Winter Harbor Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Winter Harbor holiday rentals

Courtyard

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (325 reviews)
"Super cute cottage. Very clean, and very comfortable. Easy check in. Loved that you could tip housekeeping through Venmo!!!! "
United States
Kristina
The price is HK$1,157
HK$1,261 total
includes taxes & fees
12 May - 13 May
Hanscom's Motel and Cottages
Fitness facility

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (198 reviews)
"Very clean and quiet, friendly staff. Excellent place to stay"
United States
John
The price is HK$1,473
HK$1,606 total
includes taxes & fees
12 May - 13 May
Stone Park
Beach

Acadia Suites

Acadia Suites
3.0 star property
Trenton
The price is HK$895
HK$2,128 total
includes taxes & fees
27 Apr - 28 Apr
Acadia Suites
Private kitchenette

210 Main St

210 Main St
3.0 star property
Ellsworth
9.0 out of 10, Wonderful, (10 reviews)
"Such a cool place to stay. Love the history of the building yet had modern amenities. Good location."
United States
Eric
The price is HK$710
HK$1,753 total
includes taxes & fees
26 Apr - 27 Apr
210 Main St
1 bedroom, Egyptian cotton sheets, premium bedding, free WiFi

Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (132 reviews)
"Great spot to stay in Maine"
United States
Kathryn
The price is HK$1,156
HK$1,260 total
includes taxes & fees
4 May - 5 May
Lighthouse Cabins Maine
Interior

Relaxing 3BR Fireplace Deck Fire Pit

Relaxing 3BR Fireplace Deck Fire Pit
3.0 star property
Trenton
The price is HK$1,433
HK$4,701 total
includes taxes & fees
26 Apr - 27 Apr
Relaxing 3BR Fireplace Deck Fire Pit
Living area

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.6 out of 10, Good, (92 reviews)
"amazing place "
United States
Mackenzie
The price is HK$1,302
HK$2,203 total
includes taxes & fees
21 May - 22 May
Hinckleys Dreamwood Cottages
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, (15 reviews)
"Very easy check-in. A simple and clean place with some nice touches. I would definitely stay again. "
United States
Emily
The price is HK$1,538
HK$1,676 total
includes taxes & fees
30 Apr - 1 May
Bar Harbor Condos
Exterior

Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park
3.0 star property
Bernard
8.0 out of 10, Very good, (5 reviews)
"Very good stay, misleading pics on the property announcement "
United Kingdom
Mr Luca
The price is HK$1,543
HK$3,131 total
includes taxes & fees
13 May - 14 May
Woodland Apartments-Acadia National Park
Living area

House near Acadia National Park

House near Acadia National Park
4.0 star property
Ellsworth
9.8 out of 10, Exceptional, (24 reviews)
"Great place, close to the main road."
United States
Shabnaz
The price is HK$1,986
HK$3,731 total
includes taxes & fees
4 May - 5 May
House near Acadia National Park
2 bedrooms, iron/ironing board, free cots/infant beds, travel cot

Newly Renovated Acadia Apartment Maple Street

Newly Renovated Acadia Apartment Maple Street
3.0 star property
Ellsworth
10.0 out of 10, Exceptional, (3 reviews)
"Nice and neat place"
United States
Qian
The price is HK$1,487
HK$2,404 total
includes taxes & fees
4 May - 5 May
Newly Renovated Acadia Apartment Maple Street
Property grounds

Narrows Too Camping Resort

Narrows Too Camping Resort
2.0 star property
Trenton
8.0 out of 10, Very good, (34 reviews)
"This cabin/ mobile home was very cosy and in a convenient location, just outside of Bar Harbor. It was tastefully decorated in a seafaring motif. Clean, quiet, and affordable!"
United States
Leslie
The price is HK$1,621
HK$1,767 total
includes taxes & fees
6 May - 7 May
Narrows Too Camping Resort
Private kitchen

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 HK$2,195
HK$3,959 total
includes taxes & fees
4 May - 5 May
3BedroomApt Pool CampFire PlayArea
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$1,956
HK$3,502 total
includes taxes & fees
25 Apr - 26 Apr
Glen Mary Apartments
Living area

Downtown Apartments in Bar Harbor

Downtown Apartments in Bar Harbor
3.0 star property
Downtown Bar Harbor
9.2 out of 10, Wonderful, (10 reviews)
"Cute and tidy apartment, close to downtown but not too close and we were very happy with our stay. "
United States
Rebecca
The price is HK$1,876
HK$3,416 total
includes taxes & fees
10 May - 11 May
Downtown Apartments in Bar Harbor
Interior

Quiet Waterfront Home: Ideal Maine Escape!

Quiet Waterfront Home: Ideal Maine Escape!
3.0 star property
Bass Harbor
The price is HK$2,287
HK$5,600 total
includes taxes & fees
21 May - 22 May
Quiet Waterfront Home: Ideal Maine Escape!
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$2,103
HK$3,271 total
includes taxes & fees
10 May - 11 May
Historic 2 Cats Inn
Private kitchen

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 HK$2,756
HK$4,570 total
includes taxes & fees
26 Apr - 27 Apr
Cottage Street Downtown New Apartment
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

The Pathmaker Hotel

The Pathmaker Hotel

10/10 Excellent
"Breakfast was amazing, Staff very helpful and friendly. Only thing I would add is a coffee maker in the rooms. "
Pamala 4-night trip
Posted 3 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 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?

Joy Cottage Lighthouse & Harborview, an Ultimate ME Vacation Home: This holiday home rental outside of Winter Harbor is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a private garden.

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.