Winter Harbor Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 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, (134 reviews)
"Property was phenomenal and owners were very friendly. Cabin had everything I could need for my stay."
United States
Jacob
The price is HK$1,727
HK$1,883 total
includes taxes & fees
14 Jun - 15 Jun
Lighthouse Cabins Maine
Courtyard

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (333 reviews)
"Clean room, had everything we needed. Loved the fire pit. Close to park and downtown."
United States
Doreen
The price is HK$1,439
HK$1,569 total
includes taxes & fees
14 Jun - 15 Jun
Hanscom's Motel and Cottages
Beach

Acadia Suites

Acadia Suites
3.0 star property
Trenton
10.0 out of 10, Exceptional, (1 review)
"I think my communication issues may have been on the Expedia side of things and have little to do with the host. I had a hard time navigating to leave a message and the only messages I received were sent in February, months before my May attempts to communicate. The messages I did read from Feb were hard to access and appeared in faded gray color font with copy and paste nearly unreachable as printing was off the screen of my iPhone. Note to host would be to have an extra roll of TP and...
United States
Ann
The price is HK$1,333
HK$2,605 total
includes taxes & fees
9 Jun - 10 Jun
Acadia Suites
Living area

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.6 out of 10, Good, (93 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 HK$1,091
HK$1,972 total
includes taxes & fees
9 Jun - 10 Jun
Hinckleys Dreamwood Cottages
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, (213 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 HK$1,685
HK$1,837 total
includes taxes & fees
13 Jun - 14 Jun
Stone Park
1 bedroom, bed sheets

Sun Shed Farm Stay

Sun Shed Farm Stay
Milbridge
8.8 out of 10, Excellent, (6 reviews)
"We so appreciated the friendly, informative farm tour, as well as the option to purchase a farm breakfast, which was hearty and delicious. The animals were friendly. Truly a memorable experience."
United States
Richard
The price is HK$635
HK$862 total
includes taxes & fees
12 Jun - 13 Jun
Sun Shed Farm Stay
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 HK$1,535
HK$3,998 total
includes taxes & fees
16 Jun - 17 Jun
Bay Views: Peaceful Acadia National Park Getaway!
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$1,512
HK$3,098 total
includes taxes & fees
9 Jun - 10 Jun
Woodland Apartments-Acadia National Park
Private kitchenette

210 Main St

210 Main St
3.0 star property
Ellsworth
9.0 out of 10, Wonderful, (10 reviews)
"Restaurants nearby "
United States
STANISLAV
The price is HK$1,153
HK$2,236 total
includes taxes & fees
15 Jun - 16 Jun
210 Main St
Outdoor dining

Marshall Lodge. At the heart of Acadia and MDI!

Marshall Lodge. At the heart of Acadia and MDI!
Mount Desert
9.8 out of 10, Exceptional, (12 reviews)
"Everything was new and clean and the beds were very comfortable. "
United States
Sean
The price is HK$1,481
HK$3,066 total
includes taxes & fees
13 Jun - 14 Jun
Marshall Lodge. At the heart of Acadia and MDI!
Property grounds

Little Brook Cottage Mount Desert Island “Pet Friendly”

Little Brook Cottage Mount Desert Island “Pet Friendly”
Tremont
9.6 out of 10, Exceptional, (161 reviews)
"We loved our stay at little brook cottage! Robbin was a fantastic host and very good with our dog! "
United States
Amir Ali P.
The price is HK$1,567
HK$3,416 total
includes taxes & fees
26 Jun - 27 Jun
Little Brook Cottage Mount Desert Island “Pet Friendly”
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$2,088
HK$3,843 total
includes taxes & fees
11 Jun - 12 Jun
House near Acadia National Park
Interior

Cozy Coastal Cabin #1

Cozy Coastal Cabin #1
Steuben
9.8 out of 10, Exceptional, (7 reviews)
"Cabin was exactly as listed and very clean. "
United States
AMANDA
The price is HK$1,658
HK$3,285 total
includes taxes & fees
12 Jun - 13 Jun
Cozy Coastal Cabin #1
Outdoor dining

Enchanted Escape - Woodland gem. Close to Acadia!

Enchanted Escape - Woodland gem. Close to Acadia!
Bar Harbor
10.0 out of 10, Exceptional, (10 reviews)
"Great location to explore the island"
United States
Jeremy M.
The price is HK$2,115
HK$3,860 total
includes taxes & fees
10 Jun - 11 Jun
Enchanted Escape - Woodland gem. Close to Acadia!
1 bedroom

Camping at the Ice-Shack

Camping at the Ice-Shack
Milbridge
8.0 out of 10, Very good, (2 reviews)
"It’s name says it all. A perfectly sized, literal “bed room” in the middle of the woods. The fire pit had wood all ready for me to use. If you were to come in the winter, the tiny home has a wood stove to use as well."
United States
Wesley H.
The price is HK$494
HK$709 total
includes taxes & fees
11 Jun - 12 Jun
Camping at the Ice-Shack
1 bedroom, WiFi, bed sheets

Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!

Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!
Gouldsboro
10.0 out of 10, Exceptional, (5 reviews)
"We loved the view of the harbor, the quietness of the area, and the adjacent restaurant (great coffee). The owner was very kind and our stay was lovely. "
United States
Lori
The price is HK$1,567
HK$2,169 total
includes taxes & fees
10 Jun - 11 Jun
Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!
Beach

“Low Tide” cozy studio for two!

“Low Tide” cozy studio for two!
Tremont
9.8 out of 10, Exceptional, (10 reviews)
"Nice quiet location , very clean!"
United States
Jeff
The price is HK$1,959
HK$2,434 total
includes taxes & fees
13 Jun - 14 Jun
“Low Tide” cozy studio for two!
Smart TV, fireplace, books, stereo

Downeast Maine Cottage with Water View

Downeast Maine Cottage with Water View
Steuben
10.0 out of 10, Exceptional, (17 reviews)
"Great cabin for a family get away to relax in nature. The cabin is spacious and very scenic."
United States
Amanda R.
The price is HK$1,481
HK$3,937 total
includes taxes & fees
9 Jun - 10 Jun
Downeast Maine Cottage with Water View
Property grounds

Isleview Gallery Rm 12 - 10 min to Acadia!

Isleview Gallery Rm 12 - 10 min to Acadia!
Trenton
9.4 out of 10, Exceptional, (9 reviews)
"Priced right, close to the Acadia National Park, pet friendly. "
United States
Thomas Ethan G.
The price is HK$740
HK$1,149 total
includes taxes & fees
9 Jun - 10 Jun
Isleview Gallery Rm 12 - 10 min to Acadia!
Terrace/patio

15 1Br Cottage Heart of Maine Open Hearth Inn

15 1Br Cottage Heart of Maine Open Hearth Inn
Trenton
9.6 out of 10, Exceptional, (20 reviews)
"Nice little place to stay. We would stay again."
United States
Rick & Jill A.
The price is HK$1,028
HK$1,522 total
includes taxes & fees
9 Jun - 10 Jun
15 1Br Cottage Heart of Maine Open Hearth Inn
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

Atlantic Eyrie Lodge

Atlantic Eyrie Lodge

8/10 Good
"Absolutely gorgeous view with close proximity to downtown Bar Harbor and Acadia National Park. No housekeeping, even when specifically requested, was the only drawback."
Marc 3-night trip
Posted less than an hour ago
Atlantic Eyrie Lodge

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:

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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?

Water access house Acadia National Park Schoodic Point: This holiday home rental outside of Winter Harbor is located on the waterfront, 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 garden.

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.