Winter Harbor Holiday Rentals

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Our top choices for Winter Harbor holiday rentals

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 AU$104
includes taxes & fees
21 Apr - 22 Apr
Chickadee Hollow: Rustic Eco Camping near Acadia National Park!

Isleview Gallery Rm 12 - 10 min to Acadia!

Isleview Gallery Rm 12 - 10 min to Acadia!
Trenton
9.4 out of 10, Exceptional, (9 reviews)
"Priced right, close to the Acadia National Park, pet friendly. "
United States
Thomas Ethan G.
The price is AU$167
includes taxes & fees
22 Apr - 23 Apr
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 AU$126
includes taxes & fees
4 May - 5 May
Sun Shed Farm Stay

Gallagher`s Travels Cabin 2 Two Bedroom King/Queen

Gallagher`s Travels Cabin 2 Two Bedroom King/Queen
Bar Harbor
The price is AU$231
includes taxes & fees
28 Apr - 29 Apr
Gallagher`s Travels Cabin 2 Two Bedroom King/Queen

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
The price is AU$361
includes taxes & fees
6 May - 7 May
Cozy Coastal Cabin #1

Acadia Suites

Acadia Suites
3.0 star property
Bar Harbor
The price is AU$375
includes taxes & fees
27 Apr - 28 Apr
Acadia Suites

“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 AU$178
includes taxes & fees
21 Apr - 22 Apr
“Low Tide” cozy studio for two!

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 AU$129
includes taxes & fees
1 May - 2 May
Camping at the Ice-Shack

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 AU$199
includes taxes & fees
3 May - 4 May
Miners Den Balsam Hill Cabins Milbridge

14 1Br Cottage in Bar Harbor Open Hearth Inn

14 1Br Cottage in Bar Harbor Open Hearth Inn
Trenton
9.0 out of 10, Wonderful, (4 reviews)
"Loved the location! Close to Bar Harbor and Acadia. We really enjoyed the fire pit and met some new friends. Cozy little bungalow perfect for what we needed. The Host was very responsive and wonderful to work with. Thank you!"
United States
Marcella K.
The price is AU$215
includes taxes & fees
7 May - 8 May
14 1Br Cottage in Bar Harbor Open Hearth Inn

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.
The price is AU$167
includes taxes & fees
23 Apr - 24 Apr
Isleview Gallery Rm 15 - 10 min drive to Acadia

Hiker’s Retreat:Pet-Friendly Cabin in the Pines AC

Hiker’s Retreat:Pet-Friendly Cabin in the Pines AC
Otter Creek
The price is AU$477
includes taxes & fees
5 May - 6 May
Hiker’s Retreat:Pet-Friendly Cabin in the Pines AC

Cozy Coastal Cabin #5

Cozy Coastal Cabin #5
Steuben
9.4 out of 10, Exceptional, (3 reviews)
"It was a great place to enjoy the Maine scenery "
United States
Stephanie H.
The price is AU$361
includes taxes & fees
6 May - 7 May
Cozy Coastal Cabin #5

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 AU$445
includes taxes & fees
21 Apr - 22 Apr
Charming Stay close to Bar Harbor/Acadia Park (4)

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 AU$353
includes taxes & fees
25 Apr - 26 Apr
House Acadia at Gallagher`s Travels

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 AU$312
includes taxes & fees
21 Apr - 22 Apr
210 Main St

Isleview Gallery Rm 11 - Walk to lobster shacks!

Isleview Gallery Rm 11 - Walk to lobster shacks!
Trenton
9.4 out of 10, Exceptional, (3 reviews)
"This was a small room. Fine for one person, but could be a nuisance for a pair if they have significant luggage. The shower is cramped. Easy to get in. I didn't initially realize there were more supplies in the office downstairs (soap, creamer, etc.). There is also a general store & gas less than a mile to the west. The location is a bit further from both Acadia and Bar Harbor than most options, but not significantly so where you'd have to really plan for extra time to get anywhere. The nearby...
United States
Philip C.
The price is AU$167
includes taxes & fees
26 Apr - 27 Apr
Isleview Gallery Rm 11 - Walk to lobster shacks!

Isleview Cottage 5 - 2 min to Mount Desert Isle!

Isleview Cottage 5 - 2 min to Mount Desert Isle!
Trenton
8.8 out of 10, Excellent, (6 reviews)
"Cute cabin just as described and close proximity to Acadia"
United States
Brian H.
The price is AU$191
includes taxes & fees
21 Apr - 22 Apr
Isleview Cottage 5 - 2 min to Mount Desert Isle!

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 AU$466
includes taxes & fees
21 Apr - 22 Apr
Red Finn Cottage@ ACADIA NATIONAL PARK

Isleview Cottage 6 - 10 min to Acadia!

Isleview Cottage 6 - 10 min to Acadia!
Trenton
9.8 out of 10, Exceptional, (9 reviews)
"Charming cottages with amazing access to Acadia! Worked great for our family"
United States
James
The price is AU$191
includes taxes & fees
21 Apr - 22 Apr
Isleview Cottage 6 - 10 min to 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

Everything you need to know about Winter Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winter Harbor holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Harbor holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winter Harbor rentals

At Expedia, we put the best Winter Harbor holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Winter Harbor?

Yes, there are holiday rentals close to the most popular sights in Winter Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Winter Harbor is known for its waterfront and musical theatre. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

What are some of the best holiday rentals that Winter Harbor has to offer?

Joy Cottage Lighthouse & Harborview, an Ultimate ME Vacation Home: This holiday home rental outside of Winter Harbor is located by the ocean, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a private garden.

How many holiday rentals are there in Winter Harbor?

Expedia has 17 holiday 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 holiday rental in Winter Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Harbor. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.