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 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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, (59 reviews)
"Relaxing secluded location "
United States
TOM G.
$886 nightly
The price is $966
Aug 27 - Aug 28
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
$286 nightly
The price is $312
Aug 20 - Aug 21
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

3. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.8 out of 10, Good, (118 reviews)
"Great location away from the crowds. Quiet at night."
United States
James
$242 nightly
The price is $254
Aug 30 - Aug 31
Total with taxes and fees
Hinckleys Dreamwood Cottages
Courtyard

4. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (374 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
9.2 out of 10, Wonderful, (13 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
$422 nightly
The price is $444
Sep 7 - Sep 8
Total with taxes and fees
Downtown Apartments in Bar Harbor
Exterior

6. Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.4 out of 10, Exceptional, (48 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
$545 nightly
The price is $594
Aug 27 - Aug 28
Total with taxes and fees
Water access house Acadia National Park Schoodic Point
Outdoor dining

7. 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, (5 reviews)
"Lovely "
United States
eric j.
$66 nightly
The price is $72
Aug 20 - Aug 21
Total with taxes and fees
Chickadee Hollow: Rustic Eco Camping near Acadia National Park!
Front of property

8. 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
$379 nightly
The price is $402
Aug 20 - Aug 21
Total with taxes and fees
Historic 2 Cats Inn
Property grounds

9. 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 20 - Aug 21
Total with taxes and fees
Miners Den Balsam Hill Cabins Milbridge
Property grounds

10. 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.
$343 nightly
The price is $374
Sep 17 - Sep 18
Total with taxes and fees
Little Brook Cottage Mount Desert Island “Pet Friendly”
1 bedroom, bed sheets

11. Sun Shed Farm Stay

Sun Shed Farm Stay
Milbridge
8.6 out of 10, Excellent, (11 reviews)
"Fun way to get off the beaten track, enjoyed waking up to some farm animals nearby, and the stars were incredible."
United States
Matthew
$101 nightly
The price is $110
Aug 26 - Aug 27
Total with taxes and fees
Sun Shed Farm Stay
Terrace/patio

12. Cozy Milbridge Country Home

Cozy Milbridge Country Home
Milbridge
10.0 out of 10, Exceptional, (15 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.
$257 nightly
The price is $280
Aug 20 - Aug 21
Total with taxes and fees
Cozy Milbridge Country Home
Beach

13. Acadia Suites

Acadia Suites
3.0 star property
Trenton
9.0 out of 10, Wonderful, (8 reviews)
"The hosts were very responsive. Our apartment was missing sheets for the sofa bed upon arrival and they helped us right away. One minor issue was the TV remote and ceiling fan remote were missing. We didn't need either but future guests might."
United States
Geoffrey Newhall
$325 nightly
The price is $354
Aug 20 - Aug 21
Total with taxes and fees
Acadia Suites
Property grounds

14. 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.
Oceanfront Sunset View Cabin
Property grounds

15. 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.
$195 nightly
The price is $212
Aug 26 - Aug 27
Total with taxes and fees
Isleview Gallery Rm 15 - 10 min drive to Acadia
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
$428 nightly
The price is $467
Aug 20 - Aug 21
Total with taxes and fees
Cozy Coastal Cabin #1
Exterior

17. Stagecoach Stop

Stagecoach Stop
Milbridge
7.4 out of 10, Good, (3 reviews)
"We had a great stay at the Stagecoach. The cabin is fun to stay at. It is not far from Acadia National Park. There were a few restaurants nearby including Scovils Millside Dining which had good food at great prices. The cabin was very, very clean. The outside shower was very cool. There was a picnic table and fire pit. The host met us there and went over all of the amenities and how everything works. We loved it."
United States
Brian
$143 nightly
The price is $155
Aug 20 - Aug 21
Total with taxes and fees
Stagecoach Stop
Deluxe Apartment | Living area | Smart TV

18. Glen Mary Apartments

Glen Mary Apartments
3.5 star property
Bar Harbor
9.0 out of 10, Wonderful, (2 reviews)
"Fantastic "
United States
Amber
$522 nightly
The price is $553
Sep 3 - Sep 4
Total with taxes and fees
Glen Mary Apartments
Terrace/patio

19. 20 Stunning Acadia Lodge w/AC Open Hearth Inn

20 Stunning Acadia Lodge w/AC Open Hearth Inn
Trenton
9.0 out of 10, Wonderful, (16 reviews)
"The hosts are very responsive. I do think better coffee would help -especially since the owners are Hawaiian! "
United States
Bernice G.
$220 nightly
The price is $240
Aug 31 - Sep 1
Total with taxes and fees
20 Stunning Acadia Lodge w/AC Open Hearth Inn
Outdoor dining

20. 19 Acadia Lodge Sleeps 4 Open Hearth Inn

19 Acadia Lodge Sleeps 4 Open Hearth Inn
Trenton
8.8 out of 10, Excellent, (17 reviews)
"Our room was really nice, and very welcoming. Would definitely stay again."
United States
Cherie
$208 nightly
The price is $226
Sep 13 - Sep 14
Total with taxes and fees
19 Acadia Lodge Sleeps 4 Open Hearth Inn
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

Island View Hotel Bar Harbor

Island View Hotel Bar Harbor

8/10 Good
"Hard to get in and out of the location due to the traffic from the bridge. Was some damage to the room and not 100% clean but would utilize them again in the future. The balcony was nice although ours faced the parking lot not the water for the double bed option."
Jacob 2-night trip
Posted 1 hour ago
Island View Hotel Bar Harbor

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.