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

Winter Harbor Holiday Rentals

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Our top choices for Winter Harbor holiday 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 AU$437
includes taxes & fees
24 July - 25 July
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 AU$699
includes taxes & fees
25 July - 26 July
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 AU$341
includes taxes & fees
28 July - 29 July
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 AU$831
includes taxes & fees
13 Aug - 14 Aug
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 AU$446
includes taxes & fees
22 July - 23 July
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 AU$2,186
includes taxes & fees
16 Aug - 17 Aug
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)
"Great location, within walking distance to all the restaurants in the downtown waterfront area. Fantastic breakfast included from the restaurant below which was a really nice perk. Enjoyed exploring Bar Harbor and Acadia National Park. Perfect place for a family of 4."
United States
Becky R.
The price is AU$1,735
includes taxes & fees
20 Aug - 21 Aug
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 AU$160
includes taxes & fees
22 July - 23 July
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 AU$1,215
includes taxes & fees
5 Aug - 6 Aug
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 AU$745
includes taxes & fees
23 July - 24 July
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 AU$106
includes taxes & fees
28 July - 29 July
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 AU$1,460
includes taxes & fees
25 July - 26 July
Beautiful Bar Harbor House

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (262 reviews)
"Large rooms with comfortable beds and a quiet, safe atmosphere"
United States
Abigail
The price is AU$461
includes taxes & fees
20 Aug - 21 Aug
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 AU$616
includes taxes & fees
23 July - 24 July
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 AU$1,134
includes taxes & fees
9 Aug - 10 Aug
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 AU$1,564
includes taxes & fees
15 Aug - 16 Aug
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 AU$1,042
includes taxes & fees
24 July - 25 July
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 AU$883
includes taxes & fees
1 Aug - 2 Aug
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 AU$1,080
includes taxes & fees
26 July - 27 July
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.
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

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$106 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?

House near Acadia National Park: This holiday 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 that you can cook with friends or family.

How many holiday rentals are there in Winter Harbor?

Expedia has 19 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.