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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Winter Harbor vacation homes

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 ￥12,952
￥17,603 total
includes taxes & fees
Jun 7 - Jun 8
Sun Shed Farm Stay
Terrace/patio

Cozy Milbridge retreat just steps away

Cozy Milbridge retreat just steps away
Milbridge
10.0 out of 10, Exceptional, (13 reviews)
"This was the best place we stayed by far!Exceptional amount of room, very helpful host, nice and quiet. It was like a home away from home."
United States
Gene B.
The price is ￥25,184
￥41,395 total
includes taxes & fees
Jun 16 - Jun 17
Cozy Milbridge retreat just steps away
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 ￥31,660
￥99,171 total
includes taxes & fees
Jun 8 - Jun 9
Booking now for summer & fall 2026-explore Acadia, Bar Harbor, Downeast Maine
TV, video games, books

Day Trip to Acadia: Quiet Coastal Maine Escape

Day Trip to Acadia: Quiet Coastal Maine Escape
Harrington
9.0 out of 10, Wonderful, (2 reviews)
"Wonderful! We were pleasantly surprised to find the welcome package with bottled water and bars. What a nice idea to take a break before unpacking. The notebook with restaurant suggestions was a tremendous help too."
United States
DeLaine
Day Trip to Acadia: Quiet Coastal Maine Escape
Smart TV, books, stereo

Oceanfront Sunset View Near Bass Harbor Head Light

Oceanfront Sunset View Near Bass Harbor Head Light
Bass Harbor
The price is ￥56,285
￥139,726 total
includes taxes & fees
Jul 5 - Jul 6
Oceanfront Sunset View Near Bass Harbor Head Light
TV, DVD player, books

13 Mi to Acadia: Artistic Retreat in Nature

13 Mi to Acadia: Artistic Retreat in Nature
Trenton
9.2 out of 10, Wonderful, (5 reviews)
"We booked very last minute at this place. It’s very quirky but comfortable! "
United States
Katie P.
The price is ￥39,655
￥92,014 total
includes taxes & fees
Jun 7 - Jun 8
13 Mi to Acadia: Artistic Retreat in Nature
Exterior

Family-Friendly Yurts with Onsite Games, Hiking & Wellness Amenities

Family-Friendly Yurts with Onsite Games, Hiking & Wellness Amenities
Tremont
9.8 out of 10, Exceptional, (35 reviews)
"We loved it!"
United States
Jim B.
The price is ￥77,232
￥113,638 total
includes taxes & fees
Jun 8 - Jun 9
Family-Friendly Yurts with Onsite Games, Hiking & Wellness Amenities
Shower, towels

Efficient Getaway with Free WiFi - Close to Acadia National Park

Efficient Getaway with Free WiFi - Close to Acadia National Park
Northeast Harbor
The price is ￥25,731
￥44,825 total
includes taxes & fees
Jun 15 - Jun 16
Efficient Getaway with Free WiFi - Close to Acadia National Park
Marina

Affordable Vacation Home Near Acadia National Park

Affordable Vacation Home Near Acadia National Park
Bass Harbor
9.4 out of 10, Exceptional, (95 reviews)
"Great stay!"
United States
Daniel B.
The price is ￥42,453
￥83,747 total
includes taxes & fees
Jun 6 - Jun 7
Affordable Vacation Home Near Acadia National Park
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 ￥46,771
￥82,960 total
includes taxes & fees
Jun 7 - Jun 8
House near Acadia National Park
Exterior

Hike from Home: 98ft to Acadia! 2 Wings & Deck

Hike from Home: 98ft to Acadia! 2 Wings & Deck
Otter Creek
10.0 out of 10, Exceptional, (1 review)
"House is the perfect place to stay on MDI for any itinerary. Location cant be beat- close to Bar Harbor yet so quiet at the end of a charming dead end road. House is so clean, comfortable, and newly renovated. Great new baths, beds, deck and thoroughly equipped kitchen. Will absolutely stay again!"
United States
John S.
The price is ￥37,848
￥116,656 total
includes taxes & fees
Jun 7 - Jun 8
Hike from Home: 98ft to Acadia! 2 Wings & Deck
Smart TV, DVD player, books

Charming 2-bedroom house with WiFi, AC in Southwest Harbor

Charming 2-bedroom house with WiFi, AC in Southwest Harbor
Southwest Harbor
9.4 out of 10, Exceptional, (13 reviews)
"Cute house. Great area. "
United States
Karren Y.
The price is ￥47,810
￥103,354 total
includes taxes & fees
Jun 7 - Jun 8
Charming 2-bedroom house with WiFi, AC in Southwest Harbor
Terrace/patio

Cozy Acadia Hideaway with Hot Tub

Cozy Acadia Hideaway with Hot Tub
Tremont
10.0 out of 10, Exceptional, (14 reviews)
"Our stay was very nice…the property was just as described. The house has plenty of supplies and is very homey. We would recommend this property for your next stay"
United States
Michelle M.
The price is ￥50,480
￥88,835 total
includes taxes & fees
Jun 6 - Jun 7
Cozy Acadia Hideaway with Hot Tub
Exterior

“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME

“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Tremont
9.8 out of 10, Exceptional, (168 reviews)
"Everything was great. We loved our stay!!! Would definitely stay here again."
United States
David F.
The price is ￥57,420
￥139,799 total
includes taxes & fees
Jun 13 - Jun 14
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Outdoor dining

Awesome 6-bedroom house in quaint Ellsworth perfect for families

Awesome 6-bedroom house in quaint Ellsworth perfect for families
Ellsworth
Awesome 6-bedroom house in quaint Ellsworth perfect for families
Shower, hair dryer, towels

Acadia Mtn View|Updated 1880s Home |Pets |Fire Pit

Acadia Mtn View|Updated 1880s Home |Pets |Fire Pit
Hall Quarry
The price is ￥37,417
￥120,338 total
includes taxes & fees
Jun 10 - Jun 11
Acadia Mtn View|Updated 1880s Home |Pets |Fire Pit
Beach

Driftwood Cottage: Bass Harbor, ME

Driftwood Cottage: Bass Harbor, ME
Tremont
9.8 out of 10, Exceptional, (245 reviews)
"Well equipped and comfortable place to get "
United States
Kylee A.
The price is ￥47,970
￥89,586 total
includes taxes & fees
Jun 6 - Jun 7
Driftwood Cottage: Bass Harbor, ME
Interior

Spacious Private Estate: Hot Tub, Pets & Fire Pit

Spacious Private Estate: Hot Tub, Pets & Fire Pit
Southwest Harbor
10.0 out of 10, Exceptional, (1 review)
"The location of this property is ideal for visiting Bass lighthouse, taking in various hikes, visiting unassuming Southwest Harbor! The property is large, with plenty of living space, inside and out. The big kitchen has a sweet breakfast nook which overlooks the deck, while the dining room would be perfect for a lobster feed. Outdoors, the jacuzzi is private, and away from the fire pit where we could star gaze, given the wide open vistas. The garage was an extra treat, as it kept us from...
United States
Peg N.
Spacious Private Estate: Hot Tub, Pets & Fire Pit
Terrace/patio

Secluded Cabin With Ocean Access

Secluded Cabin With Ocean Access
Tremont
The price is ￥51,808
￥94,466 total
includes taxes & fees
Jun 6 - Jun 7
Secluded Cabin With Ocean Access
Fridge, microwave, oven, stovetop

Acadia Retreat- 3 bedroom, 2 bath on two private serene acres

Acadia Retreat- 3 bedroom, 2 bath on two private serene acres
Lamoine
10.0 out of 10, Exceptional, (3 reviews)
"Property was very clean, comfortable, and great location with a short drive to Acadia National Park."
United States
Eddie G.
The price is ￥47,810
￥84,531 total
includes taxes & fees
Jun 8 - Jun 9
Acadia Retreat- 3 bedroom, 2 bath on two private serene acres
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
"Good"
Phi 1-night trip
Posted less than an hour ago
The Pathmaker Hotel

Find out more about Winter Harbor

Winter Harbor Vacation Homes information

Number of reviews
638
Accommodation
784 Vacation Homes
Lowest Price
￥17,603
Highest Price
￥139,799