Photo by Ricky Batista

Holiday Homes in Winter Harbor

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Featured Holiday Homes in Winter Harbor

Freshly Renovated Classic Home in Downtown Bar Harbor
9.6 out of 10, Exceptional, (70)
"Great house great location and highly recommend!! Owner was super helpful and always ready to answer questions. House was stocked with everything from shampoo to plastic baggies!!"
Freshly Renovated Classic Home in Downtown Bar Harbor
Lucky Stone Retreat - private beach & Acadia view
10.0 out of 10, Exceptional, (16)
"This was by far one of the BEST rental homes I’ve ever stayed at. From the views, to the cleanliness of the home, to ALL of the amenities and carefully crafted home features. The house is extremely well stocked for any type of cooking you prefer to do too! They did not cut any corners. My new husband and I had an absolutely amazing stay here. 100% recommend!"
Lucky Stone Retreat - private beach & Acadia view
House near Acadia National Park
4.0 star property
10.0 out of 10, Exceptional, (1)
"Nice new two unit duplex about 30mins drive to Bar Harbor. Tasteful and comfortable furnishings. AC wall units efficient and quiet. Some wear and tear evident on floors and walls. Linens and towels provided and good quality. Large modern kitchen with many utensils and dishes etc. "
The price is NZ$918
includes taxes & fees
10 Jun - 11 Jun
House near Acadia National Park
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Lobster Pound Beach House NEW! waterfront, beach, fire pit, Acadia
Lobster Pound Beach House NEW! waterfront, beach, fire pit, Acadia
Quiet oasis across the street from Acadia and just steps from the harbor
10.0 out of 10, Exceptional, (101)
"Enjoyed having the whole house to relax in after our daily adventures around Acadia. Location worked well for us. Enjoyed the extras Michael provided above and beyond the usual rental."
Quiet oasis across the street from Acadia and just steps from the harbor
Your Gateway to Acadia Awaits.
8.0 out of 10, Very good, (1)
"We all enjoyed staying in this house which is very close to Bar Harbor. It is a big house equipped with all necessary things."
Your Gateway to Acadia Awaits.
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
10.0 out of 10, Exceptional, (128)
"The property was great and exactly as listed. It was an easy drive over to some of the main trails in Acadia and made our weekend very easy! We it had great access to everything we needed!"
The price is NZ$1,016
includes taxes & fees
10 Jun - 11 Jun
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.
9.8 out of 10, Exceptional, (36)
"Lovely place great for groups; the private apartment above the garage was quite the added bonus!"
The price is NZ$1,148
includes taxes & fees
11 Jun - 12 Jun
Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.
Quiet location. Home is 1/2 a mile to Seawall Beach and 3 miles to town center.
10.0 out of 10, Exceptional, (107)
"We had a great stay! The house was comfortable, peaceful, and had basically all the amenities we could need. Would definitely stay again!"
Quiet location. Home is 1/2 a mile to Seawall Beach and 3 miles to town center.
Affordable Vacation Home Near Acadia National Park
9.4 out of 10, Exceptional, (73)
"Just a nice place to stay, no real issues other than the thermostats were difficult to figure out, the kitchen roof leaks a little water when you shower upstairs, and the fridge shakes the house when the compressor turns off. Home owner was kind enough to mail me my souvenirs I souvenirs left, and everything was neat and tidy."
The price is NZ$853
includes taxes & fees
10 Jun - 11 Jun
Affordable Vacation Home Near Acadia National Park
3 Bedroom Home Near Acadia National Park
3 Bedroom Home Near Acadia National Park
Driftwood Cottage: Bass Harbor, ME
9.8 out of 10, Exceptional, (182)
"We really enjoyed staying here with our family on a trip to see Mount Desert Island (MDI) and Acadia. This was our kids first time being to MDI and having this house was perfect. The yard was great so they could run around and play on the swing set. Also, the kitchen was very well equipped so we were able to make multiple meals (you bring your own groceries) without having to go out. This makes it much more pleasant when traveling with kids. Our kids also enjoyed the multitude of items...
The price is NZ$918
includes taxes & fees
10 Jun - 11 Jun
Driftwood Cottage: Bass Harbor, ME
Large Pet Friendly 3BR Home in Downtown Bar Harbor! [Eden West]
10.0 out of 10, Exceptional, (4)
"Property consistent with listing. Looks like the house was recently painted inside. Plenty of towels. Appreciated supplied coffee and laundry detergent."
Large Pet Friendly 3BR Home in Downtown Bar Harbor! [Eden West]
The Lookout in Bar Harbor
9.8 out of 10, Exceptional, (26)
"The house is beautiful, spacious, well supplied, clean, and comfortable. The property is completely private with breathtaking views. We had a terrific week and would definitely return."
The Lookout in Bar Harbor
Hidden Gem Southwest Harbor
Hidden Gem Southwest Harbor
Old Maine style w/ modern amenities - dog friendly
2.0 out of 10, (1)
"What a wonderful stay we had! Not only is this home is in a beautiful area, but it is full of charm and warmth. The claw foot tub, a porch swing and Adirondack chairs around a fire pit helped make our stay even more enjoyable. The host was super quick to respond to every inquiry I had."
Old Maine style w/ modern amenities - dog friendly
The ultimate Downeast vacation compound with oceanfront pool!
9.8 out of 10, Exceptional, (6)
"We felt at home. The yard was great, perfect for play and sky gazing! The house had lovely furnishings and was spotless. There was tons of space for the whole family."
The price is NZ$1,916
includes taxes & fees
14 Jun - 15 Jun
The ultimate Downeast vacation compound with oceanfront pool!
Buttermilk Branches@Acadia National Park
10.0 out of 10, Exceptional, (2)
"Great property"
The price is NZ$709
includes taxes & fees
10 Jun - 11 Jun
Buttermilk Branches@Acadia National Park
Classic coastal Maine farmhouse ideal for all your MDI & Acadia adventures!
9.0 out of 10, Wonderful, (2)
"Plenty of room for all of us."
Classic coastal Maine farmhouse ideal for all your MDI & Acadia adventures!
Waterfront home with hot tub, deck, patio, grill, firepit, Ping-Pong, & WiFi
7.4 out of 10, Good, (8)
"House is big and have enough space for 10 people group! we like it. Everything is good except no dishwasher"
Waterfront home with hot tub, deck, patio, grill, firepit, Ping-Pong, & WiFi
Don't see what you're looking for?
See all available properties in Winter Harbor
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.

Other property types in Winter Harbor

Bring the family to our secluded luxury home with amazing ocean views.
10.0 out of 10, Exceptional, (10)
"Our stay was fantastic, the house is best described as stately. The amenities are great and everything and beyond was catered for. Loved our stay here. Thank you."
Bring the family to our secluded luxury home with amazing ocean views.
Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
9.8 out of 10, Exceptional, (126)
"We had a wonderful time and the home well exceeded our expectations. An idyllic and cozy oceanfront cottage."
Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
Ocean View Apartment in Winter Harbor
10.0 out of 10, Exceptional, (35)
"Recently stayed for four nights, regular traveler to Winter Harbor. Lovely apartment right in town, can walk to shops, restaurants, art gallery and groceries. Large clean kitchen with all needed cooking equipment and dishes, etc. Very comfortable mattress and good mattress on sofa bed. Beautiful view of Henry Cove from the third floor deck and sliders. Very near Acadia at Schoodic park entrance. Excellent place to stay in Winter Harbor."
The price is NZ$558
includes taxes & fees
10 Jun - 11 Jun
Ocean View Apartment in Winter Harbor
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.

Winter Harbor Holiday Homes information

Number of reviews
680
Accommodation
580 Holiday Homes
Lowest Price
NZ$709
Highest Price
NZ$1,916

Recent Reviews in Winter Harbor
Expedia verified reviews