House holiday rentals in Winter Harbor

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Popular amenities for Winter Harbor house rentals

House rentals with a pool

Guest favourite
Home in Bangor
4.97 out of 5 average rating, 310 reviews

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

KaitlynnRating, 5 stars2 weeks ago
Me and my friends loved this BNB!! The hot tub was amazing and the pool was an awesome addition. Instructions were clear and even called to walk me through everything. Plenty of places to sleep and loads of places to go!
Guest favourite
Home in Waltham
4.92 out of 5 average rating, 24 reviews

Higgins Retreat Quiet Country Cape

RoyRating, 5 stars10 months ago
The house was perfect for us. Very clean and organized. Great host always responded in a timely manner. Was only about a 30 to 40 minute drive to Acadia National Park & Bar harbor, depending on traffic it could take longer. If we ever make it back to Maine I would definitely stay at the Higgins Retreat again. Thanks again Richard & Tina.
Guest favourite
Home in Bangor
5 out of 5 average rating, 28 reviews

New Boho Cape with Pool! Fenced yard, pet friendly

CindyRating, 5 stars1 month ago
Thank you Christina! Great weekend stay for UMaine graduation. Great location from campus and stores for the things we forgot (haha).
Superhost
Home in Lincolnville
4.86 out of 5 average rating, 14 reviews

Coastal Retreat with Pool and Cheerful Vibes

AnneRating, 5 stars8 months ago
We felt like at home. The house is located in a private property with swimming pool and tennis courts. It’s very clean and very peaceful. Just a clarification about the description : there’s no bathroom in the basement. Then if you come with elderly people or very young kids, it could be annoying. If you like cooking, the kitchen is very well equipped. We´ll keep a very good memory of our stay in Ducktrap Retreat during the colorful foliage season.
Superhost
Home in Stonington
4.95 out of 5 average rating, 20 reviews

The Boathouse at Spruce Harbor

Janette Is pronounced as YanetteRating, 5 stars9 months ago
My return visit to the Boathouse was even lovelier than I hoped it would be. The location can't be matched by anything else I've seen. I enjoyed a September visit with my dog and was lucky to have pristine weather. I lived a very simple and healthy outdoors life and came home the better for it. The Boathouse is true to its description: it is simple and rustic and uncomplicated but well-equipped, and is perfect for one-and-dog, or for two people. A little coming-and-going from the neighboring houses meant that I didn't feel isolated. Margaret is truly an exceptional and friendly host who communicates promptly and clearly. I almost hesitate to share "my" Boathouse location with too many of my back-home friends because it feels so intimate and special. I already want to be back there. I offer my deep thanks to Margaret and to the place that I could - briefly - call home.
Guest favourite
Home in Rockport
4.97 out of 5 average rating, 59 reviews

Ocean View Retreat with Pool / Hot Tub

KarenRating, 5 stars4 weeks ago
We got a very rainy week in Maine but still enjoyed the beautiful, comfortable and well stocked house, views, decks and incredible garden. Beautiful restaurants, bookstores and wine and antique shops near by. Hope to return to very soon.
Guest favourite
Home in Bar Harbor
4.9 out of 5 average rating, 10 reviews

Bar Harbor / In-Town 6BDRM with heated pool

ChristineRating, 5 stars8 months ago
If you’re looking to stay in Bar Harbor, this is the place! We felt very at home during our 1 week stay and walking to and from downtown Bar Harbor was easy and accessible. The house is also a 8 minute walk to the nearest grocery store so cooking your own home made meal was simple. We would definitely recommend this place to our friends and family and would stay here again!
Guest favourite
Home in Trenton
4.97 out of 5 average rating, 29 reviews

Acadia get away.! With pool and hot tub

JanelleRating, 5 stars8 months ago
I recently stayed with my family at this incredible Airbnb that exceeded all my expectations. This property offered a hot tub, a pool table, and a level of privacy and tranquility that made for a truly relaxing getaway. One of the highlights of our stay was being able to watch the northern lights from the hot tub – it was absolutely magical. We spent a week in Acadia, and the location was perfect, just 15-20 minutes from Bar Harbor or the nearest town. The hosts were very responsive, and the place was fantastic for families, being both kid and pet friendly. It was a week filled with unforgettable moments, and I can't recommend this place enough!

Weekly house rentals

Guest favourite
Home in Gouldsboro
4.9 out of 5 average rating, 29 reviews

Waterfront Coastal Retreat 4BR3BA w/ Private Cove

MichelleRating, 5 stars11 months ago
We enjoyed our stay at Ashleys's home. It is a beautiful, peaceful and lovely location, with great proximity to Acadia National Park, Winter Harbor and the Schoodic Institute. Our family enjoyed watching the lobster boats in the morning and noodling around the peninsula. It was a very comfortable space, with a well stocked kitchen and dining area.
Top Guest favourite
Home in Gouldsboro
5 out of 5 average rating, 27 reviews

Stunning Beachfront Chalet w/ Gameroom & Firepit

ShaunnaRating, 5 stars1 month ago
This was the perfect home to choose for our first vacation as a family of 4. Our boys loved the slide upstairs and going to explore the rocks. Even in overcast weather, the bay views were amazing from the deck and dining nook. We saw lobsterman on their boats & watched the loons. We enjoyed the game room as well! The home was clean, had everything we need, and felt like home. The hosts were very cordial and responsive. We took a trip into Bar Harbor and drove the park loop trail and also explored the Schoodic peninsula. Don’t sleep on the local Downeast Mexican takeout joint- it was amazing! We will definitely be returning with family and friends!
Superhost
Home in Milbridge
4.7 out of 5 average rating, 89 reviews

Milbridge Harbor View House

TerryRating, 5 stars1 month ago
Great place to stay. House was great and would stay again. Would recommend it to everyone
Top Guest favourite
Home in Holden
5 out of 5 average rating, 33 reviews

Sunset Retreat on Brewer Lake

SarahRating, 5 stars6 days ago
10/10 would recommend Dana’s place! Easy to get to, and absolutely spotless! There is a nice walking trail to the lake to enjoy time by the water. We had a great stay, plenty to do within an hour radius of the Airbnb. As a chicken lover, I adored the flock that roamed the property. They’re very friendly :)
Superhost
Home in Milbridge
4.92 out of 5 average rating, 24 reviews

Oceanfront Cottage on Private Island

SeanRating, 5 stars10 months ago
Great private spot. Off the beaten path. Could be further from Bar Harbor than some might prefer. Very clean, scenery was great and we paddle boarded and kayaked as we had direct access to the water. We really enjoyed our stay and Chad was super responsive and very helpful.
Guest favourite
Home in Franklin
4.97 out of 5 average rating, 62 reviews

Sunrise Over Schoodic Mountain

SageRating, 5 stars6 days ago
We felt so at home at Travis’ place. We had a late check in, and I will say he was right when he said it’s tricky to find in the dark! Once we got there and looked around it got easier. Everything was so clean and cozy. We loved having the two bedrooms right next to each other. It made it easy for our young daughter to get us if she needed us at night. The view alone made us feel so at peace that not much could top it. We also appreciated the access to tvs, but not making them stick out in the home. Everywhere we went was between a 30-45 minute drive which we did not mind at all. We actually quite enjoyed it so we weren’t right by all the craziness of some of the tourist towns. I can’t say anything but amazing things about this house. If you’re looking to book and this house ends up on your list.. just book it!! You won’t regret it.
Guest favourite
Home in Gouldsboro
4.92 out of 5 average rating, 61 reviews

Enchanting waterfront home on serene 15 acres

JoeRating, 5 stars3 weeks ago
Beautiful place with everything you need for a low key getaway. Not a bad drive to Bar Harbor and Acadia but with better peace and quiet in the mornings and evenings! Definitely would recommend
Guest favourite
Home in Gouldsboro
4.86 out of 5 average rating, 7 reviews

New! Spacious Private Home

Bob And AnneRating, 5 stars9 months ago
My husband and I rented this house so our nephew and his young son could visit with us. The house was very clean and we had everything we needed. Danielle was always responsive to questions and we were close to beautiful outdoor spaces.

Private house rentals

Top Guest favourite
Home in Gouldsboro
5 out of 5 average rating, 10 reviews

Duplex w/ocean views, no dog fees, serene location

RebeccaRating, 5 stars3 weeks ago
We absolutely loved our stay! They had everything we needed in the kitchen to make dinners for 6 people and plenty of space for us to all sit together and eat. We really enjoyed the fire pit and the beautiful views. The beds were very comfortable and everything was very clean and nice. We hope to come back soon!
Top Guest favourite
Home in Bar Harbor
5 out of 5 average rating, 96 reviews

In town retreat close to Acadia

MaryRating, 5 stars2 weeks ago
This was a perfect location, short walk to town. The bed was extremely comfortable. All of Anne’s suggestions for food and hikes were excellent. Anne was very responsive.
Top Guest favourite
Home in Bar Harbor
5 out of 5 average rating, 54 reviews

BarHarbor Cedar Chalet - Ocean view- 10 min Acadia

MarianneRating, 5 stars1 week ago
Jamie's lovely home was one of the best Airbnb experiences we've ever had. She sent us a helpful email the week before we arrived ... something that's never happened before in all of our Airbnb stays. She continued to be both responsive and proactive during our time there, and I knew that if anything went wrong she'd be easy to reach. Her recommendations for local dining were spot-on and we appreciated the guidebooks, hiking poles, and well-stocked kitchen. And the house! Well designed and beautifully situated with views of Mount Desert Narrows (and sunsets too). We were there with some of our young adult children and we all had plenty of space with three bedrooms and three full baths. Conveniently located at the top of the island, we could easily get to all parts of Acadia National Park and neighboring coastal towns. It was a short drive to everything we wanted to do, and we also really appreciated the wooded setting's privacy and peace. Thank you, Jamie! A perfect week.
Guest favourite
Home in Jonesport
5 out of 5 average rating, 13 reviews

Saltair, a Downeast jewel

LisaRating, 5 stars8 months ago
What can I say about Salt Air, other than SPECTACULAR! This is one of the most beautiful places I’ve ever stayed. The house is pristine and spotless and the location is beyond beautiful. Mark is an amazing host, he goes above and beyond in communication and in providing such a lovely home to stay in. We were looking for peace and tranquility and we found it in spades here. I could go on for days about how perfect this place is, but instead of listening to me, you should just book your trip to come here! You certainly won’t regret a single moment! Thank you Mark!
Guest favourite
Home in Harrington
4.96 out of 5 average rating, 76 reviews

Pines and Tides of Maine.

DahliaRating, 5 stars3 weeks ago
Beautiful place! Can't wait to visit again. Very comfortable and access to nature right in your backyard.
Guest favourite
Home in Gouldsboro
5 out of 5 average rating, 32 reviews

Magnificent Oceanfront Modern, 8 Guests 4 Bedrooms

EricRating, 5 stars1 week ago
One of the most beautiful views we’ve ever experienced in an Airbnb! We loved spending our mornings and evenings looking out onto the water watching the wildlife and the lobster boats with a warm cup of coffee or a glass of wine. The home was quiet, peaceful and private. We had plenty of space to spread out and relax. The kitchen was well stocked and we cooked several meals during our stay. Our host Myung was super communicative, helpful and friendly. Some minor things that were unexpected is that we had to purchase additional toilet paper, paper towels and body soap (things we would expect at a home in this price range). Overall it was such a memorable stay!
Guest favourite
Home in Surry
4.97 out of 5 average rating, 68 reviews

The Surry House | Cozy Cottage by Acadia, Fire Pit

HannahRating, 5 stars6 days ago
Such a peaceful and charming getaway! Loved the private backyard space and all of the cute design details. Plenty of fans to keep us cool and lots of supplies/activities. The little radio speaker was great and loved that there were some guidebooks to read and games to play. The first aid kit was fully stocked too which was so handy. SO glad that we had this spot to come back to after long days in bar harbor, nice to be away from the touristy area and to have such a cozy space to unwind. The neighboring town of Ellsworth was super cute and definitely worth a visit if you stay here. Would highly recommend this spot to anyone looking to visit the area.
Superhost
Home in Stockton Springs
4.8 out of 5 average rating, 40 reviews

Wildwood Acadia Salt House: 55 minutes from Acadia

MarisaRating, 5 stars5 days ago
This is a really beautiful space in an even more beautiful stretch of woods and coast that gave us truly the best of Maine! Hosts were very quick and helpful with various requests and questions (even when we got locked out), and the space was a lovely honeymoon spot for my husband and I.

Quick stats about house rentals in Winter Harbor

  • Total rentals

    50 properties

  • Nightly prices starting at

    $251 NZD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Winter Harbor
  6. House rentals