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Holiday Homes and Apartments Winter Harbor, ME and nearby

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All 171 Rentals in the Winter Harbor Area
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From
$188
Per Night
Winter Harbor
3 Bedrooms, 1 Bathroom, Sleeps 5
13 photos Details Reviews (1) Make Enquiry
From
$113
Per Night
Winter Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 7
58 photos Details Reviews (32) Make Enquiry
From
$138
Per Night
Winter Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details Make Enquiry
Also consider
Twin Gables House
7 Bedrooms, sleeps 14
$686 / night
Bar Harbor Intown Apartment Suite
2 Bedrooms, sleeps 4
$172 / night
April's Bar Harbor Downtown House (Historic Dist.)
3 Bedrooms, sleeps 6
$246 - $332 / night
Blue Heron Cottage -- Oceanfront
3 Bedrooms, sleeps 6
$229 - $286 / night
From
$122
Per Night
Winter Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
24 photos Details Make Enquiry
From
$126
Per Night
Winter Harbor
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details Make Enquiry
From
$96
Per Night
Winter Harbor
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details Make Enquiry
From
$65
Per Night
Winter Harbor
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details Make Enquiry
From
$213
Per Night
Winter Harbor
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details Make Enquiry
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The following rentals are within 15 kilometres of Winter Harbor, Maine.

From
$154
Per Night
Corea
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
26 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 10 August 2014
We had a wonderful time. Very quiet little place perfect for our family. We all can't wait to go back again and hope to make a trip every year. Need to stay longer next year...
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From
$1,144
Per Week
Seal Harbor
3 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details Reviews (1) Make Enquiry
From
$245
Per Night
Bar Harbor
4 Bedrooms, 3 Bathrooms, Sleeps 8
21 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 13 October 2013
LOVED our stay at Western Bay Shores. House is comfortable, updated, and well maintained. We had a minor problem, called Scott and it was fixed in a few days. The house has a...
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From
$400
Per Night
Corea
5 Bedrooms, 3 Bathrooms, Sleeps 10
19 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 28 September 2014
Our Maine vacation was greatly enhanced by our all too brief stay. Staying here was one of the best decisions we made. The setting is picturebook perfect. The house was lovingly...
5 of 5 stars Reviewed 5 July 2013
A group of 8 people stayed here and we had plenty of room. The house was extremely well-equipped with everything you would need, including spices in the kitchen. The owner even...
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From
$229
Per Night
Prospect Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
18 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 18 September 2013
First I would like to say that dealing with John Zito and his wife, the owners, was a pleasure. They answered all of our questions and gave great advice on things to do, and where...
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From
$1,201
Per Week
Bar Harbor
3 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 24 August 2014
The house was very clean and comfortable. It felt like home. I especially liked the porch to sit and drink my coffee before the days events. It is very close to everything in...
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From
$160
Per Night
Bar Harbor
Studio, 1 Bathroom, Sleeps 2
Bookings
9 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 13 August 2014
This studio is perfectly located on a quiet street which is very close to excellent restaurants, bike rentals, kayak rentals, hiking in Acadia, and free propane-powered buses...
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From
$1,716
Per Week
Bar Harbor
5 Bedrooms, 2 Bathrooms, Sleeps 11
Bookings
19 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 26 September 2014
We went with another family, so there was 7 of us. We loved that we were able to have a separate floor of bedrooms for each family, though it is a bummer there isn't a bathroom...
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From
$429
Per Night
Bar Harbor
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
8 photos Details Reviews (1) Make Enquiry
From
$645
Per Night
Bar Harbor
3 Bedrooms, 4 Bathrooms, Sleeps 6
29 photos Details Reviews (1) Make Enquiry
From
$572
Per Night
Gouldsboro
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
17 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 29 September 2014
What a great place to relax in the woods with all the comforts of home. The kitchen includes a Viking stove, a Bosch dishwasher, and tons of other appliances tucked away for easy...
5 of 5 stars Reviewed 20 September 2014
The home we stayed in on the Schoodic Peninsula was beautiful. Every morning we sat out on the deck and had our coffee watching the eagles fly overhead. We saw deer, raccoons...
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From
$3,432
Per Week
Gouldsboro
3 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
19 photos Details Reviews (2) Make Enquiry
From
$229
Per Night
Bar Harbor
4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
28 photos Details Reviews (5) Make Enquiry
3 of 5 stars Reviewed 28 October 2013
The good: Location was excellent and in a secluded area so as to make one feel set apart from nearby neighbors; the "key access system" was excellent; not bothered by sounds from...
4 of 5 stars Reviewed 9 July 2013
While in a neighborhood, the trees around it made it seem very secluded. Saw a deer the first morning next to the patio. One thing people should be aware of is that the queen...
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From
$200
Per Night
Bar Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 10 August 2013
We (me, my husband, 15 year old and 19 year old) stayed at the Acorn Cottage for a week end of July 2013-early August 2013. This was a perfect family house for our needs and the...
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From
$1,063
Per Night
Bar Harbor
3 Bedrooms, 4 Bathrooms, Sleeps 6
50 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 7 July 2014
We picked the perfect spot for our stay in Bar Harbor! When we got to the Devilstone , John was there to greet us, gave us a great tour, and provided us with everything we needed...
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From
$1,087
Per Week
Bar Harbor
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details Reviews (17) Make Enquiry
5 of 5 stars Reviewed 26 August 2014
As a frequent reviewer on Trip Advisor, I wanted to add a review for Hidden Treasure even though I rented it through another website. I stayed here with my spouse just last week...
4 of 5 stars Reviewed 10 August 2014
This really is a very nice place! The location is literally a block away from the nearest restaurant and two blocks from the beginning of the Bar Harbor commercial district...
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From
$245
Per Night
Bar Harbor
3 Bedrooms, 3 Bathrooms, Sleeps 6
19 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 18 August 2014
My wife and I took our two adult daughters and their husband and boyfriend to Bar Harbor ME. Cliff side at Sandcliff by the Sea was the perfect place! The house is beautiful and...
5 of 5 stars Reviewed 4 September 2013
It felt as if we were provided a lovely, comfortable, wooded with a scenic partial view of the ocean, but it was extremely close to Acadia National Park as well as downtown Bar...
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From
$223
Per Night
Bar Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
18 photos Details Reviews (5) Make Enquiry
4 of 5 stars Reviewed 22 August 2014
We stayed two weeks at Acadia View "B" (downstairs apartment) during the middle two weeks of August, which is a very busy time at Acadia. We've been coming here for 41...
4 of 5 stars Reviewed 2 August 2014
The Acadia View cottages are a great value. We stayed in 30B. The cottages are close to downtown Bar Harbor and Acadia National Park. They are clean and have all of the amenities...
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From
$279
Per Night
Acadia National Park
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
43 photos Details Reviews (12) Make Enquiry
5 of 5 stars Reviewed 25 July 2014
1. 5 young adults and spouses stayed in Windiana III- large modern house that has 3 bedrooms and a bath and laundry. Allowed dogs with approval. 2. Parents slept in Windiana II...
5 of 5 stars Reviewed 4 August 2012
This immaculate cottage sits on an intimate point on Long Pond in Somesville on Mount Desert Isle. If you are looking for a beautiful and peaceful retreat to enjoy the clear...
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From
$572
Per Night
Acadia National Park
7 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
32 photos Details Reviews (1) Make Enquiry
From
$400
Per Night
Bar Harbor
1 Bedroom, 1 Bathroom, Sleeps 1
16 photos Details Reviews (41) Make Enquiry
5 of 5 stars Reviewed 27 September 2014
This home had it all. First of all location: in a quiet neighborhood with a 5 minute walk to downtown Bar Harbor. We left the car in the driveway and walked to dinner every...
5 of 5 stars Reviewed 24 September 2014
The home owner was very helpful and outgoing from the start. The town home was very spacious, clean and centrally located within walking distance to everything in town. The...
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From
$122
Per Night
Bar Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
11 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 21 July 2014
We had a fantastic week at this cabin. It provided all of the essentials of a comfortable stay inside and out. The fire ring and wild blueberries provided extra...
5 of 5 stars Reviewed 19 May 2014
The cottage was lovely. Location was perfect, right in the middle of Acadia and a quick trip to downtown Bar Harbor. Wish we could have stayed all summer!!!!
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From
$180
Per Night
Bar Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Reviews (6) Make Enquiry
5 of 5 stars Reviewed 30 July 2014
Our family had a great time staying at Bob and Marcia’s vacation rental! Bob welcomed us on our first day with general information about the house and Bar Harbor. The place is...
5 of 5 stars Reviewed 20 October 2013
This beautifully situated house amongst the trees is well appointed with all the creature comforts of home including soft towels, hot shower ( or spa bath if you prefer), several...
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From
$229
Per Night
Acadia National Park
2 Bedrooms, 3 Bathrooms, Sleeps 5
26 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 2 July 2013
My husband and I stayed at this house on our recent visit to Maine. We were planning on staying at a hotel in Bar Harbor, but after finding this place we decided it would be much...
5 of 5 stars Reviewed 18 June 2013
This house was perfect for our family. Wendyl was a great host who answered all of my questions and had thought of everything. The house was clean and roomy with everything we...
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From
$109
Per Night
Bar Harbor
1 Bedroom, 1 Bathroom, Sleeps 4
58 photos Details Reviews (19) Make Enquiry
5 of 5 stars Reviewed 4 June 2014
Sunny, quiet, close to town of Bar Harbor and best of all, just a "quick jump" into Acadia. Whatever you would want from home is located in the large, comfortable suite where we...
5 of 5 stars Reviewed 11 November 2013
Inquired about the suite and was contacted very quickly that it was available. Would arrive late but called them and it was no problem. Suite was very clean and was supplied with...
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From
$172
Per Night
Bar Harbor
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 2 October 2014
My Husband and I had a wonderful week at Karen's Cottage in Bar Harbor. The cottage was very comfortable and had everything we needed. The location was just perfect to Acadia...
5 of 5 stars Reviewed 20 August 2014
If you need a great place to stay, I highly recommend Karen Candage's cottage. It's cozy, peaceful, impeccably clean, and convenient to Acadia NP, and Bar Harbor. Karen is a...
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From
$154
Per Night
Bar Harbor
3 Bedrooms, 3 Bathrooms, Sleeps 6
16 photos Details Reviews (9) Make Enquiry
5 of 5 stars Reviewed 8 June 2014
This home is beautiful and has a great view of Bar Harbor. The home is in a private and secluded setting but only a few minute drive from town which is the best of both worlds...
3 of 5 stars Reviewed 9 August 2012
This house does have a great view of the surrounding area. It is large, comfortable and clean. The kitchen and breakfast area are open and comfortable. There are only enough...
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From
$109
Per Night
Bar Harbor
1 Bedroom, 1 Bathroom, Sleeps 5
4 photos Details Reviews (17) Make Enquiry
5 of 5 stars Reviewed 30 November 2013
We stayed during the recent govt. shutdown and found this to be a great choice for us. The location was within easy walking distance of the downtown, close to one of the park...
4 of 5 stars Reviewed 4 September 2013
This suite ideal in many ways: * you can walk 5 minutes and you are already on Main Street, down-town Bar Harbor (so, no parking spot to look for) * the suite is located very...
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From
$372
Per Night
Bar Harbor
3 Bedrooms, 1 Bathroom, Sleeps 5
12 photos Details Reviews (3) Make Enquiry
4 of 5 stars Reviewed 9 October 2013
Paulina Cottage is lovely and Shirley is an accommodating host. The neighborhood is super quiet but yet only a short drive into the center of town, where there are many...
5 of 5 stars Reviewed 21 August 2013
We stayed 3 days to enjoy Acadia National Park in Paulina Cottage. The house is comfortable and was large enough for the 5 of us. The kitchen is well equipped, the living room...
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From
$909
Per Week
Gouldsboro
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 23 August 2014
Hosts were very friendly and accommodating. Lovely spot, perfect for couple or family with older children.
4 of 5 stars Reviewed 25 September 2013
We had a great time - the house was well equipped, comfortable and clean. The area is so quiet and relaxing. It was a truly restful vacation experience. We saw eagles and...
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From
$135
Per Night
Bar Harbor
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 15 October 2014
We had a really great stay here!! Our cabin was very well equipped and comfortable as well as squeaky clean!! Was so nice and peaceful yet just a quick trip to town and Acadia.
5 of 5 stars Reviewed 10 October 2014
When we arrived everything was as the pictures had shown. A fabulous water view from our cottage we were staying in and the ability to walk down to the ocean which is part of...
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From
$229
Per Night
Bar Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details Reviews (6) Make Enquiry
5 of 5 stars Reviewed 9 September 2014
My husband and I spent a week at Artist's Haven with our teenage daughter and our dog. The house is beautifully decorated and is surrounded by woods and lovely gardens. The...
5 of 5 stars Reviewed 3 September 2014
What an absolutely wonderful house! My husband and our dog, Cosmo stayed for two full weeks in this beautiful home secluded in the woods. The street is a very quiet, no thru...
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Suitability

  • Wheelchair access (4)
  • Elder access (29)
  • Suitable for children (51)
  • Pet friendly (47)
  • Smoking allowed (0)

Amenities

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  • Washer/Dryer (115)
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