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

Winter Harbor Holiday 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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Winter Harbor holiday rentals

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, (135 reviews)
"Property was phenomenal and owners were very friendly. Cabin had everything I could need for my stay."
United States
Jacob
The price is S$311
includes taxes & fees
7 Jul - 8 Jul
Lighthouse Cabins Maine
Living area

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.6 out of 10, Good, (98 reviews)
"This had to be one of the cleanest places that I have stayed. It is a rustic cabin with modest decorations."
United States
Laura
The price is S$330
includes taxes & fees
1 Jul - 2 Jul
Hinckleys Dreamwood Cottages
Private kitchenette

210 Main St

210 Main St
3.0 star property
Ellsworth
9.2 out of 10, Wonderful, (11 reviews)
"Restaurants nearby "
United States
STANISLAV
The price is S$369
includes taxes & fees
5 Jul - 6 Jul
210 Main St
Courtyard

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (342 reviews)
"This was a nice quiet place that was conveniently located close by Bar Harbor and Acadia National Park"
United States
Ricky
The price is S$308
includes taxes & fees
5 Jul - 6 Jul
Hanscom's Motel and Cottages
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 S$514
includes taxes & fees
5 Jul - 6 Jul
Woodland Apartments-Acadia National Park
Living area

House near Acadia National Park

House near Acadia National Park
4.0 star property
Ellsworth
9.6 out of 10, Exceptional, (25 reviews)
"Great place, close to the main road."
United States
Shabnaz
The price is S$835
includes taxes & fees
2 Jul - 3 Jul
House near Acadia National Park
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (235 reviews)
"Amazing hotel! Great price for a wonderful place to stay. Would definitely stay here again in another trip to Bar Harbor/Acadia area!"
United States
Ashley
The price is S$392
includes taxes & fees
14 Jul - 15 Jul
Stone Park
Beach

Acadia Suites

Acadia Suites
3.0 star property
Trenton
9.6 out of 10, Exceptional, (4 reviews)
"One picture in the description showed water so I thought the property was on water. Otherwise everything else was great and as described."
United States
Jennifer
The price is S$373
includes taxes & fees
1 Jul - 2 Jul
Acadia Suites
Front of property

Bay Views: Peaceful Acadia National Park Getaway!

Bay Views: Peaceful Acadia National Park Getaway!
3.0 star property
Steuben
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful well kwpt home! It was very clean, and well equipped with everything we needed! Easy to communicate! The view of the water and Down East coastline was especially spectacular from the upstairs bedroom. The property is private and safe! We loved our stay!!! Highly recommend this property!!!! Thanks for some wonderful memories!"
United States
Diane
The price is S$660
includes taxes & fees
25 Jul - 26 Jul
Bay Views: Peaceful Acadia National Park Getaway!
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
"2nd time here so we like it. You can beat the location. We used to stay at the resort on wwst St but got tired of the noise and children running up and down the hallways. The hotel is super clean and the beds are super comfy. They serve a lovely complimentary breakfast. Dinner is comfort food standards but having the restaurant in house is convenient. Dinner is ok but do is most of the dining in Bar Harbor."
Jean 1-night trip
Posted less than an hour ago
The Pathmaker Hotel

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.

How many holiday rentals are there in Winter Harbor?

Expedia has 18 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.