Photo by Ricky Batista

Winter Harbor Holiday Rentals

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Check prices for these dates

Tonight
9 Nov - 10 Nov
Tomorrow
10 Nov - 11 Nov
Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov

Holiday Rentals in Winter Harbor

Building design
Stone Park

Stone Park

4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (186)
"Good location and convenient "
United States
Chris
The price is S$267
includes taxes & fees
10 Nov - 11 Nov
Stone Park
Terrace/patio
Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages

3.0 star property
Bar Harbor
7.6 out of 10, Good, (90)
"amazing place "
United States
Mackenzie
Hinckleys Dreamwood Cottages
Courtyard
Hanscom's Motel and Cottages

Hanscom's Motel and Cottages

3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (317)
"Great location, nice and cozy room, super easy check-in "
United States
Ximena
The price is S$172
includes taxes & fees
10 Nov - 11 Nov
Hanscom's Motel and Cottages
Private kitchen
210 Main St

210 Main St

3.0 star property
Ellsworth
9.0 out of 10, Wonderful, (10)
"Such a cool place to stay. Love the history of the building yet had modern amenities. Good location."
United States
Eric
The price is S$343
includes taxes & fees
16 Nov - 17 Nov
210 Main St
Private kitchen
Bar Harbor Condos

Bar Harbor Condos

2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (7)
"It’s was lovely! A very special and beautiful property! Wonderful to be able to walk to dinner and shops. Unfortunately, with only a one-night stay, the late check-in (4p) and early checkout (10a) felt a bit rushed. It would be best enjoyed with more nights, or a slightly later checkout. Still an excellent place."
United States
Nikki
The price is S$393
includes taxes & fees
1 Dec - 2 Dec
Bar Harbor Condos
Living area
Bar Harbor Main Street Apartments

Bar Harbor Main Street Apartments

3.5 star property
Downtown Bar Harbor
9.0 out of 10, Wonderful, (8)
"Great location, plenty of space. Bathroom needs repair work but otherwise a great choice"
United States
Molly
Bar Harbor Main Street Apartments
Coffee/tea maker
Lighthouse Cabins Maine

Lighthouse Cabins Maine

3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (132)
"Very nice location. Separate cabins were very nice and quite clean. Close to water and some nice photo opportunities.Stayed there at the beginning of our trip and on the way home. Owner was very attentive with good communication. We would stay there again."
United States
James E
Lighthouse Cabins Maine
Living area
Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor

3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (10)
"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "
United States
Rebecca
Downtown Apartments in Bar Harbor
Exterior
Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park

3.0 star property
Bernard
8.0 out of 10, Very good, (5)
"You will not be disappointed with what you see once you see inside the doors. Beautifully decorated and everything you need, but... it is more like a modular 4-apartment home / b&b - no ocean view, at the end of a dirt road (lots of dust), but a few deer met us as we unpacked. We were skeptical at first, yet pleasantly surprised with our stay. I highly recommend, so long as your expectations are set."
United States
Theresa
Woodland Apartments-Acadia National Park
Living area
House near Acadia National Park

House near Acadia National Park

4.0 star property
Ellsworth
9.8 out of 10, Exceptional, (24)
"We ended up finding this location at the very last minute. IT WAS PERFECT! There was a snafu with our VRBO reservation and we were unable to get in. Once we hopped onto Hotels.com and did a search for something a family of 5 could stay in near Bar Harbor during the busiest time for the area, this house in Acadia popped up. We were so LUCKY it was available. The price was reasonable and we could immediately check in. So easy! Thank you to the host family who has placed this location on...
United States
Anonymous traveller
House near Acadia National Park
Property grounds
Waterfront Retreat With Stunning Views 3 Bedroom Home

Waterfront Retreat With Stunning Views 3 Bedroom Home

3.0 star property
Prospect Harbor
Waterfront Retreat With Stunning Views 3 Bedroom Home
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

Anchorage Motel

Anchorage Motel

10/10 Excellent
"Great spot to stay prefect walking distance to town and close to Acadia national park "
Desiree 4-night trip
Posted 14 hours ago
Anchorage Motel

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.