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Top 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, (117)
"Super clean and nice place for family staying"
The price is 6.855.716 ₫
7.472.731 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Stone Park

Hinckleys Dreamwood Cottages

3.0 star property
7.2 out of 10, Good, (72)
"Driveway is bumpy but the cabin was nice"
The price is 6.404.994 ₫
8.299.343 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Hinckleys Dreamwood Cottages

Hanscom's Motel and Cottages

3.0 star property
9.4 out of 10, Exceptional, (285)
"Wonderful stay"
The price is 5.380.195 ₫
5.864.391 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hanscom's Motel and Cottages

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 8.401.613 ₫
13.111.458 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Downtown Apartments in Bar Harbor

210 Main St

3.0 star property
9.0 out of 10, Wonderful, (4)
"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 4.151.385 ₫
7.819.759 ₫ total
includes taxes & fees
26 Aug - 27 Aug
210 Main St

Lighthouse Cabins Maine

3.0 star property
10.0 out of 10, Exceptional, (115)
"Wonderful stay! Cabins are brand new, comfortable, spotless, and nicely decorated. Appreciated the laundry facilities! Staff was friendly and helpful with recommendations about the area. "
Lighthouse Cabins Maine

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. "
Woodland Apartments-Acadia National Park

Bar Harbor Condos

2.5 star property
10.0 out of 10, Exceptional, (5)
"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 9.014.436 ₫
9.825.735 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Bar Harbor Condos

Narrows Too Camping Resort

2.0 star property
8.0 out of 10, Very good, (31)
"Our cabin was ideal for two people. Very clean and had everything we needed."
The price is 5.640.612 ₫
6.148.267 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Narrows Too Camping Resort

Beautiful Apartments in Thorsen Road Maine

3.0 star property
8.0 out of 10, Very good, (7)
"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 3.392.275 ₫
6.333.380 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Beautiful Apartments in Thorsen Road Maine

House near Acadia National Park

4.0 star property
9.8 out of 10, Exceptional, (20)
"This was the perfect stay for our family of 8. The 3 bathrooms, well-stocked kitchen and laundry machines made everything very convenient and enjoyable versus all of us being separated in hotel rooms. The owner was super responsive to all of our questions. Location is perfect as it’s close to downtown Bar Harbor, Acadia National Park and is right by a beautiful river just down the street! Highly recommend this property. "
The price is 9.719.513 ₫
15.865.869 ₫ total
includes taxes & fees
26 Aug - 27 Aug
House near Acadia National Park
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.

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.