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Winter Harbor Holiday Rentals

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Holiday Rentals in Winter Harbor

Our top choices for Winter Harbor holiday rentals

Stone Park

4.0 star property
9.0 out of 10, Wonderful, (135)
"It was very beautiful, clean, and everyone was very nice. "
The price is S$225
includes taxes & fees
19 Oct - 20 Oct
Stone Park

Hinckleys Dreamwood Cottages

3.0 star property
7.4 out of 10, Good, (81)
"Close to Acadia and Bar Harbor. The cabins are older but they are clean. The staff was polite and helpful. I would stay there again. "
The price is S$378
includes taxes & fees
25 Sept - 26 Sept
Hinckleys Dreamwood Cottages

Hanscom's Motel and Cottages

3.0 star property
9.4 out of 10, Exceptional, (300)
"Easy access to Acadia National Park and Bar Harbor."
The price is S$216
includes taxes & fees
19 Oct - 20 Oct
Hanscom's Motel and Cottages

Woodland Apartments-Acadia National Park

3.0 star property
8.0 out of 10, Very good, (5)
"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. "
The price is S$498
includes taxes & fees
25 Sept - 26 Sept
Woodland Apartments-Acadia National Park

Downtown Apartments in Bar Harbor

3.0 star property
9.2 out of 10, Wonderful, (10)
"The location was great to walk to almost everything. Was able to take a trolley to the park for a tour which we would highly recommend. The room was very clean. Shower was great lots of pressure. The gifts that were left in the place was very thoughtful. Would definitely recommend for anyone we know coming to Maine - bar harbor. "
The price is S$716
includes taxes & fees
28 Sept - 29 Sept
Downtown Apartments in Bar Harbor

210 Main St

3.0 star property
9.2 out of 10, Wonderful, (5)
"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 S$349
includes taxes & fees
22 Oct - 23 Oct
210 Main St

House near Acadia National Park

4.0 star property
10.0 out of 10, Exceptional, (21)
"Great place, close to the main road."
The price is S$693
includes taxes & fees
19 Oct - 20 Oct
House near Acadia National Park

Bar Harbor Main Street Apartments

3.5 star property
9.2 out of 10, Wonderful, (7)
"Great location, incredible breakfast. Air conditioner is extremely loud though!"
The price is S$716
includes taxes & fees
19 Oct - 20 Oct
Bar Harbor Main Street Apartments

Beautiful Apartments in Thorsen Road Maine

3.0 star property
8.4 out of 10, Very good, (9)
"Very nice, clean, new, good towels, great new on the outskirts of Hancock. I extended my stay a couple of extra days and they were very accommodating. I will stay here again. "
The price is S$422
includes taxes & fees
28 Sept - 29 Sept
Beautiful Apartments in Thorsen Road Maine

Bar Harbor Condos

2.5 star property
10.0 out of 10, Exceptional, (6)
"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 S$484
includes taxes & fees
28 Sept - 29 Sept
Bar Harbor Condos

Lighthouse Cabins Maine

3.0 star property
10.0 out of 10, Exceptional, (122)
"Great spot to stay in Maine"
Lighthouse Cabins Maine
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

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.