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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Winter Harbor vacation rentals

1 bedroom, travel crib, WiFi (free), bed sheets

1. 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, (7 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
$286 nightly
The price is $312
Aug 17 - Aug 18
Total with taxes and fees
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

2. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.8 out of 10, Good, (111 reviews)
"Perfect spot"
United States
Hanorah
$304 nightly
The price is $322
Aug 5 - Aug 6
Total with taxes and fees
Hinckleys Dreamwood Cottages
Exterior

3. Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.4 out of 10, Exceptional, (46 reviews)
"Everything we needed for a quick family weekend getaway!"
United States
Paul T.
$513 nightly
The price is $559
Aug 13 - Aug 14
Total with taxes and fees
Water access house Acadia National Park Schoodic Point
Courtyard

4. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (364 reviews)
"Highly recommend this place!"
United States
Sarmila
$232 nightly
The price is $253
Aug 31 - Sep 1
Total with taxes and fees
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

5. Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.4 out of 10, Exceptional, (11 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
$390 nightly
The price is $409
Aug 4 - Aug 5
Total with taxes and fees
Downtown Apartments in Bar Harbor
1 bedroom, bed sheets

6. Sun Shed Farm Stay

Sun Shed Farm Stay
Milbridge
8.6 out of 10, Excellent, (9 reviews)
"The sunshed is delightful -- the windows over the bed mean a lovely view for falling asleep and waking. The outdoor shower and compost toilet were clean and the shower pressure was great. Heads up if you'll be arriving after dark -- signage is small and the lighting is minimal to non-existent. Also would have been great to have a flashlight in the shed (be sure to bring yours/have your phone charged and ready)."
United States
Kelsey
$101 nightly
The price is $110
Aug 4 - Aug 5
Total with taxes and fees
Sun Shed Farm Stay
Property grounds

7. Little Brook Cottage Mount Desert Island “Pet Friendly”

Little Brook Cottage Mount Desert Island “Pet Friendly”
Tremont
9.6 out of 10, Exceptional, (167 reviews)
"We loved our stay at little brook cottage! Robbin was a fantastic host and very good with our dog! "
United States
Amir Ali P.
$330 nightly
The price is $359
Aug 8 - Aug 9
Total with taxes and fees
Little Brook Cottage Mount Desert Island “Pet Friendly”
Terrace/patio

8. Cozy Milbridge Country Home

Cozy Milbridge Country Home
Milbridge
10.0 out of 10, Exceptional, (14 reviews)
"This was the best place we stayed by far!Exceptional amount of room, very helpful host, nice and quiet. It was like a home away from home."
United States
Gene B.
$256 nightly
The price is $279
Aug 19 - Aug 20
Total with taxes and fees
Cozy Milbridge Country Home
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
$300 nightly
The price is $327
Sep 1 - Sep 2
Total with taxes and fees
Acadia Suites
Property grounds

10. Miners Den Balsam Hill Cabins Milbridge

Miners Den Balsam Hill Cabins Milbridge
Milbridge
9.0 out of 10, Wonderful, (4 reviews)
"Such a beautiful place to stay! Super clean, super quiet, and easy to get to. Sienna was super communicative and kind. It’s hard not to fall in love with this cabin and want to stay forever, couldn’t recommend more!"
United States
Samantha D.
$134 nightly
The price is $146
Aug 4 - Aug 5
Total with taxes and fees
Miners Den Balsam Hill Cabins Milbridge
Exterior

11. Stagecoach Stop

Stagecoach Stop
Milbridge
6.0 out of 10, (2 reviews)
"Great rustic lodging. Helpful and friendly host. Beautiful area and close to many hiking trails in parks and preserves. Highly recommended if you want simple, rustic lodging with comfortable accommodations (nice bed, everything needed for a compact kitchen to prepare meals, and nice picnic table for eating outdoors). "
United States
Eric L.
$143 nightly
The price is $155
Aug 4 - Aug 5
Total with taxes and fees
Stagecoach Stop
Property grounds

12. Oceanfront Sunset View Cabin

Oceanfront Sunset View Cabin
Milbridge
9.8 out of 10, Exceptional, (6 reviews)
"The cabin and location were great. Enjoyed our time up there. "
United States
Art L.
$485 nightly
The price is $529
Aug 11 - Aug 12
Total with taxes and fees
Oceanfront Sunset View Cabin
Property grounds

13. Isleview Gallery Rm 15 - 10 min drive to Acadia

Isleview Gallery Rm 15 - 10 min drive to Acadia
Trenton
9.4 out of 10, Exceptional, (10 reviews)
"We were more than pleasantly surprised at the property. Very clean and efficient with lots of little extras would definitely stay there again."
United States
Deborah r.
$191 nightly
The price is $208
Aug 5 - Aug 6
Total with taxes and fees
Isleview Gallery Rm 15 - 10 min drive to Acadia
Smart TV, fireplace, books, stereo

14. 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.
$673 nightly
The price is $734
Aug 13 - Aug 14
Total with taxes and fees
Downeast Maine Cottage with Water View
Outdoor dining

15. Chickadee Hollow: Rustic Eco Camping near Acadia National Park!

Chickadee Hollow: Rustic Eco Camping near Acadia National Park!
Surry
10.0 out of 10, Exceptional, (4 reviews)
"The campsite was absolutely amazing. The different areas to camp in were great. There was plenty of space for a hammock, if we had brought one. The only complaint we had were the black flies, but those just come with the experience of being in nature!"
United States
Katherine B.
$66 nightly
The price is $72
Aug 6 - Aug 7
Total with taxes and fees
Chickadee Hollow: Rustic Eco Camping near Acadia National Park!
Interior

16. Cozy Coastal Cabin #1

Cozy Coastal Cabin #1
Steuben
9.8 out of 10, Exceptional, (7 reviews)
"Cabin was exactly as listed and very clean. "
United States
AMANDA
$553 nightly
The price is $603
Aug 8 - Aug 9
Total with taxes and fees
Cozy Coastal Cabin #1
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

17. Frenchman Bay Cottage #2 at Explore Acadia Cottages

Frenchman Bay Cottage #2 at Explore Acadia Cottages
Bar Harbor
10.0 out of 10, Exceptional, (11 reviews)
"Very comfortable stay. Super quiet, comfortable beds, and worked well for my family of 3."
United States
Laura M.
$421 nightly
The price is $458
Aug 5 - Aug 6
Total with taxes and fees
Frenchman Bay Cottage #2 at Explore Acadia Cottages
1 bedroom, premium bedding, WiFi (free), bed sheets

18. 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
$472 nightly
The price is $515
Aug 9 - Aug 10
Total with taxes and fees
Bar Harbor Condos
Property grounds

19. Oceanfront Cottage • Firepit + Beach • Near Acadia & Bar Harbor

Oceanfront Cottage • Firepit + Beach • Near Acadia & Bar Harbor
Milbridge
10.0 out of 10, Exceptional, (5 reviews)
"Nathan's place is a wonderful, quiet and quaint getaway location."
United States
Charles B.
$455 nightly
The price is $495
Aug 10 - Aug 11
Total with taxes and fees
Oceanfront Cottage • Firepit + Beach • Near Acadia & Bar Harbor
House (3 Bedrooms) | Interior

20. Day Trip to Acadia: Quiet Coastal Maine Escape

Day Trip to Acadia: Quiet Coastal Maine Escape
3.0 star property
Harrington
$347 nightly
The price is $378
Aug 12 - Aug 13
Total with taxes and fees
Day Trip to Acadia: Quiet Coastal Maine Escape
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

Bluenose Inn - Bar Harbor Collection

Bluenose Inn - Bar Harbor Collection

10/10 Excellent
"We enjoyed our stay! Would definitely come back again."
Oksana 3-night trip
Posted 2 hours ago
Bluenose 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 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 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.