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

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.
$886 nightly
The price is $966
Sep 7 - Sep 8
Total with taxes and fees
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
$283 nightly
The price is $308
Sep 4 - Sep 5
Total with taxes and fees
Moonshine a cozy studio apartment with views of Bunker's Harbor
Luxury Cabin, Hot Tub (Pets Not Allowed) | Exterior

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
$236 nightly
The price is $248
Sep 7 - Sep 8
Total with taxes and fees
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)
$314 nightly
The price is $342
Sep 12 - Sep 13
Total with taxes and fees
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)
"Very responsive cute place to stay at near bar harbor"
United States
Hannah
$232 nightly
The price is $253
Sep 7 - Sep 8
Total with taxes and fees
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.
$426 nightly
The price is $464
Sep 8 - Sep 9
Total with taxes and fees
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
$400 nightly
The price is $421
Sep 7 - Sep 8
Total with taxes and fees
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
$546 nightly
The price is $595
Sep 7 - Sep 8
Total with taxes and fees
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
$370 nightly
The price is $403
Sep 13 - Sep 14
Total with taxes and fees
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
$336 nightly
The price is $366
Sep 7 - Sep 8
Total with taxes and fees
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
$667 nightly
The price is $711
Sep 20 - Sep 21
Total with taxes and fees
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.
$552 nightly
The price is $590
Sep 20 - Sep 21
Total with taxes and fees
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)
$399 nightly
The price is $435
Sep 30 - Oct 1
Total with taxes and fees
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.
$454 nightly
The price is $490
Sep 18 - Sep 19
Total with taxes and fees
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.
$710 nightly
The price is $758
Sep 20 - Sep 21
Total with taxes and fees
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
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.
$433 nightly
The price is $472
Sep 8 - Sep 9
Total with taxes and fees
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
$325 nightly
The price is $354
Sep 4 - Sep 5
Total with taxes and fees
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.
$439 nightly
The price is $465
Sep 7 - Sep 8
Total with taxes and fees
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
$338 nightly
The price is $351
Sep 7 - Sep 8
Total with taxes and fees
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

Wonder View Inn - Bar Harbor Collection

Wonder View Inn - Bar Harbor Collection

10/10 Excellent
"Nice, very spread out property but location to bike trail into Acadia Park was excellent which was my priority!"
Roxanne 4-night trip
Posted 4 hours ago
Wonder View Inn - Bar Harbor Collection

Find out more about Winter Harbor

Everything you need to know about Winter Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winter Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter Harbor rentals

At Expedia, we put the best Winter Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.