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

Winter Harbor Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Harbor holiday rentals

Courtyard

1. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (372 reviews)
"Highly recommend this place!"
United States
Sarmila
The price is S$291
includes taxes & fees
31 Aug - 1 Sept
Hanscom's Motel and Cottages
1 bedroom, premium bedding, free WiFi, bed sheets

2. Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (19 reviews)
"Location is ideal for walking around Bar Harbor, there’s a grocery store less than 2 blocks away, the unit had everything we needed and was immaculately clean. We had a lovely time and would be delighted to return!"
United States
Sandy
The price is S$361
includes taxes & fees
17 Aug - 18 Aug
Bar Harbor Condos
Living area

3. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.8 out of 10, Good, (117 reviews)
"Great location away from the crowds. Quiet at night."
United States
James
The price is S$358
includes taxes & fees
9 Sept - 10 Sept
Hinckleys Dreamwood Cottages
Living area

4. Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.4 out of 10, Exceptional, (12 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 S$647
includes taxes & fees
7 Sept - 8 Sept
Downtown Apartments in Bar Harbor
Front of property

5. Historic 2 Cats Inn

Historic 2 Cats Inn
3.0 star property
Bar Harbor
8.4 out of 10, Very good, (5 reviews)
"Very easy check in and clear communication prior to arriving, and the breakfast place downstairs is AMAZING"
United States
Kristie
The price is S$677
includes taxes & fees
16 Aug - 17 Aug
Historic 2 Cats Inn
Living area

6. Glen Mary Apartments

Glen Mary Apartments
3.5 star property
Bar Harbor
9.0 out of 10, Wonderful, (2 reviews)
"Fantastic "
United States
Amber
The price is S$793
includes taxes & fees
13 Sept - 14 Sept
Glen Mary Apartments
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

7. Stone Park

Stone Park
4.0 star property
Ellsworth
9.4 out of 10, Exceptional, (312 reviews)
"Wonderful place. Enjoyed my stay!"
United States
Kenneth
The price is S$362
includes taxes & fees
6 Sept - 7 Sept
Stone Park
Private kitchenette

8. 210 Main St

210 Main St
3.0 star property
Ellsworth
9.4 out of 10, Exceptional, (14 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 S$365
includes taxes & fees
27 Aug - 28 Aug
210 Main St
Beach

9. Acadia Suites

Acadia Suites
3.0 star property
Trenton
9.6 out of 10, Exceptional, (5 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 S$425
includes taxes & fees
8 Sept - 9 Sept
Acadia 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

Acadia Ocean View Hotel

Acadia Ocean View Hotel

10/10 Excellent
"Nice hotel. Great location."
Prem 2-night trip
Posted 5 hours ago
Acadia Ocean View Hotel

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 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.