Winter Harbor Vacation Rentals

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Our top choices for Winter Harbor vacation rentals

Acadia Suites

Acadia Suites
3.0 star property
Trenton
The price is CA $132
CA $349 total
includes taxes & fees
Apr 7 - Apr 8
Acadia Suites

Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (132 reviews)
"Great spot to stay in Maine"
United States
Kathryn
The price is CA $206
CA $224 total
includes taxes & fees
May 3 - May 4
Lighthouse Cabins Maine

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (324 reviews)
"Super cute cottage. Very clean, and very comfortable. Easy check in. Loved that you could tip housekeeping through Venmo!!!! "
United States
Kristina
The price is CA $217
CA $236 total
includes taxes & fees
Apr 17 - Apr 18
Hanscom's Motel and Cottages

Isleview Gallery Rm 12 - 10 min to Acadia!

Isleview Gallery Rm 12 - 10 min to Acadia!
Trenton
9.4 out of 10, Exceptional, (8 reviews)
"Priced right, close to the Acadia National Park, pet friendly. "
United States
Thomas Ethan G.
The price is CA $95
CA $157 total
includes taxes & fees
Apr 6 - Apr 7
Isleview Gallery Rm 12 - 10 min to Acadia!

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 $95
CA $134 total
includes taxes & fees
May 4 - May 5
Sun Shed Farm Stay

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, (1 review)
"Lovely "
United States
eric j.
The price is CA $44
CA $101 total
includes taxes & fees
Apr 6 - Apr 7
Chickadee Hollow: Rustic Eco Camping near Acadia National Park!

Acadia: Birch Tree Hollow

Acadia: Birch Tree Hollow
Trenton
The price is CA $182
CA $469 total
includes taxes & fees
Apr 8 - Apr 9
Acadia: Birch Tree Hollow

Downeast Maine Cottage with Water View

Downeast Maine Cottage with Water View
Steuben
10.0 out of 10, Exceptional, (17 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 $167
CA $581 total
includes taxes & fees
Apr 6 - Apr 7
Downeast Maine Cottage with Water View

Blue Lobster Cottage in brilliant Acadia with AC, WiFi

Blue Lobster Cottage in brilliant Acadia with AC, WiFi
Tremont
8.8 out of 10, Excellent, (3 reviews)
"Location is quiet and not too far from Acadia. Minor issue with the attention to detail on cleaning as the blankets on couch and sheets for pull out couch were not clean. I emailed host and no response, either. "
United States
Rachel
The price is CA $194
CA $534 total
includes taxes & fees
Apr 16 - Apr 17
Blue Lobster Cottage in brilliant Acadia with AC, WiFi

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (198 reviews)
"Very clean and quiet, friendly staff. Excellent place to stay"
United States
John
The price is CA $174
CA $190 total
includes taxes & fees
Apr 12 - Apr 13
Stone Park

Acadia Basecamp | Walk to Lobster House, Coffee, Bakery | 1 Gig Wifi (5)

Acadia Basecamp | Walk to Lobster House, Coffee, Bakery | 1 Gig Wifi (5)
Trenton
10.0 out of 10, Exceptional, (2 reviews)
"My Spouse and I had a wonderful time "
United States
Eresina G.
The price is CA $114
CA $402 total
includes taxes & fees
Apr 6 - Apr 7
Acadia Basecamp | Walk to Lobster House, Coffee, Bakery | 1 Gig Wifi (5)

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.
The price is CA $153
CA $213 total
includes taxes & fees
May 3 - May 4
Miners Den Balsam Hill Cabins Milbridge

Camping at the Ice-Shack

Camping at the Ice-Shack
Milbridge
8.0 out of 10, Very good, (2 reviews)
"It’s name says it all. A perfectly sized, literal “bed room” in the middle of the woods. The fire pit had wood all ready for me to use. If you were to come in the winter, the tiny home has a wood stove to use as well."
United States
Wesley H.
The price is CA $98
CA $137 total
includes taxes & fees
May 1 - May 2
Camping at the Ice-Shack

Charming Stay close to Bar Harbor/Acadia Park (4)

Charming Stay close to Bar Harbor/Acadia Park (4)
Trenton
9.8 out of 10, Exceptional, (6 reviews)
"Great place to stay! "
United States
Hamidollah
The price is CA $114
CA $402 total
includes taxes & fees
Apr 6 - Apr 7
Charming Stay close to Bar Harbor/Acadia Park (4)

210 Main St

210 Main St
3.0 star property
Ellsworth
9.0 out of 10, Wonderful, (10 reviews)
"Such a cool place to stay. Love the history of the building yet had modern amenities. Good location."
United States
Eric
The price is CA $126
CA $312 total
includes taxes & fees
Apr 7 - Apr 8
210 Main St

Theater~Hot Tub~Game Room~5 min. to Acadia Park~Historic Home~Dogs welcome

Theater~Hot Tub~Game Room~5 min. to Acadia Park~Historic Home~Dogs welcome
Somesville
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay! The house was great! We really enjoyed the game room, theater, hot tub… and lots of space for our large group! "
United States
Theresa C.
The price is CA $249
CA $918 total
includes taxes & fees
Apr 7 - Apr 8
Theater~Hot Tub~Game Room~5 min. to Acadia Park~Historic Home~Dogs welcome

Red Finn Cottage@ ACADIA NATIONAL PARK

Red Finn Cottage@ ACADIA NATIONAL PARK
Southwest Harbor
8.0 out of 10, Very good, (8 reviews)
"Definitely recommend to those looking for a place to stay in the Acadia/bar harbor area! Very cute and clean and had everything we needed. Even snacks (:"
United States
Emily D.
The price is CA $153
CA $471 total
includes taxes & fees
Apr 6 - Apr 7
Red Finn Cottage@ ACADIA NATIONAL PARK

“Low Tide” cozy studio for two!

“Low Tide” cozy studio for two!
Tremont
9.8 out of 10, Exceptional, (9 reviews)
"Nice quiet location , very clean!"
United States
Jeff
The price is CA $119
CA $160 total
includes taxes & fees
Apr 9 - Apr 10
“Low Tide” cozy studio for two!

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.
The price is CA $167
CA $228 total
includes taxes & fees
May 3 - May 4
Stagecoach Stop

Harbor ViewCharming 3-bedroom house in delightful Acadia Area AC, WiFi

Harbor ViewCharming 3-bedroom house in delightful Acadia Area AC, WiFi
Ellsworth
9.6 out of 10, Exceptional, (5 reviews)
"Great place to see all that Acadia National Park has to offer."
United States
David G.
The price is CA $450
CA $869 total
includes taxes & fees
May 3 - May 4
Harbor ViewCharming 3-bedroom house in delightful Acadia Area AC, WiFi
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?

Joy Cottage Lighthouse & Harborview, an Ultimate ME Vacation Home: This vacation home rental outside of Winter Harbor is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a private yard.

How many vacation rentals are there in Winter Harbor?

Expedia has 17 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. Grindstone Neck Golf Course and Schoodic Point 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.