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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Top Holiday Rentals in Winter Harbor

Stone Park
Building design

Stone Park

4.0 star property
9.2 out of 10, Wonderful, (146)
"It was very beautiful, clean, and everyone was very nice. "
The price is ฿5,190
฿5,657 total
includes taxes & fees
28 Oct - 29 Oct
Stone Park
Hinckleys Dreamwood Cottages
One Bedroom Cabin with Living Room, Kitchen & Private Patio | 2 bedrooms, iron/ironing board, free WiFi, bed sheets

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 ฿8,046
฿10,382 total
includes taxes & fees
20 Oct - 21 Oct
Hinckleys Dreamwood Cottages
Hanscom's Motel and Cottages
Courtyard

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 ฿4,979
฿5,427 total
includes taxes & fees
29 Oct - 30 Oct
Hanscom's Motel and Cottages
Woodland Apartments-Acadia National Park
Exterior

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 ฿7,046
฿12,513 total
includes taxes & fees
31 Oct - 1 Nov
Woodland Apartments-Acadia National Park
210 Main St
Luxury Apartment, Non Smoking | Private kitchen | Coffee/tea maker

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 ฿4,610
฿9,053 total
includes taxes & fees
31 Oct - 1 Nov
210 Main St
Bar Harbor Main Street Apartments
Comfort Apartment, 2 Bedrooms, Kitchen | Living area | TV

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 ฿12,093
฿18,018 total
includes taxes & fees
19 Oct - 20 Oct
Bar Harbor Main Street Apartments
House near Acadia National Park
Classic House | Living area | TV, fireplace, heated floors

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 ฿12,576
฿20,158 total
includes taxes & fees
23 Oct - 24 Oct
House near Acadia National Park
Beautiful Apartments in Thorsen Road Maine
Comfort Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop

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. "
Beautiful Apartments in Thorsen Road Maine
Bar Harbor Condos
Suite A | Private kitchen | Toaster, dining tables

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 ฿10,149
฿11,062 total
includes taxes & fees
31 Oct - 1 Nov
Bar Harbor Condos
Downtown Apartments in Bar Harbor
Classic Apartment, 1 Queen Bed with Sofa bed, Kitchen | Living area | 52-inch flat-screen TV with digital channels, Netflix, Hulu

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 ฿11,891
฿17,798 total
includes taxes & fees
25 Oct - 26 Oct
Downtown Apartments in Bar Harbor
Lighthouse Cabins Maine
Coffee/tea maker

Lighthouse Cabins Maine

3.0 star property
10.0 out of 10, Exceptional, (122)
"Great spot to stay in Maine"
Lighthouse Cabins Maine
3Bedroom2Bath CarriageHouse Pet Friendly
Comfort House | Living area

3Bedroom2Bath CarriageHouse Pet Friendly

3.5 star property
7.4 out of 10, Good, (3)
"Very nice, private cottage. Dog friendly, so glad my son could bring his dog. Close to Park and Bar Harbor, far enough to be outside the busy areas. House was clean, had all amenities needed. Would recommend! Thank you!!"
The price is ฿11,752
฿19,259 total
includes taxes & fees
19 Oct - 20 Oct
3Bedroom2Bath CarriageHouse Pet Friendly
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

Bar Harbor Manor

Bar Harbor Manor

10/10 Excellent
"The room was spacious and walkable to everything. The staff was great!"
Deborah 1-night trip
Posted 4 days ago
Bar Harbor Manor

Find out more about Winter Harbor

Find out more about Winter Harbor

Search for holiday rentals in Winter Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Winter Harbor
  • Use the map to find apartments and other holiday homes in the Winter Harbor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Harbor while they last

Look no further and take a look at our great range of rental properties in Winter Harbor!

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.