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Holiday Homes in Winter Harbor

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Featured Holiday Homes in Winter Harbor and around

Freshly Renovated Classic Home in Downtown Bar Harbor
Property grounds
Freshly Renovated Classic Home in Downtown Bar Harbor
9.6 out of 10, Exceptional, 70 reviews
"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
View from property
Lucky Stone Retreat - private beach & Acadia view
10.0 out of 10, Exceptional, 16 reviews
"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
Classic House | Living area
House near Acadia National Park
4.0 star property
10.0 out of 10, Exceptional, 2 reviews
"Our stay of 5 adults (3 kids and 2 parents) was great. The owners provided some wonderful hike and restaurant suggestions which we tried. The house was cozy, roomy and offered spacious occupancy options for everyone. "
The price is €589
per night
16 Jun - 17 Jun
House near Acadia National Park
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Lobster Pound Beach House NEW! waterfront, beach, fire pit, Acadia
Property grounds
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
Fridge, microwave, oven, stovetop
Quiet oasis across the street from Acadia and just steps from the harbor
10.0 out of 10, Exceptional, 102 reviews
"The place was a perfect place to stay for a visit to Acadia. Within walking distance to the carriage roads and a very short drive to the entrance to the park. House was in a nice quiet location and the accommodations were everything we needed it to be. The owner was very friendly and helpful in making suggestions on hikes, food, and other adventures."
Quiet oasis across the street from Acadia and just steps from the harbor
Your Gateway to Acadia Awaits.
Property grounds
Your Gateway to Acadia Awaits.
7.0 out of 10, Good, 2 reviews
"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
View from property
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
10.0 out of 10, Exceptional, 128 reviews
"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 €627
per night
18 Jun - 19 Jun
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.
View from property
Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.
9.8 out of 10, Exceptional, 36 reviews
"Lovely place great for groups; the private apartment above the garage was quite the added bonus!"
The price is €661
per night
18 Jun - 19 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.
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, 108 reviews
"The home is very clean and comfortable. The host is great! The location is perfect. We were very happy with our choice."
Quiet location. Home is 1/2 a mile to Seawall Beach and 3 miles to town center.
Affordable Vacation Home Near Acadia National Park
Exterior
Affordable Vacation Home Near Acadia National Park
9.4 out of 10, Exceptional, 73 reviews
"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 €556
per night
10 Jul - 11 Jul
Affordable Vacation Home Near Acadia National Park
3 Bedroom Home Near Acadia National Park
Fridge, microwave, oven, stovetop
3 Bedroom Home Near Acadia National Park
3 Bedroom Home Near Acadia National Park
Driftwood Cottage: Bass Harbor, ME
Beach
Driftwood Cottage: Bass Harbor, ME
9.8 out of 10, Exceptional, 183 reviews
"This house was perfect for us. It was very clean, comfortable, and beautifully furnished. It felt like home. We saw a couple of deer every day. Such a treat. We also went to the Bass Harbor light just down the street. We highly recommend checking it out. If we ever get back to Acadia, we will stay here again."
Driftwood Cottage: Bass Harbor, ME
Large Pet Friendly 3BR Home in Downtown Bar Harbor! [Eden West]
Fridge, microwave, oven, stovetop
Large Pet Friendly 3BR Home in Downtown Bar Harbor! [Eden West]
10.0 out of 10, Exceptional, 4 reviews
"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
View from property
The Lookout in Bar Harbor
9.8 out of 10, Exceptional, 26 reviews
"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
Private kitchen
Hidden Gem Southwest Harbor
Hidden Gem Southwest Harbor
Old Maine style w/ modern amenities - dog friendly
Interior
Old Maine style w/ modern amenities - dog friendly
2.0 out of 10, 1 review
"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!
Pool
The ultimate Downeast vacation compound with oceanfront pool!
9.8 out of 10, Exceptional, 8 reviews
"We loved this house! Very clean and spacious. The pool is huge and was a big hit with our kids! The house came stocked with all the essentials in the kitchen and bathroom (like coffee filters, oil, salt, sugar, shampoo, conditioner, etc) which was perfect on arrival day. We loved the quaint town and remote location. This is a wonderful home, plus check in and check out was a breeze!"
The ultimate Downeast vacation compound with oceanfront pool!
Buttermilk Branches@Acadia National Park
Living area
Buttermilk Branches@Acadia National Park
10.0 out of 10, Exceptional, 2 reviews
"Great property"
The price is €450
per night
16 Jun - 17 Jun
Buttermilk Branches@Acadia National Park
Classic coastal Maine farmhouse ideal for all your MDI & Acadia adventures!
Property grounds
Classic coastal Maine farmhouse ideal for all your MDI & Acadia adventures!
9.0 out of 10, Wonderful, 2 reviews
"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
Outdoor dining
Waterfront home with hot tub, deck, patio, grill, firepit, Ping-Pong, & WiFi
7.4 out of 10, Good, 8 reviews
"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.
Pool
Bring the family to our secluded luxury home with amazing ocean views.
10.0 out of 10, Exceptional, 10 reviews
"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
Beach
Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town
9.8 out of 10, Exceptional, 127 reviews
"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
Fridge, microwave, oven, stovetop
Ocean View Apartment in Winter Harbor
10.0 out of 10, Exceptional, 35 reviews
"This was our second visit to Steven's lovely apartment in Winter Harbor. It's a wonderful spot -- quiet, clean, and comfortable, and ideally located in town within walking distance to shops and restaurants, and just minutes to the Schoodic side of the park and the ferry to Bar Harbor. Highly recommend!"
The price is €414
per night
26 Jun - 27 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
Accommodation
 Holiday Homes
Lowest Price
Highest Price

Recent Reviews in Winter Harbor
Expedia verified reviews

Bar Harbor Motel

Bar Harbor Motel

5/5 Excellent
Great staff!
"If I can give this place more than five stars overall, I would. A simple but cozy place inundated in nostalgia, the staff were extremely friendly. After we checked out, we received a phone call from them saying we forgot some of our belongings, and they mailed it to us! If that isn’t top-notch service, I don’t know what is. I’ll definitely stay with them again."
A verified traveller stayed at Bar Harbor Motel
Posted 1 day ago
Bar Harbor Motel