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

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, (6 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 $280
CA $436 total
includes taxes & fees
Jul 25 - Jul 26
Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!

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
The price is CA $628
CA $685 total
includes taxes & fees
Jul 25 - Jul 26
Bar Harbor Condos

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (358 reviews)
"Very responsive cute place to stay at near bar harbor"
United States
Hannah
The price is CA $308
CA $336 total
includes taxes & fees
Jul 28 - Jul 29
Hanscom's Motel and Cottages

Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.4 out of 10, Exceptional, (45 reviews)
"Property just as described, we really enjoyed our stay. "
United States
Ross A.
The price is CA $379
CA $787 total
includes taxes & fees
Aug 13 - Aug 14
Water access house Acadia National Park Schoodic Point

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.6 out of 10, Good, (105 reviews)
"Great value. The kids appreciated the heated pool."
United States
Ryan
The price is CA $315
CA $484 total
includes taxes & fees
Aug 2 - Aug 3
Hinckleys Dreamwood Cottages

Best Location & Best Free Breakfast! Newly Renovated 2bed/1bath, Heart of Downtown Bar Harbor

Best Location & Best Free Breakfast! Newly Renovated 2bed/1bath, Heart of Downtown Bar Harbor
Downtown Bar Harbor
9.8 out of 10, Exceptional, (55 reviews)
"Hard to beat the location "
United States
Greg B.
The price is CA $1,515
CA $2,157 total
includes taxes & fees
Aug 16 - Aug 17
Best Location & Best Free Breakfast! Newly Renovated 2bed/1bath, Heart of Downtown Bar Harbor

2 Bedroom Apt B_Free Breakfast_Main Street

2 Bedroom Apt B_Free Breakfast_Main Street
Downtown Bar Harbor
9.8 out of 10, Exceptional, (6 reviews)
The price is CA $1,157
CA $1,765 total
includes taxes & fees
Aug 18 - Aug 19
2 Bedroom Apt B_Free Breakfast_Main Street

Sun Shed Farm Stay

Sun Shed Farm Stay
Milbridge
8.4 out of 10, Very good, (8 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
The price is CA $114
CA $154 total
includes taxes & fees
Jul 29 - Jul 30
Sun Shed Farm Stay

Two bedroom on first floor at end of a quiet cul-de-sac in downtown Bar Harbor

Two bedroom on first floor at end of a quiet cul-de-sac in downtown Bar Harbor
Bar Harbor
9.8 out of 10, Exceptional, (181 reviews)
"Very nice property and easy walking to restaurants. "
United States
Bill M.
The price is CA $632
CA $1,226 total
includes taxes & fees
Aug 5 - Aug 6
Two bedroom on first floor at end of a quiet cul-de-sac in downtown Bar Harbor

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
The price is CA $520
CA $742 total
includes taxes & fees
Jul 23 - Jul 24
Historic 2 Cats Inn

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 $44
CA $102 total
includes taxes & fees
Jul 29 - Jul 30
Chickadee Hollow: Rustic Eco Camping near Acadia National Park!

Beautiful Bar Harbor House

Beautiful Bar Harbor House
4.0 star property
Bar Harbor
The price is CA $1,102
CA $1,552 total
includes taxes & fees
Aug 9 - Aug 10
Beautiful Bar Harbor House

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (262 reviews)
The price is CA $417
CA $454 total
includes taxes & fees
Aug 11 - Aug 12
Stone Park

Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (10 reviews)
"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "
United States
Rebecca
The price is CA $362
CA $640 total
includes taxes & fees
Jul 23 - Jul 24
Downtown Apartments in Bar Harbor

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 CA $795
CA $1,112 total
includes taxes & fees
Aug 9 - Aug 10
Glen Mary Apartments

House Acadia at Gallagher`s Travels

House Acadia at Gallagher`s Travels
Bar Harbor
9.8 out of 10, Exceptional, (6 reviews)
"Great communication with host. The location was perfect for our needs. Overall great place"
United States
Hunter H.
The price is CA $1,045
CA $1,566 total
includes taxes & fees
Aug 14 - Aug 15
House Acadia at Gallagher`s Travels

Enchanted Escape - Woodland gem. Close to Acadia!

Enchanted Escape - Woodland gem. Close to Acadia!
Bar Harbor
10.0 out of 10, Exceptional, (10 reviews)
"Great location to explore the island"
United States
Jeremy M.
The price is CA $669
CA $1,053 total
includes taxes & fees
Jul 24 - Jul 25
Enchanted Escape - Woodland gem. Close to Acadia!

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 $452
CA $866 total
includes taxes & fees
Jul 25 - Jul 26
Bay Views: Peaceful Acadia National Park Getaway!

Buckle Bungalow-At the heart of MDI & near Acadia!

Buckle Bungalow-At the heart of MDI & near Acadia!
Mount Desert
10.0 out of 10, Exceptional, (24 reviews)
"Great stay at Buckle Bungalow. Location was perfect for Acadia and Bar Harbor access. Property was very clean, well-appointed and perfect for our 5 night stay. Highly recommend Acadia Woods to anyone traveling to the Mount Desert Island area!"
United States
John S.
The price is CA $699
CA $1,091 total
includes taxes & fees
Jul 26 - Jul 27
Buckle Bungalow-At the heart of MDI & near Acadia!

Super Clean, Fully-Equipped Private Suite 1 Mile from Acadia

Super Clean, Fully-Equipped Private Suite 1 Mile from Acadia
Bar Harbor
10.0 out of 10, Exceptional, (88 reviews)
"Super clean and cozy with easy access to Bar Harbor and Acadia National Park. Would highly recommend to anyone traveling in tthe area"
United States
Dale P.
The price is CA $400
CA $612 total
includes taxes & fees
Jul 31 - Aug 1
Super Clean, Fully-Equipped Private Suite 1 Mile from Acadia
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?

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.