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

Holiday Rentals in Winter Harbor

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Our top choices for Winter Harbor holiday rentals

1. Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (22 reviews)
"It was centrally located and very easy in and out. Would highly suggest this place to anyone."
United States
Don
The price is €122
includes taxes & fees
6 Dec - 7 Dec
Bar Harbor Condos

2. Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.2 out of 10, Wonderful, (60 reviews)
"The house was comfortable and clean. We enjoyed the fire pit and charcoal grill. Jeff was very friendly and helpful. The location was wonderful for exploring Acadia and especially the Schoodic Peninsula."
United States
Linette
The price is €316
includes taxes & fees
30 Nov - 1 Dec
Water access house Acadia National Park Schoodic Point

3. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (427 reviews)
"The room was clean, cozy yet spacious, and we really enjoyed having a small kitchen. Very convenient to Acadia National Park and Bar Harbor."
United States
Linda
The price is €99
includes taxes & fees
1 Dec - 2 Dec
Hanscom's Motel and Cottages

4. The Cottage Room at Lafayette Inn

The Cottage Room at Lafayette Inn
Bar Harbor
8.6 out of 10, Excellent, (4 reviews)
"Perfect location in Bar Harbor and walking distance to pretty much everything. Super comfortable bed and nice common room where I got work done in the mornings with my coffee."
Canada
Carlee M.
The price is €161
includes taxes & fees
9 Nov - 10 Nov
The Cottage Room at Lafayette Inn

5. Gallagher`s Travels Cabin 6 (King Bed)

Gallagher`s Travels Cabin 6 (King Bed)
Bar Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic accommodations. Room was clean with all of the necessary amenities."
United States
Rob D.
Gallagher`s Travels Cabin 6 (King Bed)

6. Captain`s Quarters in the Heart of Bar Harbor

Captain`s Quarters in the Heart of Bar Harbor
Bar Harbor
9.6 out of 10, Exceptional, (5 reviews)
"A great location in walking distance to many dining options and all the shops as well as the waterfront. Parking situation was great and the set up inside was perfect. Very clean and well maintained. Highly recommend! "
United States
Sarah G.
The price is €166
includes taxes & fees
8 Nov - 9 Nov
Captain`s Quarters in the Heart of Bar Harbor

7. Brand New House!! Charming tiny home close to Schoodic Peninsula.

Brand New House!! Charming tiny home close to Schoodic Peninsula.
Gouldsboro
10.0 out of 10, Exceptional, (6 reviews)
"A beautiful little cottage! Our host made sure we had all the comforts of home. Communication was wonderful. Clean & cozy! We enjoyed walking through the trails they made on the property. Only a hour away from Acadia National Park. Wish we had time to stay longer!"
United States
patricia
The price is €471
includes taxes & fees
8 Nov - 9 Nov
Brand New House!! Charming tiny home close to Schoodic Peninsula.

8. The Garden Room at the Lafayette Inn

The Garden Room at the Lafayette Inn
Bar Harbor
8.0 out of 10, Very good, (2 reviews)
"The hosts were very communicative and even provided a huge list of activities and recommendations for the area! The location was absolutely perfect, walking distance to everything. It was a reasonable price and very comfortable."
United States
Ellie T.
The price is €151
includes taxes & fees
7 Nov - 8 Nov
The Garden Room at the Lafayette Inn

9. House Acadia at Gallagher`s Travels

House Acadia at Gallagher`s Travels
Bar Harbor
9.8 out of 10, Exceptional, (8 reviews)
"Great communication with host. The location was perfect for our needs. Overall great place"
United States
Hunter H.
The price is €193
includes taxes & fees
8 Nov - 9 Nov
House Acadia at Gallagher`s Travels

10. Gallagher`s Travels Cabin 2 Two Bedroom King/Queen

Gallagher`s Travels Cabin 2 Two Bedroom King/Queen
Bar Harbor
8.8 out of 10, Excellent, (5 reviews)
The price is €119
includes taxes & fees
7 Nov - 8 Nov
Gallagher`s Travels Cabin 2 Two Bedroom King/Queen

11. Suite A 1BR/ 1 BA 1st Floor

Suite A 1BR/ 1 BA 1st Floor
Bar Harbor
10.0 out of 10, Exceptional, (1 review)
"Husband and i came to Maine this week and spent 2 days in Bar Harbor. This place was close to lots of shops/bars/restaurants and had everything we needed. Clean and comfortable. "
United States
tricia b.
The price is €136
includes taxes & fees
1 Dec - 2 Dec
Suite A 1BR/ 1 BA 1st Floor

12. Gallagher`s Travels Cabin 5 (Single King)

Gallagher`s Travels Cabin 5 (Single King)
Bar Harbor
The price is €110
includes taxes & fees
7 Nov - 8 Nov
Gallagher`s Travels Cabin 5 (Single King)

13. Wildwood Cottage at Gallagher`s Travels

Wildwood Cottage at Gallagher`s Travels
Bar Harbor
9.0 out of 10, Wonderful, (6 reviews)
"Friendly, helpful, responsive host. Nice property conveniently located. We had a great stay!"
United States
Andrea C.
Wildwood Cottage at Gallagher`s Travels

14. Gallagher`s Travels Cabin 1 (Single Queen)

Gallagher`s Travels Cabin 1 (Single Queen)
Bar Harbor
The price is €109
includes taxes & fees
7 Nov - 8 Nov
Gallagher`s Travels Cabin 1 (Single Queen)

15. Waterfront Cabin with Private Beach in Bar Harbor. Minutes from Acadia National Park & Downtown Bar Harbor. Newly furnished 3-bedroom, two baths with game room, outdoor grill and fire-pit.

Waterfront Cabin with Private Beach in Bar Harbor. Minutes from Acadia National Park & Downtown Bar Harbor. Newly furnished 3-bedroom, two baths with game room, outdoor grill and fire-pit.
Bar Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Great location and clean place. Absolutely great for vacation."
United States
Prabhaker P.
The price is €437
includes taxes & fees
7 Dec - 8 Dec
Waterfront Cabin with Private Beach in Bar Harbor. Minutes from Acadia National Park & Downtown Bar Harbor. Newly furnished 3-bedroom, two baths with game room, outdoor grill and fire-pit.

16. Gallagher`s Travels Cabin 3 (Single Queen)

Gallagher`s Travels Cabin 3 (Single Queen)
Bar Harbor
9.4 out of 10, Exceptional, (3 reviews)
"Great pet friendly spot."
United States
Tiseo F.
The price is €109
includes taxes & fees
7 Nov - 8 Nov
Gallagher`s Travels Cabin 3 (Single Queen)

17. Mullein Hill Cottage: Escape Crowds to MDI’s Quiet, Historic Birthplace

Mullein Hill Cottage: Escape Crowds to MDI’s Quiet, Historic Birthplace
Somesville
The price is €331
includes taxes & fees
9 Nov - 10 Nov
Mullein Hill Cottage: Escape Crowds to MDI’s Quiet, Historic Birthplace

18. Gallagher`s Travels Cabin 4 (2 Bedroom king/Queen)

Gallagher`s Travels Cabin 4 (2 Bedroom king/Queen)
Bar Harbor
6.0 out of 10, (4 reviews)
"The only thing I didn’t like on our stay is the lack of table and chairs inside the cabin (though there’s table and chairs outside: but it was raining hard so we’re not able to use it). The owner is great in communication though."
United States
Genaro
The price is €119
includes taxes & fees
7 Nov - 8 Nov
Gallagher`s Travels Cabin 4 (2 Bedroom king/Queen)

19. Unit D: 1Br/1Ba suite in downtown Bar Harbor, Maine

Unit D: 1Br/1Ba suite in downtown Bar Harbor, Maine
Bar Harbor
The price is €136
includes taxes & fees
1 Dec - 2 Dec
Unit D: 1Br/1Ba suite in downtown Bar Harbor, Maine

20. Unit C: 2nd floor beautiful 1BR/1B suite in the heart of downtown Bar Harbor

Unit C: 2nd floor beautiful 1BR/1B suite in the heart of downtown Bar Harbor
Bar Harbor
The price is €136
includes taxes & fees
1 Dec - 2 Dec
Unit C: 2nd floor beautiful 1BR/1B suite in the heart of downtown Bar Harbor
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, apart-hotels, 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 favorite 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 depends 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 €62 per night. Entering your travel dates in the search wizard you might find 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 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 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.