Winter Harbor Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

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, (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 ￥23,468
￥25,581 total
includes taxes & fees
May 17 - May 18
Hanscom's Motel and Cottages
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 ￥23,446
￥25,556 total
includes taxes & fees
May 3 - May 4
Lighthouse Cabins Maine
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 ￥19,871
￥21,659 total
includes taxes & fees
Apr 29 - Apr 30
Stone Park
2 bedrooms, iron/ironing board, free cribs/infant beds, travel crib

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 ￥25,758
￥43,960 total
includes taxes & fees
May 3 - May 4
Newly Renovated Acadia Apartment Maple Street
Beach

Acadia Suites

Acadia Suites
3.0 star property
Trenton
The price is ￥17,727
￥42,695 total
includes taxes & fees
Apr 20 - Apr 21
Acadia Suites
Outdoor dining

Acadia Treehouse near Bar Harbor - Private Luxury

Acadia Treehouse near Bar Harbor - Private Luxury
Hancock
9.8 out of 10, Exceptional, (73 reviews)
"If you're looking for a quiet, relaxing stay in the woods, this is the place to be! "
United States
Naomi W.
The price is ￥46,858
￥87,434 total
includes taxes & fees
Apr 17 - Apr 18
Acadia Treehouse near Bar Harbor - Private Luxury
Property grounds

Luxury Home w/INDOOR POOL 20mins BarHarbor boardersAcadia National Par

Luxury Home w/INDOOR POOL 20mins BarHarbor boardersAcadia National Par
Bernard
9.8 out of 10, Exceptional, (162 reviews)
"This was one of our absolute favorite vacation rentals. The location was perfect the pool and hot tub were a huge hit! And waking up Christmas morning to all the snow was simply magical. Great location and even in the off season we had an amazing time."
United States
Erin C.
The price is ￥71,478
￥128,640 total
includes taxes & fees
Apr 21 - Apr 22
Luxury Home w/INDOOR POOL 20mins BarHarbor boardersAcadia National Par
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, (8 reviews)
"Priced right, close to the Acadia National Park, pet friendly. "
United States
Thomas Ethan G.
The price is ￥10,841
￥17,876 total
includes taxes & fees
Apr 27 - Apr 28
Isleview Gallery Rm 12 - 10 min to Acadia!
Beach

Booking now for summer & fall 2026-explore Acadia, Bar Harbor, Downeast Maine

Booking now for summer & fall 2026-explore Acadia, Bar Harbor, Downeast Maine
Franklin
9.8 out of 10, Exceptional, (54 reviews)
"Such a cute house with lots of charm. Host was super responsive! We will definitely stay here again when we come back. "
United States
Staci D.
The price is ￥31,450
￥97,994 total
includes taxes & fees
Apr 17 - Apr 18
Booking now for summer & fall 2026-explore Acadia, Bar Harbor, Downeast Maine
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 ￥32,662
￥64,987 total
includes taxes & fees
May 3 - May 4
Woodland Apartments-Acadia National Park
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.
Downeast Maine Cottage with Water View
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, (128 reviews)
"Exactly as pictured- great location for enjoying Bar Harbor and Acadia. "
United States
Christina S.
The price is ￥41,696
￥97,798 total
includes taxes & fees
May 1 - May 2
Bar Harbor Cabin Minutes to Downtown and Acadia National Park
Exterior

Theater~Hot Tub~Game Room~5 min. to Acadia Park~Historic Home~Dogs welcome

Theater~Hot Tub~Game Room~5 min. to Acadia Park~Historic Home~Dogs welcome
Somesville
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay! The house was great! We really enjoyed the game room, theater, hot tub… and lots of space for our large group! "
United States
Theresa C.
Theater~Hot Tub~Game Room~5 min. to Acadia Park~Historic Home~Dogs welcome
Luxury Suite, 1 King Bed, Non Smoking | Private kitchenette | Coffee/tea maker

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 ￥14,400
￥35,552 total
includes taxes & fees
Apr 18 - Apr 19
210 Main St
Exterior

Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.4 out of 10, Exceptional, (38 reviews)
"Property just as described, we really enjoyed our stay. "
United States
Ross A.
The price is ￥42,744
￥82,950 total
includes taxes & fees
Apr 22 - Apr 23
Water access house Acadia National Park Schoodic Point
Family House | Private kitchen | Full-size fridge, microwave, oven, stovetop

Beautiful Bar Harbor House

Beautiful Bar Harbor House
4.0 star property
Bar Harbor
Beautiful Bar Harbor House
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 ￥31,768
￥44,496 total
includes taxes & fees
May 1 - May 2
Cozy studio with spectacular views of Bunker's Harbor in Birch Harbor!
Classic House | Living area | TV, fireplace, heated floors

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 ￥40,266
￥75,658 total
includes taxes & fees
May 3 - May 4
House near Acadia National Park
Beach

Driftwood Cottage: Bass Harbor, ME

Driftwood Cottage: Bass Harbor, ME
Tremont
9.8 out of 10, Exceptional, (243 reviews)
"Well equipped and comfortable place to get "
United States
Kylee A.
The price is ￥47,652
￥88,992 total
includes taxes & fees
May 1 - May 2
Driftwood Cottage: Bass Harbor, ME
Fridge, microwave, oven, stovetop

Luxury Vacation Home 3bd2ba MDI, wheelchair accessible - Bass Harbor Lighthouse

Luxury Vacation Home 3bd2ba MDI, wheelchair accessible - Bass Harbor Lighthouse
Tremont
9.8 out of 10, Exceptional, (21 reviews)
"Great stay!"
United States
Katharine C.
The price is ￥63,615
￥113,837 total
includes taxes & fees
Apr 19 - Apr 20
Luxury Vacation Home 3bd2ba MDI, wheelchair accessible - Bass Harbor Lighthouse
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 Oceanside Hotel & Conference Center

Atlantic Oceanside Hotel & Conference Center

10/10 Excellent
"Ffesh, delicious "
willian 1-night trip
Posted 2 hours ago
Atlantic Oceanside Hotel & Conference Center

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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  • 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?

Joy Cottage Lighthouse & Harborview, an Ultimate ME Vacation Home: This vacation home rental outside of Winter Harbor is located by the ocean and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a private yard.

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.