House holiday rentals in Winslow

Ryan’s place was just as advertised. It’s was centrally located within walking distance to stores and restaurants within a quiet neighborhood. The home had all one would need to be comfortable. Additionally there was a nice outdoor fire pit and a hot tub. I would recommend Ryan’s place.

Friendly and responsive host. Place was beautiful.

The location was perfect. The size of the place was great. Plenty of beds and bathrooms. We had an amazing spring skiing family trip.

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.

Erica and Jack’s Belfast home is a charming place close to a little rocky beach area and walkable to Main St. It’s in a very good location. We have relatives in town who we were able to visit easily. The owners are responsive during and after booking, and have provided good info about the area prior to checking in. It’s self check-in and we felt safe and comfortable the second we entered their rental. Everything is very clean. The kitchen has all cooking essentials and even some pantry items. They have a large sized fridge perfect for grocery/snack items when you have kids with you. The beds are comfortable, enough blankets, towels, and washcloths to use. Bathroom in the main bedroom. It’s a nice cozy place to stay in for a few days. 💛

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!!

This was such a wonderful property for my family -- beautiful and peaceful with lovely views. We loved spending our days out in the spacious yard, playing lawn games, sitting around the fire pit, and fishing, and eating all our meals out on the patio. Everyone left feeling very relaxed and happy. Thank you Pam and David for sharing your home!

The house was exactly what we were looking for: relaxing with great views. The marina with fresh seafood within walking distance was icing on the cake.

Highly recommend this air bnb! Great location, great space for a family getaway and very clean!

The house is beautiful and close to the city of Portland. Everything was clean. The sheets and linens were visibly clean and smelled fresh which is always appreciated. Great place to stay