor
Lighthouse Cabins Maine
Cozy cabin with compact kitchen, dining area, and rustic charm.

Lighthouse Cabins Maine

3.0 star property
10.0 out of 10, Exceptional, (107)
"Great little cabin, clean, comfortable and charming."
Lighthouse Cabins Maine
210 Main St
Kitchen features a refrigerator, microwave, and oven, with a window above the sink.

210 Main St

3.0 star property
10.0 out of 10, Exceptional, (2)
"This apartment was so beautiful and located next to a charming Main Street with plenty of coffee shops, restaurants, bars, and cute shops. It was perfect for the 3 of us at the end of our trip. It’s pretty close to Acadia National Park without all the regular drama of the crowd in Bar Harbor."
The price is P8,984
P16,923 total
includes taxes & fees
Jul 30 - Jul 31
210 Main St
House near Acadia National Park
Cozy retreat with a bed, bedside table, and window.

House near Acadia National Park

4.0 star property
9.8 out of 10, Exceptional, (18)
"This property was absolutely stunning! It was clean, convenient location with lots of food places close by, short drive to Bar Harbor, and had all the accommodations like extra towels and blankets. We had a great time and would absolutely stay again!! "
The price is P21,391
P34,725 total
includes taxes & fees
Jul 27 - Jul 28
House near Acadia National Park
Woodland Apartments-Acadia National Park
Enjoy a serene beach retreat with a tranquil maritime setting, surrounded by natural beauty and the soothing sounds of the sea.

Woodland Apartments-Acadia National Park

3.0 star property
9.0 out of 10, Wonderful, (2)
"Everything exceeded our expextations. The place was spotless. The road to get the rental was rough. You have to watch out for the pot holes but definitely not a deal breaker. "
Woodland Apartments-Acadia National Park
Historic 2 Cats Inn
Enjoy a casual dining experience at 2 Cats Restaurant & Inn, surrounded by lush greenery and vibrant flowers.

Historic 2 Cats Inn

3.0 star property
9.0 out of 10, Wonderful, (2)
"The included breakfast was so good and highly recommended. There was an electrical outlet in the bathroom that didn’t work. Also, not sure if it was us, but we couldn’t get the door to lock. However, for the location, cleanliness. We would stay here again. I might recommend a bigger refrigerator since we did have leftovers and they didn’t always fit in the fridge. "
The price is P21,035
P27,206 total
includes taxes & fees
Jul 24 - Jul 25
Historic 2 Cats Inn
Newly Renovated Acadia Apartment Maple Street
Relax in a spacious bedroom with a large bed, nightstand, and a door leading to another room.

Newly Renovated Acadia Apartment Maple Street

3.0 star property
The price is P12,835
P19,694 total
includes taxes & fees
Jul 29 - Jul 30
Newly Renovated Acadia Apartment Maple Street
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

Anchorage Motel

Anchorage Motel

10/10 Excellent
"The staff was friendly, the location was very convenient, and the room was comfy and clean!😀🤓😎"
alan 2-night trip
Posted 17 hours ago
Anchorage Motel

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 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.