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

Winter Harbor Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 ₩163,132
₩177,821 total
includes taxes & fees
Nov 10 - Nov 11
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 ₩331,346
₩596,131 total
includes taxes & fees
Oct 29 - Oct 30
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, (142 reviews)
"Great location and updated cottage made for a perfect stay."
United States
Kristin
The price is ₩169,183
₩318,784 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, (21 reviews)
"Clean, new and quiet. Excellent location. Absolutely perfect."
United States
Joy
The price is ₩214,999
₩234,349 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 ₩416,079
₩621,495 total
includes taxes & fees
Oct 21 - Oct 22
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 ₩355,555
₩622,711 total
includes taxes & fees
Oct 21 - Oct 22
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 ₩649,031
₩976,194 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, (423 reviews)
"Perfect place to stay and rooms were spacious!"
United States
Rebekah
The price is ₩252,552
₩275,283 total
includes taxes & fees
Nov 15 - Nov 16
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 ₩816,664
₩1,226,102 total
includes taxes & fees
Oct 19 - Oct 20
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 ₩278,197
₩571,765 total
includes taxes & fees
Oct 29 - Oct 30
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 ₩130,612
₩340,100 total
includes taxes & fees
Oct 27 - Oct 28
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 ₩239,330
₩529,620 total
includes taxes & fees
Oct 18 - Oct 19
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
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 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 ₩493,424
₩806,362 total
includes taxes & fees
Oct 29 - Oct 30
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, (27 reviews)
"Excellent property. Very clean, easy to understand check in/check out, convenient parking, and great location. 30 or so minutes from Acadia, close to the small downtown area in the local town (which has great food) and easy check out instructions."
United States
Matthew
The price is ₩392,725
₩696,601 total
includes taxes & fees
Oct 19 - Oct 20
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
9.4 out of 10, Exceptional, (21 reviews)
"Beautiful property, nice area. Quiet and family friendly town."
United States
james
The price is ₩148,408
₩296,139 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 ₩220,459
₩441,864 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 ₩226,758
₩515,916 total
includes taxes & fees
Oct 28 - Oct 29
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Harbor Hotel Reviews

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

8/10 Good
"Convenient location with supermarket close by Also for people visiting Acadia Park is a more affordable location"
Eliane 3-night trip
Posted 1 hour ago
Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

Find out more about Winter Harbor

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

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