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
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 vacation rentals

Property grounds

1. Quaint and rustic cottage nestled on the shores of a small Maine village.

Quaint and rustic cottage nestled on the shores of a small Maine village.
Winter Harbor
10.0 out of 10, Exceptional, (63 reviews)
"Exceptional property, great views and quiet. Just perfect for us."
United States
Umesh K.
The price is AED 1,286
AED 3,547 total
includes taxes & fees
2 Sep - 3 Sep
Quaint and rustic cottage nestled on the shores of a small Maine village.
1 bedroom, travel crib, WiFi (free), bed sheets

2. Moonshine a cozy studio apartment with views of Bunker's Harbor

Moonshine a cozy studio apartment with views of Bunker's Harbor
Gouldsboro
10.0 out of 10, Exceptional, (10 reviews)
"We loved the view of the harbor, the quietness of the area, and the adjacent restaurant (great coffee). The owner was very kind and our stay was lovely. "
United States
Lori
The price is AED 735
AED 1,145 total
includes taxes & fees
2 Sep - 3 Sep
Moonshine a cozy studio apartment with views of Bunker's Harbor
1 Bedroom Cabin with Living Room, Kitchen, and Private Patio (Pets Allowed) | Living area | Flat-screen TV

3. 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 AED 462
AED 871 total
includes taxes & fees
2 Sep - 3 Sep
Hinckleys Dreamwood Cottages
Property grounds

4. Cozy lodge minutes from Acadia National Park's Schoodic Loop!

Cozy lodge minutes from Acadia National Park's Schoodic Loop!
Gouldsboro
10.0 out of 10, Exceptional, (5 reviews)
Cozy lodge minutes from Acadia National Park's Schoodic Loop!
Courtyard

5. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (380 reviews)
"Highly recommend this place!"
United States
Sarmila
The price is AED 732
AED 798 total
includes taxes & fees
2 Sep - 3 Sep
Hanscom's Motel and Cottages
Smart TV, books

6. Cozy cottage overlooking beautiful Bunker's Harbor in Birch Harbor, ME

Cozy cottage overlooking beautiful Bunker's Harbor in Birch Harbor, ME
Gouldsboro
9.8 out of 10, Exceptional, (11 reviews)
"Cozy cottage! Great views and delicious restaurant right next door!"
United States
Kristine W.
The price is AED 1,194
AED 1,714 total
includes taxes & fees
2 Sep - 3 Sep
Cozy cottage overlooking beautiful Bunker's Harbor in Birch Harbor, ME
City Apartment, 1 King Bed with Sofa bed, Kitchen | Living area | 52-inch flat-screen TV with digital channels, Netflix, Hulu

7. Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (14 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 AED 838
AED 1,556 total
includes taxes & fees
3 Sep - 4 Sep
Downtown Apartments in Bar Harbor
Exterior

8. Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.2 out of 10, Wonderful, (50 reviews)
"The house was comfortable and clean. We enjoyed the fire pit and charcoal grill. Jeff was very friendly and helpful. The location was wonderful for exploring Acadia and especially the Schoodic Peninsula."
United States
Linette
The price is AED 1,098
AED 2,194 total
includes taxes & fees
2 Sep - 3 Sep
Water access house Acadia National Park Schoodic Point
Property grounds

9. Brand New House!! Charming tiny home close to Schoodic Peninsula.

Brand New House!! Charming tiny home close to Schoodic Peninsula.
Gouldsboro
The price is AED 826
AED 1,489 total
includes taxes & fees
13 Sep - 14 Sep
Brand New House!! Charming tiny home close to Schoodic Peninsula.
1 bedroom, premium bedding, WiFi (free), bed sheets

10. 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 AED 860
AED 937 total
includes taxes & fees
2 Sep - 3 Sep
Bar Harbor Condos
Deluxe Apartment | Living area | Smart TV

11. 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 AED 774
AED 1,486 total
includes taxes & fees
2 Sep - 3 Sep
Glen Mary Apartments
Property grounds

12. Historic 2 Cats Inn-Free Breakfast-Samson Room

Historic 2 Cats Inn-Free Breakfast-Samson Room
Bar Harbor
9.8 out of 10, Exceptional, (13 reviews)
"Two Cats Inn was charming, in a great spot right in Bar Harbor, and the included breakfasts from the restaurant were delicious and filling. Lovely stay! We rented both the Samson and the Georgia room and enjoyed both. "
United States
Sara A.
Historic 2 Cats Inn-Free Breakfast-Samson Room
Interior

13. Private 14 acre waterfront 3-bedroom cabin in the peaceful forests of Maine

Private 14 acre waterfront 3-bedroom cabin in the peaceful forests of Maine
Gouldsboro
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 918
AED 1,601 total
includes taxes & fees
30 Sep - 1 Oct
Private 14 acre waterfront 3-bedroom cabin in the peaceful forests of Maine
Beach

14. Junior Cabin 5A_Acadia National Park_Pet Free

Junior Cabin 5A_Acadia National Park_Pet Free
Bar Harbor
9.6 out of 10, Exceptional, (4 reviews)
"Great stay. Very clean and a great location!"
United States
Wade A.
The price is AED 525
AED 867 total
includes taxes & fees
2 Sep - 3 Sep
Junior Cabin 5A_Acadia National Park_Pet Free
TV

15. Elegant Apt_Close to Downtown_Best Modern Features

Elegant Apt_Close to Downtown_Best Modern Features
Bar Harbor
9.2 out of 10, Wonderful, (22 reviews)
"Great location, walkable to Main St. Peaceful."
United States
Teri A.
Elegant Apt_Close to Downtown_Best Modern Features
1 bedroom, Egyptian cotton sheets, premium bedding, WiFi (free)

16. Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (147 reviews)
"Great place, nice hosts, good location away from the crazy of Bar Harbor."
United States
Michael
The price is AED 810
AED 883 total
includes taxes & fees
3 Sep - 4 Sep
Lighthouse Cabins Maine
Smart TV, fireplace, books, stereo

17. Downeast Maine Cottage with Water View

Downeast Maine Cottage with Water View
Steuben
10.0 out of 10, Exceptional, (20 reviews)
"Great cabin for a family get away to relax in nature. The cabin is spacious and very scenic."
United States
Amanda R.
The price is AED 595
AED 1,722 total
includes taxes & fees
2 Sep - 3 Sep
Downeast Maine Cottage with Water View
Beach

18. Acadia Suites

Acadia Suites
3.0 star property
Trenton
9.2 out of 10, Wonderful, (11 reviews)
"Nicely redecorated and close to Bar Harbor and Acadia!"
United States
John
The price is AED 586
AED 1,179 total
includes taxes & fees
2 Sep - 3 Sep
Acadia Suites
Terrace/patio

19. Bar Harbor Cabin Minutes to Downtown and Acadia National Park

Bar Harbor Cabin Minutes to Downtown and Acadia National Park
Bar Harbor
9.8 out of 10, Exceptional, (132 reviews)
"Great place with responsive host! It was a short distance from Acadia and we loved going into Bar Harbor for dinner and shopping. We would definitely rent again!"
United States
Melissa C.
The price is AED 1,061
AED 1,955 total
includes taxes & fees
2 Sep - 3 Sep
Bar Harbor Cabin Minutes to Downtown and Acadia National Park
Elite Apartment | Living area

20. Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park
3.0 star property
Bernard
8.4 out of 10, Very Good, (8 reviews)
"It was really nice and super clean. We are family of 3 and visited Maine for 4 days and ir was super convenient. Everything was clean and nice and we relly enjoyed our stay."
United States
Devjyoti
The price is AED 518
AED 1,299 total
includes taxes & fees
3 Sep - 4 Sep
Woodland Apartments-Acadia National Park
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

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages

10/10 Excellent
"The cabin could use some hooks on the walls for coats, towels etc."
Ruth 2-night trip
Posted less than an hour ago
Hinckleys Dreamwood Cottages

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.

What's the top vacation rental that Winter Harbor has to offer?

House near Acadia National Park: This vacation home rental outside 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 you can cook with friends or family.

How many vacation rentals are there in Winter Harbor?

Expedia has 19 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.