A coastal town with a lighthouse, rocky shoreline, dense forest, and a clear blue sky.

Winter Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winter Harbor vacation rentals

Pool

1. Stone Park

Stone Park
4.0 star property
Ellsworth
9.4 out of 10, Exceptional, (334 reviews)
"Excellent place to stay in Maine and lovely!"
United States
Jennifer
The price is P13,580
P14,803 total
includes taxes & fees
Sep 7 - Sep 8
Stone Park
Exterior

2. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.8 out of 10, Good, (124 reviews)
"Great location away from the crowds. Quiet at night."
United States
James
The price is P10,335
P17,530 total
includes taxes & fees
Sep 7 - Sep 8
Hinckleys Dreamwood Cottages
Courtyard

3. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (383 reviews)
"Very responsive cute place to stay at near bar harbor"
United States
Hannah
The price is P13,094
P14,272 total
includes taxes & fees
Sep 7 - Sep 8
Hanscom's Motel and Cottages
Living area

4. Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (15 reviews)
"The location was great! It's close to a lot of restaurants and gift shops. The unit was on the second floor, so it was a little bit challenging for me because I have bad knees, but we're very satisfied with the place. It's not too far from Acadia National Park. I would recommended it. The communication with host was fast."
United States
Thuynga
The price is P14,739
P27,030 total
includes taxes & fees
Sep 7 - Sep 8
Downtown Apartments in Bar Harbor
Room

5. Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (20 reviews)
"Clean, new and quiet. Excellent location. Absolutely perfect."
United States
Joy
The price is P18,344
P19,995 total
includes taxes & fees
Sep 7 - Sep 8
Bar Harbor Condos
Exterior detail

6. The Colonels Suites

The Colonels Suites
2.0 star property
Northeast Harbor
The price is P18,904
P24,020 total
includes taxes & fees
Sep 18 - Sep 19
The Colonels Suites
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

Terramor Outdoor Resort

Terramor Outdoor Resort

10/10 Excellent
"Great glamping experience!! 10/10 recommend! Really awesome tents with plenty of windows for warm days, space heaters and heated mattress pads for cool nights. Really nice bathroom for a glamping tent. Very clean. The only thing to note is that internet was spotty in our tent (one of the furthest from the lodge) - no big deal for us, but worth noting if you need solid WiFi on your trip."
Sarah 3-night trip
Posted 8 hours ago
Terramor Outdoor Resort

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
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  • 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 vacation rentals in Winter Harbor?

Yes, we have vacation rentals close to well known attractions in Winter Harbor, or you can go with a more remote option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theater. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

How many vacation rentals are there in Winter Harbor?

Expedia has 18 vacation 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 vacation rental in Winter Harbor like?

Vacation rentals are private properties where you can stay for short or long periods in Winter Harbor. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.