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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
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11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 589 Vacation Homes in Winter Harbor with updated reviews, rates, and availability.

Oceanfront 2 BR home 5 minutes from Acadia, 10 mins. to downtown Bar Harbor.
Property grounds

Oceanfront 2 BR home 5 minutes from Acadia, 10 mins. to downtown Bar Harbor.

2.0 star property
10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Jacequline place in Acadia. Her place is tastefully decorated, very clean with all the essentials provided. My communication with Jacequline was very prompt and the check in/ out process was super easy. We loved the location of the place as well. Only about 10 minutes drive from Bar harbor and being right by the water with beautiful views from the house was refreshing. There is a barbecue and fire pit available in the patio and in the back yard of the...
Oceanfront 2 BR home 5 minutes from Acadia, 10 mins. to downtown Bar Harbor.
Quiet Leonard Lake Retreat, Beautiful Waterfront Home
Fridge, microwave, oven, stovetop

Quiet Leonard Lake Retreat, Beautiful Waterfront Home

9.6 out of 10, Exceptional, (67)
"We had a lovely few days at this beautiful property while we explored Bar Harbor and Acadia National Park. House was well equipped with every convenience. Would happily stay again. "
Quiet Leonard Lake Retreat, Beautiful Waterfront Home
Modern, Brand New Secluded House
Property grounds

Modern, Brand New Secluded House

9.8 out of 10, Exceptional, (29)
"The house was absolutely perfect! Bathrooms and kitchen were all well appointed. Property manager was great. The house was so cozy. Hot tub was amazing and so was the movie theater. The house is actually bigger than expected as well. Can’t wait to come back again!"
Modern, Brand New Secluded House
Acadia Lobster Fisherman's Retreat
TV, offices

Acadia Lobster Fisherman's Retreat

Acadia Lobster Fisherman's Retreat
Quiet location. Home is 1/2 a mile to Seawall Beach and 3 miles to town center.
Outdoor dining

Quiet location. Home is 1/2 a mile to Seawall Beach and 3 miles to town center.

10.0 out of 10, Exceptional, (125)
"We were not aware of the drive into the property at night. That was a little. Concerning, But by morning, we were much more comfortable about where we were. When we drove into the driveway the first evening, there was a very large deer sitting in the yard and that’s what we drove into. Funny but also scary. It is a beautiful home and decorated very nicely and the rooms worked out great for my friend and I. Very well stocked with all you need for your stay."
Quiet location. Home is 1/2 a mile to Seawall Beach and 3 miles to town center.
Serenity place. Relax in a semi rural setting 18 mile from Acadia National Park
Smart TV

Serenity place. Relax in a semi rural setting 18 mile from Acadia National Park

9.4 out of 10, Exceptional, (65)
"Lovely home! Had everything we needed. Glad to be away from the busy town."
Serenity place. Relax in a semi rural setting 18 mile from Acadia National Park
BEAUTIFUL OCEANFRONT COTTAGE WITH AMAZING WATER VIEWS & ACCESS
Pool

BEAUTIFUL OCEANFRONT COTTAGE WITH AMAZING WATER VIEWS & ACCESS

10.0 out of 10, Exceptional, (97)
"A wonderful cottage with one of the best views of Frenchman's Bay!! Cora's place was exactly as described, and so fantastic to come back home to. I cannot recommend highly enough!"
BEAUTIFUL OCEANFRONT COTTAGE WITH AMAZING WATER VIEWS & ACCESS
The Bungalow
Beach

The Bungalow

10.0 out of 10, Exceptional, (41)
"Adorable bungalow in great location. Everything worked out very well. Can recommend without reservation. "
The Bungalow
Enchanting dog-friendly ocean view home with kitchen, grill, balcony, TV, & deck
Outdoor dining

Enchanting dog-friendly ocean view home with kitchen, grill, balcony, TV, & deck

8.8 out of 10, Excellent, (8)
"Overall, the stay was fine. For awareness, this listing is marketed on VRBO, but actually another property manager, Vacasa, manages everything. It can be a little confusing."
Enchanting dog-friendly ocean view home with kitchen, grill, balcony, TV, & deck
Charming In-Town Bar Harbor Home
Dining

Charming In-Town Bar Harbor Home

10.0 out of 10, Exceptional, (140)
"Bobby and Sandi’s place was an amazing find. Great location, abundant amenities, and wonderful hosts. The property is well laid out so that we didn’t feel we were on top of one another. Two full bathrooms made the days easier to get a group going out the door and settled in at the end of the day. The fireplace made for a cozy gathering space at night and the comfortable beds and quiet neighborhood made for great sleeping. As we were there in off season, getting to and around Acadia by car was...
Charming In-Town Bar Harbor Home
Oceanfront Maine Acadia Cottage
Property grounds

Oceanfront Maine Acadia Cottage

10.0 out of 10, Exceptional, (66)
"I would give this property 100 stars if I could! Best VRBO I have ever stayed. It is immaculate, private, well appointed with floor to ceiling windows looking over the tidal basin. The tidal water changes are a show in themselves and the wildlife adds to its splendor. The gas fireplace warmed the rooms when the air cooled in the evening. Full kitchen to eat-in and use. A perfect size home for a couple or two. Bar Harbor and Acadia NP are a short drive, and Hancock has many hiking options. But...
Oceanfront Maine Acadia Cottage
Cozy & Well Equipped Log Cabin on Secluded Pond in Bar Harbor near Acadia NP
Exterior

Cozy & Well Equipped Log Cabin on Secluded Pond in Bar Harbor near Acadia NP

10.0 out of 10, Exceptional, (67)
"This is a lovely property. It was well stocked. The beds were very comfortable. We enjoyed the fireplace and sitting out on the deck looking at the pond. We choose this place because it was very close to the entrance to Acadia National Park. Beautiful views and quiet!"
Cozy & Well Equipped Log Cabin on Secluded Pond in Bar Harbor near Acadia NP
Quiet oasis across the street from Acadia and just steps from the harbor
Aerial view

Quiet oasis across the street from Acadia and just steps from the harbor

10.0 out of 10, Exceptional, (110)
"Great location! Host very quick to respond to questions. Very quiet location. I would recommend this place to others. "
Quiet oasis across the street from Acadia and just steps from the harbor
Deluxe King Room w/ Breakfast Included
Aerial view

Deluxe King Room w/ Breakfast Included

10.0 out of 10, Exceptional, (24)
"We only had 3 days to visit the area. Our stay was very comfortable and convenient to Bar Harbor. We could walk the mile to town. Which was easier than trying to park dow there! Close to the entry to Acadia. Also appreciated the breakfast delivered to the room each morning. Everyone we ran across was very friendly."
Deluxe King Room w/ Breakfast Included
Acadia Home w/ Rooftop Deck - Close to Trails!
Fridge, microwave, stovetop, dishwasher

Acadia Home w/ Rooftop Deck - Close to Trails!

9.8 out of 10, Exceptional, (9)
"This is a beautiful house with comfortable bedrooms and a nice open living and dining area for meals and hanging out. It is equipped with everything you need. We visited in winter so did not use the amazing upstairs deck but did get to enjoy the cozy wood stove, which was perfect after our rather rainy hike.We were a group of 8 hiking the Cadillac trail to see the first light of 2025. This location could not have been more convenient with the trail just a 3-minute walk away."
Acadia Home w/ Rooftop Deck - Close to Trails!
Have an unforgettable getaway at a family sized beach house with private beach!
Aerial view

Have an unforgettable getaway at a family sized beach house with private beach!

10.0 out of 10, Exceptional, (36)
"The house is gorgeous! Lots of room! Great views! We used the spotting scope continuously!! It is a little isolated so you have to drive a lot for groceries, firewood, restaurants. We loved the beach and the fire pit!! "
Have an unforgettable getaway at a family sized beach house with private beach!
Spacious country home with water views - near beach & Acadia National Park
Interior

Spacious country home with water views - near beach & Acadia National Park

9.2 out of 10, Wonderful, (55)
"This clean, quiet, and comfortable home is nicely located between Mount Desert Island and Schoodic Peninsula, making it easy to visit both parts of Acadia, shop in Ellsworth, then cook dinner for the extended family and give everyone a cozy place to sleep."
Spacious country home with water views - near beach & Acadia National Park
Enjoy a secluded shoreline home mid-way between the 2 parts of Acadia Natl Park!
Exterior

Enjoy a secluded shoreline home mid-way between the 2 parts of Acadia Natl Park!

10.0 out of 10, Exceptional, (98)
"We loved staying here in fact wish we had booked it for longer! The views were wonderful. close to a grocery store and a 30ish minute drive to Bar Harbor/Acadia. Very private. Great place to stay when you want to be able to enjoy Acadia and Bar Harbor but also want peace and quiet. Definitely would recommend to anyone."
Enjoy a secluded shoreline home mid-way between the 2 parts of Acadia Natl Park!
You Can't Get Closer to the Water than This!
Property grounds

You Can't Get Closer to the Water than This!

10.0 out of 10, Exceptional, (112)
"Beautiful location with a view of the harbor. It was cold when we were there but could enjoy the view on a clear day. If it had been warmer, we would've enjoyed using the kayaks right off the property. Home had everything we needed. If staying in the off season, check restaurants since many were closed. "
You Can't Get Closer to the Water than This!
Mark's Waterfront Sea Cottage, beach, Acadia
Interior

Mark's Waterfront Sea Cottage, beach, Acadia

Mark's Waterfront Sea Cottage, beach, Acadia
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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Other property types in Winter Harbor

Quaint and rustic cottage nestled on the shores of a small Maine village.
Miscellaneous

Quaint and rustic cottage nestled on the shores of a small Maine village.

10.0 out of 10, Exceptional, (40)
"Very quiet. Great sunsets. Right on the water ."
Quaint and rustic cottage nestled on the shores of a small Maine village.
One-of-kind estate with unique & luxurious decor and wooded oceanside location.
Pool

One-of-kind estate with unique & luxurious decor and wooded oceanside location.

10.0 out of 10, Exceptional, (19)
"Fans and hair dryers were available along with spices, coffee, tea, and numerous kitchen items.So great! But…. We brought them from home unnecessarily. A couple criticisms- The kitchen cookware was poorly maintained, had hit spots and rounded bottoms- difficult to cook with. Cast iron pans would be a great addition! The fridge needs an ice maker. Knives were very dull- all of them. The compactor and light switches should be labeled for easier use. Living room was rearranged by our group...
One-of-kind estate with unique & luxurious decor and wooded oceanside location.
Hanscom's Motel and Cottages
Courtyard

Hanscom's Motel and Cottages

3.0 star property
9.4 out of 10, Exceptional, (230)
"The room was absolutely adorable. Freshly remodeled with excellent design choices. Functional kitchen. Super cute little cottage. Perfect weekend getaway for me and my dog. Only thing was it was a bit cold, but it was very cold snowy and windy outside, so its understandable. Could only get heat to get room up to 60 degrees F (i set thermostat to 90, but 60 was all it could pull off). My dog and i wore layers so we stayed warm enough. Very comfy bed."
The price is AED 318
AED 346 total
includes taxes & fees
26 Mar - 27 Mar
Hanscom's Motel and Cottages
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.