Photo by Ricky Batista

Winter Harbor Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    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

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9

Vacation Rentals in Winter Harbor

Courtyard
Hanscom's Motel and Cottages
Hanscom's Motel and Cottages
3.0 star property
9.4 out of 10, Exceptional, (309)
"Great location, nice and cozy room, super easy check-in "
United States
Ximena
The price is NT$4,639
NT$5,056 total
includes taxes & fees
Nov 7 - Nov 8
Hanscom's Motel and Cottages
Building design
Stone Park
Stone Park
4.0 star property
9.2 out of 10, Wonderful, (180)
"Nice place to stay and very spacious. "
United States
Sunni
The price is NT$4,406
NT$4,803 total
includes taxes & fees
Oct 29 - Oct 30
Stone Park
Suite A | Private kitchen | Toaster, dining tables
Bar Harbor Condos
Bar Harbor Condos
2.5 star property
10.0 out of 10, Exceptional, (6)
"Condo was so clean and full of great amenities. Good for small families. Walkable to main stuff in Bar Harbor and easy drive to Acadia. Owners great with communication. Would easily stay here again!"
United States
katie
The price is NT$6,622
NT$7,218 total
includes taxes & fees
Nov 10 - Nov 11
Bar Harbor Condos
Classic Apartment, 1 Queen Bed with Sofa bed, Kitchen | Living area | 52-inch flat-screen TV with digital channels, Netflix, Hulu
Downtown Apartments in Bar Harbor
Downtown Apartments in Bar Harbor
3.0 star property
9.2 out of 10, Wonderful, (10)
"The location was great to walk to almost everything. Was able to take a trolley to the park for a tour which we would highly recommend. The room was very clean. Shower was great lots of pressure. The gifts that were left in the place was very thoughtful. Would definitely recommend for anyone we know coming to Maine - bar harbor. "
United States
Deb
The price is NT$8,660
NT$14,058 total
includes taxes & fees
Oct 27 - Oct 28
Downtown Apartments in Bar Harbor
House (3 Bedrooms) | Interior
Day Trip to Acadia: Quiet Coastal Maine Escape
Day Trip to Acadia: Quiet Coastal Maine Escape
3.0 star property
The price is NT$3,696
NT$9,820 total
includes taxes & fees
Nov 6 - Nov 7
Day Trip to Acadia: Quiet Coastal Maine Escape
Comfort Apartment, 2 Bedrooms, Kitchen | Living area | TV
Bar Harbor Main Street Apartments
Bar Harbor Main Street Apartments
3.5 star property
9.0 out of 10, Wonderful, (8)
"Great location, plenty of space. Bathroom needs repair work but otherwise a great choice"
United States
Molly
The price is NT$12,508
NT$18,253 total
includes taxes & fees
Oct 27 - Oct 28
Bar Harbor Main Street Apartments
Luxury Apartment, Non Smoking | Private kitchen | Coffee/tea maker
210 Main St
210 Main St
3.0 star property
9.0 out of 10, Wonderful, (10)
"Such a cool place to stay. Love the history of the building yet had modern amenities. Good location."
United States
Eric
The price is NT$4,406
NT$8,651 total
includes taxes & fees
Oct 28 - Oct 29
210 Main St
Exterior
Woodland Apartments-Acadia National Park
Woodland Apartments-Acadia National Park
3.0 star property
8.0 out of 10, Very Good, (5)
"Everything exceeded our expextations. The place was spotless. The road to get the rental was rough. You have to watch out for the pot holes but definitely not a deal breaker. "
United States
melinda
The price is NT$6,736
NT$11,962 total
includes taxes & fees
Oct 26 - Oct 27
Woodland Apartments-Acadia National Park
Front of property
Historic 2 Cats Inn
Historic 2 Cats Inn
3.0 star property
8.4 out of 10, Very Good, (5)
"Very easy check in and clear communication prior to arriving, and the breakfast place downstairs is AMAZING"
United States
Kristie
The price is NT$14,760
NT$18,399 total
includes taxes & fees
Nov 2 - Nov 3
Historic 2 Cats Inn
Comfort House | Living area
3Bedroom2Bath CarriageHouse Pet Friendly
3Bedroom2Bath CarriageHouse Pet Friendly
3.5 star property
8.0 out of 10, Very Good, (4)
"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$11,319
NT$18,497 total
includes taxes & fees
Oct 26 - Oct 27
3Bedroom2Bath CarriageHouse Pet Friendly
Deluxe Apartment | Living area | Smart TV
Glen Mary Apartments
Glen Mary Apartments
3.5 star property
9.0 out of 10, Wonderful, (2)
"Fantastic "
United States
Amber
The price is NT$8,826
NT$14,239 total
includes taxes & fees
Oct 26 - Oct 27
Glen Mary Apartments
Family House | Private kitchen | Full-size fridge, microwave, oven, stovetop
Beautiful Bar Harbor House
Beautiful Bar Harbor House
4.0 star property
The price is NT$16,015
NT$23,617 total
includes taxes & fees
Oct 26 - Oct 27
Beautiful Bar Harbor House
Deluxe Apartment, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Cottage Street Downtown New Apartment
Cottage Street Downtown New Apartment
3.0 star property
4.0 out of 10, (1)
The price is NT$14,410
NT$20,325 total
includes taxes & fees
Nov 6 - Nov 7
Cottage Street Downtown New Apartment
House (1 Bedroom) | Interior
Oceanside Bass Harbor Home w/ Peaceful Deck!
Oceanside Bass Harbor Home w/ Peaceful Deck!
3.0 star property
The price is NT$6,499
NT$15,392 total
includes taxes & fees
Oct 28 - Oct 29
Oceanside Bass Harbor Home w/ Peaceful Deck!
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

The Pathmaker Hotel

The Pathmaker Hotel

10/10 Excellent
"Everything was wonderful "
Jo Ann 2-night trip
Posted 21 hours ago
The Pathmaker 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 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.