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

Winter Harbor Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Winter Harbor vacation rentals

Courtyard

Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (357 reviews)
"Very responsive cute place to stay at near bar harbor"
United States
Hannah
The price is AED 893
AED 973 total
includes taxes & fees
29 Jul - 30 Jul
Hanscom's Motel and Cottages
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

Stone Park

Stone Park
4.0 star property
Ellsworth
9.2 out of 10, Wonderful, (258 reviews)
"Large rooms with comfortable beds and a quiet, safe atmosphere"
United States
Abigail
The price is AED 1,021
AED 1,113 total
includes taxes & fees
22 Jul - 23 Jul
Stone Park
1 bedroom, Egyptian cotton sheets, premium bedding, WiFi (free)

Lighthouse Cabins Maine

Lighthouse Cabins Maine
3.0 star property
Bass Harbor
10.0 out of 10, Exceptional, (137 reviews)
"Property was phenomenal and owners were very friendly. Cabin had everything I could need for my stay."
United States
Jacob
The price is AED 810
AED 883 total
includes taxes & fees
26 Jul - 27 Jul
Lighthouse Cabins Maine
1 Bedroom Cabin with Living Room, Kitchen, and Private Patio (Pets Allowed) | Living area | Flat-screen TV

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
7.6 out of 10, Good, (102 reviews)
"We had an amazing time staying in the cabins. The women who worked in the office were so friendly and helpful. The cabin was clean. We would definitely stay there again."
United States
Kelly
The price is AED 564
AED 982 total
includes taxes & fees
21 Jul - 22 Jul
Hinckleys Dreamwood Cottages
Outdoor dining

Chickadee Hollow: Rustic Eco Camping near Acadia National Park!

Chickadee Hollow: Rustic Eco Camping near Acadia National Park!
Surry
10.0 out of 10, Exceptional, (3 reviews)
"The campsite was absolutely amazing. The different areas to camp in were great. There was plenty of space for a hammock, if we had brought one. The only complaint we had were the black flies, but those just come with the experience of being in nature!"
United States
Katherine B.
The price is AED 116
AED 266 total
includes taxes & fees
23 Jul - 24 Jul
Chickadee Hollow: Rustic Eco Camping near Acadia National Park!
Luxury Suite, 1 King Bed, Non Smoking | Private kitchenette | Coffee/tea maker

210 Main St

210 Main St
3.0 star property
Ellsworth
9.2 out of 10, Wonderful, (12 reviews)
"This was the most lovely New England room and home. We truly had an amazing time. Right next to a ton of lovely breakfast spots, ample parking, and about a 25 minute drive from Acadia. Would highly recommend!"
United States
Grace
The price is AED 540
AED 1,048 total
includes taxes & fees
23 Jul - 24 Jul
210 Main St
Classic House | Living area | TV, fireplace, heated floors

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 AED 783
AED 1,588 total
includes taxes & fees
19 Jul - 20 Jul
House near Acadia National Park
Terrace/patio

Bar Harbor Cabin Minutes to Downtown and Acadia National Park

Bar Harbor Cabin Minutes to Downtown and Acadia National Park
Bar Harbor
9.8 out of 10, Exceptional, (131 reviews)
"The cabin was clean, spacious, very comfortable and a great location "
United States
Denise H.
Bar Harbor Cabin Minutes to Downtown and Acadia National Park
Exterior

Woodland Apartments-Acadia National Park

Woodland Apartments-Acadia National Park
3.0 star property
Bernard
8.4 out of 10, Very Good, (6 reviews)
"Very good stay, misleading pics on the property announcement "
United Kingdom
Mr Luca
The price is AED 590
AED 1,322 total
includes taxes & fees
19 Jul - 20 Jul
Woodland Apartments-Acadia National Park
Outdoor dining

Buckle Bungalow-At the heart of MDI & near Acadia!

Buckle Bungalow-At the heart of MDI & near Acadia!
Mount Desert
10.0 out of 10, Exceptional, (23 reviews)
"Great stay at Buckle Bungalow. Location was perfect for Acadia and Bar Harbor access. Property was very clean, well-appointed and perfect for our 5 night stay. Highly recommend Acadia Woods to anyone traveling to the Mount Desert Island area!"
United States
John S.
The price is AED 2,261
AED 3,349 total
includes taxes & fees
21 Jul - 22 Jul
Buckle Bungalow-At the heart of MDI & near Acadia!
1 bedroom, bed sheets

Sun Shed Farm Stay

Sun Shed Farm Stay
Milbridge
8.4 out of 10, Very Good, (8 reviews)
"The sunshed is delightful -- the windows over the bed mean a lovely view for falling asleep and waking. The outdoor shower and compost toilet were clean and the shower pressure was great. Heads up if you'll be arriving after dark -- signage is small and the lighting is minimal to non-existent. Also would have been great to have a flashlight in the shed (be sure to bring yours/have your phone charged and ready)."
United States
Kelsey
The price is AED 298
AED 404 total
includes taxes & fees
19 Jul - 20 Jul
Sun Shed Farm Stay
Outdoor dining

Cranberry Cottage-Gateway to Acadia National Park!

Cranberry Cottage-Gateway to Acadia National Park!
Bar Harbor
10.0 out of 10, Exceptional, (15 reviews)
"The Cranberry Cottage was perfect for our visit to Acadia. Great location and had everything we needed to feel comfortable during our visit. "
United States
Virginia S.
The price is AED 2,380
AED 3,535 total
includes taxes & fees
8 Aug - 9 Aug
Cranberry Cottage-Gateway to Acadia National 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 AED 720
AED 1,325 total
includes taxes & fees
29 Jul - 30 Jul
Acadia Suites
2 bedrooms, iron/ironing board, cribs (free), WiFi (free)

Newly Renovated Acadia Apartment Maple Street

Newly Renovated Acadia Apartment Maple Street
3.0 star property
Ellsworth
9.6 out of 10, Exceptional, (4 reviews)
"Nice and neat place"
United States
Qian
The price is AED 723
AED 1,156 total
includes taxes & fees
22 Jul - 23 Jul
Newly Renovated Acadia Apartment Maple Street
Smart TV

Acadia Villas! 6B Lexi: A private neighborhood in woods.

Acadia Villas! 6B Lexi: A private neighborhood in woods.
Trenton
8.4 out of 10, Very Good, (7 reviews)
"Good location, clean, beds were comfortable "
United States
Ellen C.
The price is AED 1,139
AED 2,106 total
includes taxes & fees
21 Jul - 22 Jul
Acadia Villas! 6B Lexi: A private neighborhood in woods.
Interior

Hadley Point Cottage #1 at Explore Acadia Cottages

Hadley Point Cottage #1 at Explore Acadia Cottages
Bar Harbor
10.0 out of 10, Exceptional, (12 reviews)
"This property was very nice, well equipped and very clean. Limited space for luggage but made it work. Good location with respect to Acadia and Bar Harbor. Would stay again. "
United States
Ted S.
The price is AED 1,516
AED 2,329 total
includes taxes & fees
16 Aug - 17 Aug
Hadley Point Cottage #1 at Explore Acadia Cottages
House (2 Bedrooms) | 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 AED 1,183
AED 2,269 total
includes taxes & fees
25 Jul - 26 Jul
Bay Views: Peaceful Acadia National Park Getaway!
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 AED 2,380
AED 3,495 total
includes taxes & fees
24 Jul - 25 Jul
Enchanted Escape - Woodland gem. Close to Acadia!
TV

2 Bedroom Apt B_Free Breakfast_Main Street

2 Bedroom Apt B_Free Breakfast_Main Street
Downtown Bar Harbor
9.8 out of 10, Exceptional, (6 reviews)
"Great location, within walking distance to all the restaurants in the downtown waterfront area. Fantastic breakfast included from the restaurant below which was a really nice perk. Enjoyed exploring Bar Harbor and Acadia National Park. Perfect place for a family of 4."
United States
Becky R.
The price is AED 1,535
AED 2,752 total
includes taxes & fees
21 Jul - 22 Jul
2 Bedroom Apt B_Free Breakfast_Main Street
Family House | Private kitchen | Full-size fridge, microwave, oven, stovetop

Beautiful Bar Harbor House

Beautiful Bar Harbor House
4.0 star property
Bar Harbor
The price is AED 1,729
AED 2,803 total
includes taxes & fees
19 Jul - 20 Jul
Beautiful Bar Harbor House
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
"Excellent hotel and rooms were clean. It was newly renovated and breakfast was just fabulous"
Poonam 1-night trip
Posted 2 hours ago
The Pathmaker Hotel

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 of 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 19 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.