
House vacation rentals in Winter Harbor
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Top-rated house rentals in Winter Harbor
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Popular amenities for Winter Harbor house rentals
House rentals with a pool

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

Higgins Retreat Quiet Country Cape
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.

New Boho Cape with Pool! Fenced yard, pet friendly
Thank you Christina! Great weekend stay for UMaine graduation. Great location from campus and stores for the things we forgot (haha).

Coastal Retreat with Pool and Cheerful Vibes
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.

The Boathouse at Spruce Harbor
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.

Bar Harbor / In-Town 6BDRM with heated pool
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!

Acadia get away.! With pool and hot tub
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!

Large MDI house w/pool perfect for groups+families
We had a great stay at this house! Plenty of beds for everyone. Convenient to get to Acadia and bar harbor with a short drive!
Weekly house rentals

Stunning Beachfront Chalet w/ Gameroom & Firepit
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!

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

Oceanfront Acadia Getaway
Mandy was friendly and responsive from the time I expressed interest in the property through checkout. The house and property are spacious and the views of the water are spectacular. The kitchen is well appointed, plenty of room for our family if 5 to spread out, and steam shower was a true bonus upgrade.

New! Spacious Private Home
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.

Pines and Tides of Maine.
Beautiful place! Can't wait to visit again. Very comfortable and access to nature right in your backyard.

4 BR Wooded Getaway on Long Pond! [Woodsy Pines]
We had a lovely stay and felt right at home. The house worked great for 9 of us and we could have had a few more. We loved the large dining table on the screened porch. The open floor plan meant that we could hang out together while some folks were cooking, others were reading on the couch and others were working on the puzzle at the kitchen table. Very comfortable!

Private Oceanfront Home: Hot tub, Games, Fire pit
This house was amazing—hosts really have thought of everything when it comes to guest experience! Kayaking out to the tiny islands in the bay a couple times allowed us to see horseshoe crabs and bald eagles up close. The fire pit was great and the “s’mores station” with supplies in the kitchen upon arrival was so cute and thoughtful. Our three kids loved this place and didn’t want to leave at the end of the week. Our boys especially loved the lower level game room with ping-pong, arcade games, and pop-a-shot. The kids also loved reading on the sofa in the upstairs loft overlooking the kitchen. The kitchen is well stocked and we cooked dinner there a couple times during the week. The hosts gave great local recommendations as well—the craft beer at Fogtown Brewing in Ellsworth (less than 15-min. drive) is excellent, and it is very kid-friendly with a large outdoor eating area and wood-fired pizza. We’d love to return to this house! Mosquitoes are fierce so bring bug repellent.

Lighthouse & Harbor View, an Ultimate ME Vacation
What a beautiful house in a lovely setting! The historic details with modern kitchen and baths made this a perfect home base for exploring this lesser known part of the Maine coast. Proximity to Schoodic Peninsula (part of Acadia National Park) allowed for great hiking and incredible views. Some great restaurants are close by. We particularly liked the Tree House in Winter Harbor and the “Pickled Wrinkle” in Birch Harbor. The house is clean, comfortable and well equipped. We especially loved the backyard fire pit. Having dogs in tow, we REALLY appreciated the fenced yard. Views of the sunset from the front yard were just stunning. We will definitely be back!
Private house rentals

Waterfront Coastal Retreat 4BR3BA w/ Private Cove
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.

Sunset Retreat on Brewer Lake
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 :)

Oceanfront Cottage on Private Island
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.

Sunrise Over Schoodic Mountain
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.

Saltair, a Downeast jewel
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!

Relaxing Acadia Beachfront Cottage.
We loved our three nights at Seabank. The house was comfortable and immaculate, the kitchen well equipped, and the location—overlooking tidal Goose Bay with views toward Mount Desert Island—could not have been more tranquil (plus an easy 20-minute drive to Acadia/Bar Harbor). Robard was a terrific host, quick to answer our questions, and even lending a hand to ensure that we were able to check in early. We lucked into gorgeous weather and spent lots of time outdoors, reading on the deck, kayaking in the bay at high tide, and relaxing around the fire pit.

The Surry House | Cozy Cottage by Acadia, Fire Pit
Really cool little house in a great location for exploring Acadia NP/Blue Hill/Deer Isle region. The house is small, but it’s set up to really use the space wisely. It’s really nicely decorated also. Had everything we needed. Union River Bay is just down the road where you can watch the seals frolicking. Had a great stay! Ice cream store is only a 2 minute walk. Bonus!!

Down East Maine Beach Front Escape Near Bar Harbor
We loved staying at this lake house. The kayaks were an added bonus that my husband and kids enjoyed. One of the neighbors even gave us a boat ride on the pond to the floating slide and the kids had a blast jumping off of it. The boys caught lots of fish right off shore. It was a great place to stay away from the city on our vacation.
Quick stats about house rentals in Winter Harbor
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ551 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
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- Acadia National Park
- Northeast Harbour Golf Club
- Kebo Valley Golf Club
- Three Island Beach
- Hero Beach
- Sand Beach
- Spragues Beach
- Lighthouse Beach
- Bear Island Beach
- Narrow Place Beach
- Gilley Beach
- Pebble Beach
- Wadsworth Cove Beach
- Pobblestone Cove
- Sandy Point Beach
- North Point Beach
- Billys Shore
- Driftwood Beach
- Islesboro Town Beach
- Hunters Beach
- Great Beach