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Winter Harbor Vacation Rentals

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Check prices for these dates

Tonight
14 Jul - 15 Jul
Tomorrow
15 Jul - 16 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

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, (61)
"Quiet cottage in the middle of everything we love to do in Bar Harbor."
The price is RM945
RM1,242 total
includes taxes & fees
27 Jul - 28 Jul
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
8.8 out of 10, Excellent, (89)
"Super clean and nice place for family staying"
The price is RM952
RM1,038 total
includes taxes & fees
15 Jul - 16 Jul
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, (258)
"Wonderful stay"
The price is RM847
RM923 total
includes taxes & fees
20 Jul - 21 Jul
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 RM1,594
RM1,737 total
includes taxes & fees
30 Jul - 31 Jul
Bar Harbor Condos
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, (105)
"Great little cabin, clean, comfortable and charming."
Lighthouse Cabins Maine
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 RM1,169
RM1,805 total
includes taxes & fees
16 Jul - 17 Jul
Downtown Apartments in Bar Harbor
House near Acadia National Park
Cozy retreat with a bed, bedside table, and window.

House near Acadia National Park

4.0 star property
10.0 out of 10, Exceptional, (17)
"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 RM1,461
RM2,442 total
includes taxes & fees
18 Jul - 19 Jul
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 RM1,567
RM2,027 total
includes taxes & fees
19 Jul - 20 Jul
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
Newly Renovated Acadia Apartment Maple Street
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 RM669
RM1,261 total
includes taxes & fees
17 Jul - 18 Jul
210 Main St
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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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?

House near Acadia National Park: This holiday 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 that you can cook with friends or family.

How many holiday rentals are there in Winter Harbor?

Expedia has 17 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.