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

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Winter Harbor holiday rentals

Courtyard

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (357 reviews)
"Very responsive cute place to stay at near bar harbor"
United States
Hannah
The price is 6.379.479 ₫
6.953.632 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Hanscom's Motel and Cottages
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (258 reviews)
"Large rooms with comfortable beds and a quiet, safe atmosphere"
United States
Abigail
The price is 7.311.249 ₫
7.969.261 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Stone Park
1 bedroom, Egyptian cotton sheets, premium bedding, free WiFi

Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (137 reviews)
"Property was phenomenal and owners were very friendly. Cabin had everything I could need for my stay."
United States
Jacob
The price is 5.788.550 ₫
6.309.520 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Lighthouse Cabins Maine
1 Bedroom Cabin with Living Room, Kitchen, and Private Patio (Pets Allowed) | Living area | Flat-screen TV

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.6 out of 10, Good, (102 reviews)
"We had an amazing time staying in the cabins. The women who worked in the office were so friendly and helpful. The cabin was clean. We would definitely stay there again."
United States
Kelly
The price is 4.033.509 ₫
7.021.824 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Hinckleys Dreamwood Cottages
Luxury Suite, 1 King Bed, Non Smoking | Private kitchenette | Coffee/tea maker

210 Main St

210 Main St
3.0 star property
Ellsworth
9.2 out of 10, Wonderful, (12 reviews)
"This was the most lovely New England room and home. We truly had an amazing time. Right next to a ton of lovely breakfast spots, ample parking, and about a 25 minute drive from Acadia. Would highly recommend!"
United States
Grace
The price is 3.862.609 ₫
7.491.869 ₫ total
includes taxes & fees
23 Jul - 24 Jul
210 Main St
Classic House | Living area | TV, fireplace, heated floors

House near Acadia National Park

House near Acadia National Park
4.0 star property
Ellsworth
9.6 out of 10, Exceptional, (25 reviews)
"Great place, close to the main road."
United States
Shabnaz
The price is 5.605.028 ₫
11.367.481 ₫ total
includes taxes & fees
19 Jul - 20 Jul
House near Acadia National Park
Exterior

Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park
3.0 star property
Bernard
8.4 out of 10, Very good, (6 reviews)
"Very good stay, misleading pics on the property announcement "
United Kingdom
Mr Luca
The price is 4.306.302 ₫
9.557.519 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Woodland Apartments-Acadia National Park
Beach

Acadia Suites

Acadia Suites
3.0 star property
Trenton
9.6 out of 10, Exceptional, (4 reviews)
"One picture in the description showed water so I thought the property was on water. Otherwise everything else was great and as described."
United States
Jennifer
The price is 5.281.135 ₫
9.625.011 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Acadia Suites
2 bedrooms, iron/ironing board, free cots/infant beds, free WiFi

Newly Renovated Acadia Apartment Maple Street

Newly Renovated Acadia Apartment Maple Street
3.0 star property
Ellsworth
9.6 out of 10, Exceptional, (4 reviews)
"Nice and neat place"
United States
Qian
The price is 5.175.844 ₫
8.270.670 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Newly Renovated Acadia Apartment Maple Street
House (2 Bedrooms) | Front of property

Bay Views: Peaceful Acadia National Park Getaway!

Bay Views: Peaceful Acadia National Park Getaway!
3.0 star property
Steuben
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful well kwpt home! It was very clean, and well equipped with everything we needed! Easy to communicate! The view of the water and Down East coastline was especially spectacular from the upstairs bedroom. The property is private and safe! We loved our stay!!! Highly recommend this property!!!! Thanks for some wonderful memories!"
United States
Diane
The price is 8.465.380 ₫
16.238.281 ₫ total
includes taxes & fees
25 Jul - 26 Jul
Bay Views: Peaceful Acadia National Park Getaway!
Family House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Beautiful Bar Harbor House

Beautiful Bar Harbor House
4.0 star property
Bar Harbor
The price is 11.830.500 ₫
19.467.745 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Beautiful Bar Harbor House
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

Seasider Motel

Seasider Motel

10/10 Excellent
"Helpful staff, good parking and good lication"
Gregor 3-night trip
Posted 1 hour ago
Seasider 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 19 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.