House vacation rentals in Winslow

This place was beautiful and we felt right at home! It was cozy and peaceful. Definitely would recommend and definitely would come back!

We had a great stay at this house. It was an awesome location, very private, and not too far from necessities. The house was incredible and very well organized for easy living experience. Rebecca was great with the check in and check out instructions. Everything we had to do was very clear. I also left some clothing in the dryer and she was great with quick communication in order for me to be able to get my things back after we had already checked out. 100% would visit again.

Christopher was a great host and the place was amazing. Would definitely recommend and will definitely be going back. Cozy and warm atmosphere with everything you need for the perfect ski trip. Christopher was accommodating and very helpful during our first trip out here.

Better than pictured and Christina was great! Will definitely stay again!

Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

Booked this place for our anniversary to get away from the city for a weekend.. we found exactly what we were looking for! The hot tub was wonderful, the house was clean and cute, and we had everything we could have needed! Estelle was very responsive and gave clear instructions for everything. Would recommend this place for a quiet getaway or a small group trip in the summer!

BEAUTIFUL Home!! Tons of space to relax and spread out with our family! The beds were very comfortable! We really appreciated all of the bathrooms for our group! The kitchen was huge and so handy for preparing meals! I absolutely loved the style and atmosphere of this wonderful home! We also loved being able to bring our dogs!! We had a lovely time and we would most definitely come back!!! 🥰

The condo was very nice and comfortable. The host was responsive and provided good instructions ahead of time. The location is great, just a short slide to the condo lift. It is true ski in ski out, and provides a great Sugarloaf experience!

The hosts were very prompt in communicating. The thoughtfulness they have put into furnishing the property is amazing. It has a very vintage nautical feeling to it. The house is extremely well appointed. We didn’t have any problems at all. The surroundings are off the beaten path which we especially appreciated. It’s a short 10 minute drive to Damariscotta Downtown. I would highly recommend this property.

5 Stars – Wonderful Stay! Treetop Vista was an absolute delight! The home’s layout is perfectly designed to maximize the stunning views, making it easy to relax and take in the natural beauty. Everything was spotless. Gretchen and Mark were exceptional hosts, incredibly kind and responsive, making sure we had everything we needed for a comfortable stay. We couldn’t have asked for a better experience and would highly recommend Treetop Vista to anyone looking for a peaceful getaway. We hope to return soon!

What an amazing spot! My family and I enjoyed mornings on the dock, watching spectacular sunrises and daily sightings of bald eagles. The walk down to the dock was lined nicely with stone steps and once on the dock it was hard to leave. The three kayaks allowed us to explore the coastline and although the shoreline was rocky, we enjoyed a dip in the cool September waters. The house was perfectly decorated and equipped with everything and anything needed. Lisa was great to work with, quick to answer any questions and accommodating with requests. The beds were extremely comfortable and the view of the sunrise each morning, priceless. The location was perfect, within minutes from a venue where we were attending a wedding and a few restaurants, although we hated to leave the house. I would highly recommend staying at this beautiful home that slept seven of us comfortably. If you're looking for a peaceful spot with stunning views, this place is perfect. We would love to visit again.

Jerry's house was a great location with terrific views. The house was tastefully decorated and immaculate. A perfect Maine getaway that we cannot wait to go back to in the future.

Loved the layout of the house. Great kitchen and master bedroom. Master bath a little cramped. Enjoyed the view and outdoor seating.

Jeremy and Ellen are fantastic hosts. Very communicative during booking and prior to arrival with suggestions of what to do (we were travelling from the UK). We stayed for 16 nights and the house felt like home - it has everything you need. Absolutely fantastic place to stay and we really recommend it.

We had a lovely stay! We were only in town for one night to attend a funeral the next day, but it was a very nice to spend our time.

Annie's place is a clean, well kept older home. We really appreciated her accommodating our early check in, so we could be on time for our tour. The home is well stocked with linens and towels and in a great location. We were able to walk to downtown with delicious restaurants and shops. Our family was happy to each have a bedroom to sleep comfortably, and having air conditioning as an amenity was very helpful in our decision to stay here. Thank you Annie for your suggestions and hospitality for our stay in Rockland :)

Our family and I had a wonderful stay at Jackies, we are all originally from maine, and her home gives you everything great about maine. We really felt at home, it snowed christmas eve which made it even more beautiful ( The driveway was plowed out early as well). I brought a small christmas tree with us on our trip up, and when we walked in, the place was decorated for christmas, which was just amazing and so thoughtful. We definitly plan on staying again, the next time we are back in maine. Thank you again Jackie!

We have been going to this area of Maine for over fifty years. I found this gem several years ago and haven’t stayed anywhere since. I find it to be peaceful, walkable to the center via footbridge, it’s all that we want. Kathy is a great host, quickly responds to any questions or needs you may have. We always know we will have a great experience staying here.

This is an amazing property with a very cool house. Check-in was easy, Tyler is a very responsive host, and we were able to find everything we needed and wanted. We especially enjoyed the wood-fired sauna during sunrise, and the fire pit in the evenings.

Loved staying at this cabin! I was a last minute booking and the hosts were super nice and accommodating. Would recommend these hosts and this cabin to everyone!!

Had a great stay and will be back! Thank you

We stayed at Amber's for the night before and after the eclipse, and it was perfect for our needs. The kitchen was a great atmosphere to hang out with the two other couples who came with us. We ate at Patrick's pub the first night and folks told us where some good viewing spots for the eclipse would be. We ate in the second night and spent lots of time around the kitchen table. As someone else mentioned, the slatted louvered doors on the bathrooms are a bit different, but it worked out ok for us. Amber was great with communication.

Beautiful house that actually felt like a home! Randy was also very helpful and responsive. Kitchen and bathrooms were well stocked with everything we needed. Great experience overall!

We enjoyed our first day with beautiful views overlooking the Orland River. Period we spent pleasurable mornings and evenings on the deck between the river and the peak autumn foliage. The cottage has a well-stocked kitchen; the beds were comfortable and the ambiance was cozy and rustic. It is within an hour drive to Acadia, or Belfast. Lots to do, especially if you’re a nature lover. Another plus was how friendly, responsive, and proactive Matthew was. It was a pleasure having him as our host. Hope to come again.