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Winter Harbor Holiday Rentals

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Holiday Rentals in Winter Harbor

Oceanfront Cottage on Private Island

10.0 out of 10, Exceptional, (20)
"Lovely home , comfy beds and beautiful view of water and trees , very relaxing, just what I needed ."
The price is NZ$1,034
includes taxes & fees
10 Aug - 11 Aug
Oceanfront Cottage on Private Island

Waterfront Home on Private Island with HOT TUB

9.4 out of 10, Exceptional, (8)
"Great House Great walking area, nice town Beautiful Hot Tub Quiet"
The price is NZ$1,760
includes taxes & fees
24 July - 25 July
Waterfront Home on Private Island with HOT TUB

Private, quiet & beautiful second story with peek a boo water views

10.0 out of 10, Exceptional, (28)
"Excellent place to stay. Super clean and comfortable. Easy to access."
The price is NZ$499
includes taxes & fees
21 July - 22 July
Private, quiet & beautiful second story with peek a boo water views

Cozy Milbridge retreat just steps away

9.8 out of 10, Exceptional, (9)
"This was a great little house. It had everything we could need and more. Everything was clean, the bed was comfortable, the Roku TVs work included HBO Max in living room and bedroom were a nice touch too."
The price is NZ$431
includes taxes & fees
19 July - 20 July
Cozy Milbridge retreat just steps away

Have an unforgettable getaway at a family sized beach house with private beach!

10.0 out of 10, Exceptional, (37)
"We had a wonderful stay as we explored Acadia and Bar Harbor. We enjoyed the peace away from the crowds in this scenic and well-appointed home. Comfortable, welcoming and spacious, we had everything we needed for a relaxing vacation!"
The price is NZ$2,694
includes taxes & fees
8 Aug - 9 Aug
Have an unforgettable getaway at a family sized beach house with private beach!

Sun Shed Farm Stay

8.0 out of 10, Very good, (4)
"Very welcoming hosts. Take the farm tour if you have the chance, lots of beautiful animals to meet! Sun shed is cozy and well-kept. "
The price is NZ$148
includes taxes & fees
27 July - 28 July
Sun Shed Farm Stay

Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!

10.0 out of 10, Exceptional, (1)
The price is NZ$374
includes taxes & fees
16 July - 17 July
Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!

Water access house Acadia National Park Schoodic Point

9.2 out of 10, Wonderful, (28)
"We had a great time at this property. The host was friendly and helpful and the amenities provided were excellent."
The price is NZ$869
includes taxes & fees
22 July - 23 July
Water access house Acadia National Park Schoodic Point

Deluxe King Room w/ Breakfast Included

10.0 out of 10, Exceptional, (29)
"Easy communication and great location, definitely will be coming back! "
The price is NZ$666
includes taxes & fees
20 July - 21 July
Deluxe King Room w/ Breakfast Included

4-bedroom house in charming Southwest Harbor with short walk to Seawall

The price is NZ$1,036
includes taxes & fees
18 July - 19 July
4-bedroom house in charming Southwest Harbor with short walk to Seawall

Efficient Getaway with Free WiFi - Close to Acadia National Park

8.6 out of 10, Excellent, (22)
"Nice place"
The price is NZ$676
includes taxes & fees
20 July - 21 July
Efficient Getaway with Free WiFi - Close to Acadia National Park

Downtown suite near with water with central AC and shared washer/dryer

9.2 out of 10, Wonderful, (19)
"The location is fantastic and the apartment was perfect. Loved the ability to walk everywhere and proximity to the water!"
The price is NZ$765
includes taxes & fees
16 July - 17 July
Downtown suite near with water with central AC and shared washer/dryer

Southwest Harbor Cottage steps away the Ocean and Acadia National Park

9.8 out of 10, Exceptional, (112)
"Beautiful house. Great location"
The price is NZ$1,304
includes taxes & fees
17 July - 18 July
Southwest Harbor Cottage steps away the Ocean and Acadia National Park

House Acadia at Gallagher's Travels

10.0 out of 10, Exceptional, (1)
"Top notch!"
The price is NZ$1,045
includes taxes & fees
1 Aug - 2 Aug
House Acadia at Gallagher's Travels

Gallagher's Travels Room Ten (Queen)

10.0 out of 10, Exceptional, (1)
"The room was clean and well taken care of and the location was perfect for me! Minutes from Acadia and Bar Harbor."
The price is NZ$510
includes taxes & fees
19 July - 20 July
Gallagher's Travels Room Ten (Queen)

Gallaghers Travels Room 7

10.0 out of 10, Exceptional, (1)
"Clean and comfortable. Love the lawn and space around the motel. Great deal."
The price is NZ$479
includes taxes & fees
17 July - 18 July
Gallaghers Travels Room 7

Gallaghers Travels Room 12-A (King)

10.0 out of 10, Exceptional, (1)
"We LOVE this motel! Very clean, the bed was SO comfortable and the people are so nice and accommodating. Thank you for a great stay :) 10/10"
The price is NZ$432
includes taxes & fees
16 July - 17 July
Gallaghers Travels Room 12-A (King)

Gallagher's Travels Cabin Three (Queen)

10.0 out of 10, Exceptional, (1)
"Just went to see the area while visiting my son at UMaine "
The price is NZ$633
includes taxes & fees
30 July - 31 July
Gallagher's Travels Cabin Three (Queen)

Gallagher's Travels Room Fourteen (Double Queen)

8.0 out of 10, Very good, (1)
"A very clean and sanitary room. It has most of what you would need, though there was no iron/ironing board and the Internet was pokey. Beyond that, perfectly pleasant."
The price is NZ$479
includes taxes & fees
17 July - 18 July
Gallagher's Travels Room Fourteen (Double Queen)

Gallaghers Travels Room 9

8.0 out of 10, Very good, (3)
"Wonderful location very nice very clean 10/10 would definitely stay again "
The price is NZ$479
includes taxes & fees
17 July - 18 July
Gallaghers Travels Room 9
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.