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

Winter Harbor Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Winter Harbor holiday rentals

1 bedroom, WiFi, bed sheets

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 HK$1,568
HK$2,444 total
includes taxes & fees
27 Jul - 28 Jul
Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!
1 bedroom, premium bedding, free WiFi, bed sheets

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 HK$3,804
HK$4,146 total
includes taxes & fees
6 Aug - 7 Aug
Bar Harbor Condos
Courtyard

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 HK$1,753
HK$1,911 total
includes taxes & fees
23 Aug - 24 Aug
Hanscom's Motel and Cottages
Exterior

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 HK$2,344
HK$4,684 total
includes taxes & fees
13 Aug - 14 Aug
Water access house Acadia National Park Schoodic Point
Living area

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.8 out of 10, Good, (106 reviews)
"Great value. The kids appreciated the heated pool."
United States
Ryan
The price is HK$1,753
HK$2,694 total
includes taxes & fees
27 Jul - 28 Jul
Hinckleys Dreamwood Cottages
Coffee/tea maker, fridge, microwave, oven

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, (57 reviews)
"Hard to beat the location "
United States
Greg B.
The price is HK$8,439
HK$12,254 total
includes taxes & fees
16 Aug - 17 Aug
Best Location & Best Free Breakfast! Newly Renovated 2bed/1bath, Heart of Downtown Bar Harbor
TV

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 HK$6,469
HK$9,867 total
includes taxes & fees
20 Aug - 21 Aug
2 Bedroom Apt B_Free Breakfast_Main Street
1 bedroom, bed sheets

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 HK$635
HK$863 total
includes taxes & fees
4 Aug - 5 Aug
Sun Shed Farm Stay
Smart TV, books, music library

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, (182 reviews)
"Very nice property and easy walking to restaurants. "
United States
Bill M.
The price is HK$3,521
HK$6,829 total
includes taxes & fees
5 Aug - 6 Aug
Two bedroom on first floor at end of a quiet cul-de-sac in downtown Bar Harbor
Front of property

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 HK$3,096
HK$4,355 total
includes taxes & fees
27 Jul - 28 Jul
Historic 2 Cats Inn
Outdoor dining

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 HK$247
HK$568 total
includes taxes & fees
26 Jul - 27 Jul
Chickadee Hollow: Rustic Eco Camping near Acadia National Park!
Private kitchen

Beautiful Bar Harbor House

Beautiful Bar Harbor House
4.0 star property
Bar Harbor
The price is HK$4,587
HK$6,960 total
includes taxes & fees
25 Jul - 26 Jul
Beautiful Bar Harbor House
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (264 reviews)
"Clean and spacious room. Great location to Bar Harbor."
United States
Laura
The price is HK$2,498
HK$2,723 total
includes taxes & fees
16 Aug - 17 Aug
Stone Park
Living area

Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.4 out of 10, Exceptional, (11 reviews)
"The location was great! It's close to a lot of restaurants and gift shops. The unit was on the second floor, so it was a little bit challenging for me because I have bad knees, but we're very satisfied with the place. It's not too far from Acadia National Park. I would recommended it. The communication with host was fast."
United States
Thuynga
The price is HK$2,024
HK$3,579 total
includes taxes & fees
28 Jul - 29 Jul
Downtown Apartments in Bar Harbor
Living area

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 HK$3,938
HK$5,665 total
includes taxes & fees
9 Aug - 10 Aug
Glen Mary Apartments
TV

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 HK$5,822
HK$8,677 total
includes taxes & fees
14 Aug - 15 Aug
House Acadia at Gallagher`s Travels
Outdoor dining

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 HK$4,658
HK$6,923 total
includes taxes & fees
29 Jul - 30 Jul
Enchanted Escape - Woodland gem. Close to Acadia!
Front of property

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 HK$2,525
HK$4,843 total
includes taxes & fees
25 Jul - 26 Jul
Bay Views: Peaceful Acadia National Park Getaway!
Outdoor dining

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 HK$3,557
HK$5,654 total
includes taxes & fees
26 Jul - 27 Jul
Buckle Bungalow-At the heart of MDI & near Acadia!
Property grounds

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 HK$2,227
HK$3,411 total
includes taxes & fees
31 Jul - 1 Aug
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

Acadia Ocean View Hotel

Acadia Ocean View Hotel

8/10 Good
"Excellent view of nature!"
John 5-night trip
Posted 3 hours ago
Acadia Ocean View Hotel

Find out more about Winter Harbor

Search for holiday rentals in Winter Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Winter Harbor
  • Use the map to find apartments and other holiday homes in the Winter Harbor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Harbor while they last

Look no further and take a look at our great range of rental properties in Winter Harbor!

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.