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

Driftwood Cottage: Bass Harbor, ME
Exterior

Driftwood Cottage: Bass Harbor, ME

9.8 out of 10, Exceptional, (213)
"Wonderful describes it all. "
Driftwood Cottage: Bass Harbor, ME
3 Bedroom Home Near Acadia National Park
Private kitchen

3 Bedroom Home Near Acadia National Park

9.2 out of 10, Wonderful, (11)
"Way too many antiques for our comfort level. Definitely needs a larger hot water heater. Beds slept good. Overall we enjoyed our stay."
3 Bedroom Home Near Acadia National Park
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.
Cozy & Well Equipped Log Cabin on Secluded Pond in Bar Harbor near Acadia NP
Harper's Acadia Lodge. A great place to stay while exploring MDI....

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
Deluxe Retreat, Close to Village 1.5 mi to Acadia
Beautiful home in Bar Harbor has large back deck -- perfect for vacation gathering spot.

Deluxe Retreat, Close to Village 1.5 mi to Acadia

9.8 out of 10, Exceptional, (17)
"The home was beautiful with plenty of room for 9 people ! The house is conveniently located to town and the park! We couldn’t have asked for better weather and fall foliage. I would definitely stay here again and highly recommend it. "
Deluxe Retreat, Close to Village 1.5 mi to Acadia
Old Maine style w/ modern amenities - dog friendly
Private kitchen

Old Maine style w/ modern amenities - dog friendly

7.4 out of 10, Good, (3)
"My family had a wonderful stay in this house. Between hiking in the Schoodic Peninsula, visiting Bar Harbor, and soaking up the view from Cadillac Mountain, we loved swinging on the porch swing, having coffee on the front porch, and relaxing around the dinner table. The house is recently renovated, clean, and in a quiet neighborhood. The hosts are invested in your stay and very responsive to any messages you send. There are restaurants, gas stations, and grocery stores all close by - be sure...
Old Maine style w/ modern amenities - dog friendly
1 Mi to Acadia: Home Near Downtown Bar Harbor!
Bar Harbor Vacation Rental | 4BR | 2BA | 2,200 Sq Ft | Stairs Required

1 Mi to Acadia: Home Near Downtown Bar Harbor!

10.0 out of 10, Exceptional, (110)
"The host Ben was very easy to communicate with and accommodating We had plenty of room for our group of 4 adults. The access to Acadia was perfect as we hiked daily and walked to the Main Street every late afternoon for food and drinks. Highly recommend this home and location "
1 Mi to Acadia: Home Near Downtown Bar Harbor!
BEAUTIFUL OCEANFRONT COTTAGE WITH AMAZING WATER VIEWS & ACCESS
Miscellaneous

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
Acadia Home w/ Rooftop Deck - Close to Trails!
Mt Desert Vacation Rental | 4BR | 4BA | 2,400 Sq Ft | Stairs Required

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!
Bar Harbor Home Near Everything
Exterior

Bar Harbor Home Near Everything

9.8 out of 10, Exceptional, (100)
"Perfect location and beautiful house. We are a family of 10 adults and had plenty of room. The park is fun to visit though parking can be challenging. The same with Bar Harbor, great town but difficult to park. I’d recommend this home and location for a Fall getaway. Foliage was amazing. House was clean and stocked but needed a few more forks and coffee cups. 😀"
Bar Harbor Home Near Everything
Ocean View Cedar Chalet/ 10 min to Acadia
Main level - kitchen, living room and dining room, all with a phenomenal view.

Ocean View Cedar Chalet/ 10 min to Acadia

10.0 out of 10, Exceptional, (86)
"Really nice, clean house. Very quite, peaceful location in the forest with great water views. Easy drive to Bar Harbor, Ellsworth and Acadia National Park. The owners are pleasure to deal with. We had a wonderful stay and would like to go back sometime. "
Ocean View Cedar Chalet/ 10 min to Acadia
Coastal Cottage
Exterior

Coastal Cottage

10.0 out of 10, Exceptional, (14)
"This home is very clean. We enjoyed our stay and love how cozy the place is. The kitchen is well equipped which was very helpful since we were there during off season and lots of restaurants were already closed. "
Coastal Cottage
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Exterior detail

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

9.8 out of 10, Exceptional, (149)
"cottage was darling- not as functional as we would have liked for colder weather-( table in porch) but comfortable otherwise!"
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
4 Mi to Acadia Trails: Coastal Maine Home w/ Deck
Bernard Vacation Rental | 3BR | 2BA | 2,200 Sq Ft | Stairs Required

4 Mi to Acadia Trails: Coastal Maine Home w/ Deck

9.6 out of 10, Exceptional, (41)
"We really enjoyed this spacious and clean home. Plenty of room for 6 adults. Beautiful sunrise/sunset views from the very large deck. We spent a lot of time relaxing on the deck. Not too far to Acadia Nat’l Park and Bar Harbor. Highly recommend this home for a relaxing Maine vacation."
4 Mi to Acadia Trails: Coastal Maine Home w/ Deck
Bar Harbor Serenity close to Hadley Point Beach
Exterior

Bar Harbor Serenity close to Hadley Point Beach

9.8 out of 10, Exceptional, (69)
"We stayed 4 nights at this awesome home with convenient access to Acadia and Bar Harbor. Plenty of room and very quiet location. The kitchen was very well appointed with modern cookware and plenty of dishes, etc. The bedrooms were quiet and very comfortable. Bonus; we has an awesome viewing of the Northern Lights! The property manager was very responsive to questions as well. I would definitely stay here again next time we’re in the area!"
Bar Harbor Serenity close to Hadley Point Beach
3-bedroom Log Cabin with AC, WiFi ,Southwest Harbor That Rents SAT-SAT ONLY
New , Built 2024 Hope you will enjoy 😉

3-bedroom Log Cabin with AC, WiFi ,Southwest Harbor That Rents SAT-SAT ONLY

3-bedroom Log Cabin with AC, WiFi ,Southwest Harbor That Rents SAT-SAT ONLY
Newly Renovated Acadia Getaway with Game room!
Aerial view

Newly Renovated Acadia Getaway with Game room!

Newly Renovated Acadia Getaway with Game room!
Historic Bar Harbor Home ~ 2 Blocks to Main St!
Bar Harbor Vacation Rental | 6BR | 4BA | 3,200 Sq Ft | Stairs Required

Historic Bar Harbor Home ~ 2 Blocks to Main St!

10.0 out of 10, Exceptional, (16)
"Our family (12 of us) stayed for a long weekend for the MDI marathon. The house was perfect, had everything we needed and was more than enough space for all of us. The house is in a great location, walkable to downtown Bar Harbor and was a great spot for our marathon weekend. Charles and Ali were very responsive when we were having some issues with the smoke detector as well. We would absolutely recommend this home! "
Historic Bar Harbor Home ~ 2 Blocks to Main St!
Fitter House@ ACADIA NATIONAL PARK
Interior

Fitter House@ ACADIA NATIONAL PARK

8.4 out of 10, Very Good, (7)
"Me and a group of friends stayed at the house for a trip to explore Acadia. It's a great location; close enough to the park and Bar Harbor to hit all the big spots, but nicely super quiet and isolated. The house was very spacious and well-furnished, and everybody was comfortable. The best house rental experience I've had."
Fitter House@ ACADIA NATIONAL PARK
Lighthouse & Harborview, an Ultimate ME Vacation Home
This charming, updated cottage makes a great vacation headquarters for exploring all of Downeast Maine.

Lighthouse & Harborview, an Ultimate ME Vacation Home

9.8 out of 10, Exceptional, (66)
"It was a very nice location. "
Lighthouse & Harborview, an Ultimate ME Vacation Home
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

Winter Harbor Home w/ Acadia National Park Views!
Winter Harbor Vacation Rental | 3BR | 2BA | 2 Steps to Enter | 2,400 Sq Ft

Winter Harbor Home w/ Acadia National Park Views!

10.0 out of 10, Exceptional, (8)
"Very relaxing home and area…well appointed house. A lot of space and loved the second floor to watch the sunset over the water. The hosts were very accommodating and friendly. Gave us great recommendations for food. Our dogs loved all the space! "
Winter Harbor Home w/ Acadia National Park Views!
Hanscom's Motel and Cottages
Terrace/patio

Hanscom's Motel and Cottages

3.0 star property
9.2 out of 10, Wonderful, (225)
"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 SAR 324
SAR 354 total
includes taxes & fees
9 Mar - 10 Mar
Hanscom's Motel and Cottages
Stone Park
Living area

Stone Park

3.0 star property
8.8 out of 10, Excellent, (63)
"Great experience. It was cozy environment. The only downside is there was some remienence of trash in the trashcan itself. Also, the toilet had very low water pressure and would not go down when being flushed (don't know if it was clogged beforehand or what, but we didn't do it). Other than that i would stay again. "
The price is SAR 503
SAR 548 total
includes taxes & fees
25 Feb - 26 Feb
Stone Park
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.