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

Our top choices for Winter Harbor holiday rentals

Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

1. Stone Park

Stone Park
4.0 star property
Ellsworth
9.4 out of 10, Exceptional, (333 reviews)
"Excellent place to stay in Maine and lovely!"
United States
Jennifer
The price is 5.656.091 ₫
6.165.140 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Stone Park
Luxury Cabin, Hot Tub (Pets Not Allowed) | 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 3.540.152 ₫
6.468.266 ₫ total
includes taxes & fees
7 Sept - 8 Sept
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, (381 reviews)
"Highly recommend this place!"
United States
Sarmila
The price is 5.453.333 ₫
5.944.180 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hanscom's Motel and Cottages
City Apartment, 1 King Bed with Sofa bed, Kitchen | Living area | 52-inch flat-screen TV with digital channels, Netflix, Hulu

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 6.138.522 ₫
11.257.614 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Downtown Apartments in Bar Harbor
1 bedroom, premium bedding, free WiFi, bed sheets

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 7.640.160 ₫
8.327.775 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Bar Harbor Condos
Exterior detail

6. The Colonels Suites

The Colonels Suites
2.0 star property
Northeast Harbor
The price is 7.873.122 ₫
10.003.881 ₫ total
includes taxes & fees
18 Sept - 19 Sept
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

Seasider Motel

Seasider Motel

10/10 Excellent
"Clean room, air-conditioning and friendly staff. Close to downtown restaurants and the beach."
Travis 1-night trip
Posted less than an 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.