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

Winter Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Winter Harbor vacation rentals

An outdoor patio with stone flooring, a fire pit, wooden furniture, and a pergola.

1. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (415 reviews)
"The place was immaculate and had everything you could need for a short stay."
United States
Raymond
The price is NT$3,879
NT$4,228 total
includes taxes & fees
Nov 1 - Nov 2
Hanscom's Motel and Cottages
A cozy living room with a wooden rocking chair, a beige sofa with blue pillows, a wooden coffee table, and a large window with blue curtains.

2. Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (17 reviews)
"The room was clean and decorated nicely. The complementary breakfast was delicious. The apartment was walking distance to downtown. Parking was good. It is located over a laundromat. We had no problems with that, but it is worth noting."
United States
Kim
The price is NT$7,879
NT$14,175 total
includes taxes & fees
Oct 18 - Oct 19
Downtown Apartments in Bar Harbor
A small cabin with a wooden deck, surrounded by trees.

3. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
8.0 out of 10, Very good, (140 reviews)
"Great location and updated cottage made for a perfect stay."
United States
Kristin
The price is NT$4,643
NT$8,253 total
includes taxes & fees
Oct 25 - Oct 26
Hinckleys Dreamwood Cottages
A hotel room with a large bed, a ceiling fan, a window with curtains, a decorative mirror, and bedside lamps.

4. Bar Harbor Condos

Bar Harbor Condos
2.5 star property
Bar Harbor
10.0 out of 10, Exceptional, (20 reviews)
"Clean, new and quiet. Excellent location. Absolutely perfect."
United States
Joy
The price is NT$5,112
NT$5,572 total
includes taxes & fees
Nov 1 - Nov 2
Bar Harbor Condos
A restaurant with outdoor seating, surrounded by a garden with various flowers.

5. Historic 2 Cats Inn

Historic 2 Cats Inn
3.0 star property
Bar Harbor
8.8 out of 10, Excellent, (6 reviews)
"Very easy check in and clear communication prior to arriving, and the breakfast place downstairs is AMAZING"
United States
Kristie
The price is NT$11,316
NT$16,325 total
includes taxes & fees
Oct 25 - Oct 26
Historic 2 Cats Inn
A cozy seating area with a built-in bench and a sofa, featuring a view through large windows with blinds.

6. 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 NT$11,723
NT$18,365 total
includes taxes & fees
Oct 25 - Oct 26
Glen Mary Apartments
A compact kitchen with white tiled walls, a central island with two stools, a refrigerator, and a clock on the wall.

7. Cottage Street Downtown New Apartment

Cottage Street Downtown New Apartment
3.0 star property
Downtown Bar Harbor
4.0 out of 10, (1 review)
The price is NT$15,420
NT$23,193 total
includes taxes & fees
Oct 25 - Oct 26
Cottage Street Downtown New Apartment
A swimming pool with a building in the background.

8. Stone Park

Stone Park
4.0 star property
Ellsworth
9.4 out of 10, Exceptional, (416 reviews)
"Perfect place to stay and rooms were spacious!"
United States
Rebekah
The price is NT$6,005
NT$6,546 total
includes taxes & fees
Nov 1 - Nov 2
Stone Park
A modern kitchen with white cabinets, stainless steel appliances, and a central island with stools.

9. Beautiful Bar Harbor House

Beautiful Bar Harbor House
4.0 star property
Bar Harbor
The price is NT$14,526
NT$23,815 total
includes taxes & fees
Oct 25 - Oct 26
Beautiful Bar Harbor House
A compact kitchen with modern appliances, a dining area with white chairs, and a hallway leading to a bedroom.

10. 3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea
3.0 star property
Bar Harbor
8.0 out of 10, Very good, (3 reviews)
"Nice spot that is very close to bar harbor. Very clean and great for a large amount of people. "
United States
Kujtim
The price is NT$6,615
NT$13,596 total
includes taxes & fees
Oct 25 - Oct 26
3BedroomApt Pool CampFire PlayArea
Beach

11. Acadia Suites

Acadia Suites
3.0 star property
Trenton
8.4 out of 10, Very good, (19 reviews)
"We stayed here for our honeymoon and it was absolutely wonderful!"
United States
Naomi
The price is NT$4,758
NT$9,884 total
includes taxes & fees
Oct 31 - Nov 1
Acadia Suites
A neatly made bed with a patterned bedspread, two wall-mounted paintings, a bedside lamp, and a window with curtains.

12. Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park
3.0 star property
Bernard
9.0 out of 10, Wonderful, (12 reviews)
"The place was nice & quiet."
United States
Carla
The price is NT$5,081
NT$11,924 total
includes taxes & fees
Oct 28 - Oct 29
Woodland Apartments-Acadia National Park
A small wooden cabin with a green roof and a sign reading "WONDERLAND". There are two blue Adirondack chairs outside.

13. Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (151 reviews)
"Great place, nice hosts, good location away from the crazy of Bar Harbor."
United States
Michael
The price is NT$7,039
NT$7,673 total
includes taxes & fees
Oct 13 - Oct 14
Lighthouse Cabins Maine
A two-story building with a wooden front porch and large windows.

14. The Colonels Suites

The Colonels Suites
2.0 star property
Northeast Harbor
The price is NT$8,850
NT$11,386 total
includes taxes & fees
Oct 13 - Oct 14
The Colonels Suites
A room with a wooden spiral staircase, two patterned armchairs, a small table with a lamp, and a window with curtains.

15. 3Bedroom2Bath CarriageHouse Pet Friendly

3Bedroom2Bath CarriageHouse Pet Friendly
3.5 star property
Bar Harbor
7.6 out of 10, Good, (5 reviews)
"It was beautiful inside and out. Would recommend 10/10. Very quiet location beds slept great and close to Bar Harbor "
United States
Jana
The price is NT$11,733
NT$19,174 total
includes taxes & fees
Oct 18 - Oct 19
3Bedroom2Bath CarriageHouse Pet Friendly
A modern living room with a sofa, a coffee table, a TV, and a fireplace.

16. House near Acadia National Park

House near Acadia National Park
4.0 star property
Ellsworth
9.8 out of 10, Exceptional, (26 reviews)
"Great place, close to the main road."
United States
Shabnaz
The price is NT$9,338
NT$16,564 total
includes taxes & fees
Oct 18 - Oct 19
House near Acadia National Park
A living room with a dark blue wall, a chandelier, a black sofa, a white radiator, and a patterned rug.

17. 210 Main St

210 Main St
3.0 star property
Ellsworth
9.2 out of 10, Wonderful, (20 reviews)
"Beautiful property, nice area. Quiet and family friendly town."
United States
james
The price is NT$3,526
NT$7,036 total
includes taxes & fees
Oct 31 - Nov 1
210 Main St
A neatly made bed with striped bedding, two bedside tables with lamps, and two paintings of sailboats on the wall.

18. Newly Renovated Acadia Apartment Maple Street

Newly Renovated Acadia Apartment Maple Street
3.0 star property
Ellsworth
9.8 out of 10, Exceptional, (6 reviews)
"Nice and neat place"
United States
Qian
The price is NT$5,537
NT$10,824 total
includes taxes & fees
Oct 18 - Oct 19
Newly Renovated Acadia Apartment Maple Street
A modern living room with a sofa, a coffee table, and a TV on a stand.

19. Union River Apartments

Union River Apartments
3.0 star property
Ellsworth
The price is NT$9,578
NT$16,825 total
includes taxes & fees
Oct 25 - Oct 26
Union River Apartments
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

Comfort Inn Ellsworth - Bar Harbor

Comfort Inn Ellsworth - Bar Harbor

10/10 Excellent
"Clean room, comfy bed, Centrally located from dining , grocery and shopping needs. At night manager AAMIR offer us free cookiez, ice cream and chili soup."
conrado 1-night trip
Posted 2 hours ago
Comfort Inn Ellsworth - Bar Harbor

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
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  • 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 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?

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

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. Schoodic Point and Grindstone Neck Golf Course 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.