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

Winter Harbor Vacation Rentals

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Our top choices for Winter Harbor vacation rentals

Sun Shed Farm Stay

Sun Shed Farm Stay
Milbridge
8.8 out of 10, Excellent, (6 reviews)
"We so appreciated the friendly, informative farm tour, as well as the option to purchase a farm breakfast, which was hearty and delicious. The animals were friendly. Truly a memorable experience."
United States
Richard
The price is CA $115
CA $156 total
includes taxes & fees
Jul 7 - Jul 8
Sun Shed Farm Stay

Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (135 reviews)
"Property was phenomenal and owners were very friendly. Cabin had everything I could need for my stay."
United States
Jacob
The price is CA $313
CA $341 total
includes taxes & fees
Jul 7 - Jul 8
Lighthouse Cabins Maine

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, (3 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.
The price is CA $45
CA $103 total
includes taxes & fees
Jul 10 - Jul 11
Chickadee Hollow: Rustic Eco Camping near Acadia National Park!

Alvah's Park Ranger Cabin

Alvah's Park Ranger Cabin
Lamoine
9.8 out of 10, Exceptional, (21 reviews)
"We had a great stay here while visiting Acadia. The space was very clean and the kitchen and bath had everything we needed. "
United States
Nancy W.
The price is CA $325
CA $574 total
includes taxes & fees
Jul 6 - Jul 7
Alvah's Park Ranger Cabin

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.6 out of 10, Good, (98 reviews)
"This had to be one of the cleanest places that I have stayed. It is a rustic cabin with modest decorations."
United States
Laura
The price is CA $223
CA $385 total
includes taxes & fees
Jul 6 - Jul 7
Hinckleys Dreamwood Cottages

Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!

Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!
Gouldsboro
10.0 out of 10, Exceptional, (5 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 CA $284
CA $397 total
includes taxes & fees
Jul 12 - Jul 13
Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!

Little Brook Cottage Mount Desert Island “Pet Friendly”

Little Brook Cottage Mount Desert Island “Pet Friendly”
Tremont
9.6 out of 10, Exceptional, (165 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.
The price is CA $213
CA $531 total
includes taxes & fees
Jul 13 - Jul 14
Little Brook Cottage Mount Desert Island “Pet Friendly”

18 Acadia Lodge King Bed AC Open Hearth Inn

18 Acadia Lodge King Bed AC Open Hearth Inn
Trenton
9.4 out of 10, Exceptional, (18 reviews)
"Clean and cozy accommodations."
United States
Abraham L.
The price is CA $313
CA $456 total
includes taxes & fees
Jul 7 - Jul 8
18 Acadia Lodge King Bed AC Open Hearth Inn

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (343 reviews)
"This was a nice quiet place that was conveniently located close by Bar Harbor and Acadia National Park"
United States
Ricky
The price is CA $310
CA $338 total
includes taxes & fees
Jul 28 - Jul 29
Hanscom's Motel and Cottages

Bay Views: Peaceful Acadia National Park Getaway!

Bay Views: Peaceful Acadia National Park Getaway!
3.0 star property
Steuben
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful well kwpt home! It was very clean, and well equipped with everything we needed! Easy to communicate! The view of the water and Down East coastline was especially spectacular from the upstairs bedroom. The property is private and safe! We loved our stay!!! Highly recommend this property!!!! Thanks for some wonderful memories!"
United States
Diane
The price is CA $318
CA $725 total
includes taxes & fees
Jul 25 - Jul 26
Bay Views: Peaceful Acadia National Park Getaway!

210 Main St

210 Main St
3.0 star property
Ellsworth
9.2 out of 10, Wonderful, (11 reviews)
"Restaurants nearby "
United States
STANISLAV
The price is CA $209
CA $405 total
includes taxes & fees
Jul 7 - Jul 8
210 Main St

Isleview Cottage 4 - 10 minutes to Acadia!

Isleview Cottage 4 - 10 minutes to Acadia!
Trenton
The price is CA $242
CA $369 total
includes taxes & fees
Jul 5 - Jul 6
Isleview Cottage 4 - 10 minutes to Acadia!

Downeast Maine Cottage with Water View

Downeast Maine Cottage with Water View
Steuben
10.0 out of 10, Exceptional, (18 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 CA $488
CA $988 total
includes taxes & fees
Jul 24 - Jul 25
Downeast Maine Cottage with Water View

Acadia Suites

Acadia Suites
3.0 star property
Trenton
9.6 out of 10, Exceptional, (4 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 CA $300
CA $536 total
includes taxes & fees
Jul 8 - Jul 9
Acadia Suites

“Low Tide” cozy studio for two!

“Low Tide” cozy studio for two!
Tremont
10.0 out of 10, Exceptional, (12 reviews)
"Nice quiet location , very clean!"
United States
Jeff
The price is CA $319
CA $397 total
includes taxes & fees
Jul 8 - Jul 9
“Low Tide” cozy studio for two!

Sea Star Cottage #6 at Explore Acadia Cottages

Sea Star Cottage #6 at Explore Acadia Cottages
Bar Harbor
10.0 out of 10, Exceptional, (11 reviews)
"Great accommodations inside cottage. Expected to be closer to bar harbor area, but still close to park and downtown."
United States
Brie V.
The price is CA $387
CA $659 total
includes taxes & fees
Jul 15 - Jul 16
Sea Star Cottage #6 at Explore Acadia Cottages

Eden Village Cottage 6 in Bar Harbor, minutes to Acadia & Downtown, Sleeps 6.

Eden Village Cottage 6 in Bar Harbor, minutes to Acadia & Downtown, Sleeps 6.
Bar Harbor
9.8 out of 10, Exceptional, (6 reviews)
"Clean and had everything we needed. Really enjoyed the outdoor space and great location. "
United States
Donna E.
The price is CA $410
CA $512 total
includes taxes & fees
Jul 8 - Jul 9
Eden Village Cottage 6 in Bar Harbor, minutes to Acadia & Downtown, Sleeps 6.

13 Mi to Acadia: Artistic Retreat in Nature

13 Mi to Acadia: Artistic Retreat in Nature
Trenton
9.4 out of 10, Exceptional, (6 reviews)
"We booked very last minute at this place. It’s very quirky but comfortable! "
United States
Katie P.
The price is CA $292
CA $705 total
includes taxes & fees
Jul 11 - Jul 12
13 Mi to Acadia: Artistic Retreat in Nature

Family-Friendly Yurts with Onsite Games, Hiking & Wellness Amenities

Family-Friendly Yurts with Onsite Games, Hiking & Wellness Amenities
Tremont
9.8 out of 10, Exceptional, (35 reviews)
"We loved it!"
United States
Jim B.
The price is CA $753
CA $1,093 total
includes taxes & fees
Jul 8 - Jul 9
Family-Friendly Yurts with Onsite Games, Hiking & Wellness Amenities

Marshall Lodge. At the heart of Acadia and MDI!

Marshall Lodge. At the heart of Acadia and MDI!
Mount Desert
9.8 out of 10, Exceptional, (12 reviews)
"Everything was new and clean and the beds were very comfortable. "
United States
Sean
The price is CA $858
CA $1,289 total
includes taxes & fees
Jul 10 - Jul 11
Marshall Lodge. At the heart of Acadia and MDI!
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

Find out more about Winter Harbor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winter Harbor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Acadia’s "Quiet Side" Retreat – Sunny 3BR/2BA w/ Private Deck & Fire Pit!: This vacation home rental outside of Winter Harbor offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

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.