House holiday rentals in Winthrop

Great backyard with a pool, hot tub, fire pit and privacy with the woods.

The house was fantastic, brand new and JUST like the photos. We were also pleasantly surprised with the pool in the backyard that wasn’t shown in the photos! The host was also very responsive if we needed anything at all. Would certainly stay again!

Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.

We had a wonderful stay in Angela’s beautiful home. It had great amenities, was super clean, and had everything we needed. Loved the pool and fire pit. The kitchen was roomy for cooking too. 5 stars!

Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Great stay so homey and comfortable has everything we needed staying with two little girls ! Having laundry and kitchen made everything so convenient ! Close to so many things to do was the best vacation we’ve been on would definitely love to come back . Clean and organized everything was easy to find ! Great amenities pool ect !

Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!

Top notch spot and host!! We had such a great time at Alexa’s lovely home! It was so cozy, beautifully decorated, modernized, and had all the essential items you’d need - plus it is completely pet friendly! Our dog loved the fenced in yard with a doggy door to get out to it. The sauna, endless pool, and hot tub are just amazing amenities to have on site - that sunroom was my favorite place in the house to say the least! Can’t say enough about it and Alexa, too! She is super friendly, responsive, and had great recommendations for fun and good food in the area. Overall, it was just a wonderful and relaxing experience for our first time on the Maine coast and we can’t wait to visit again!

If you want a private, well furnished home in the woods with fishing access on the stream and 2 fire pits this is your place!! Staying at this house made a work trip for my crew and I, feel like we were on vacation for 2 nights while staying there. Worth the money and great hosts!

We had a short two nights at Amy’s place. We stayed to attend our son’s graduation from Colby college. The school was about 32 minutes away from campus and the house worked out great. I’d love to return and stay longer in the future. Home and host were exceptional.

A five star setting in a true Maine oasis. If you're looking for a great , clean and comfortable house with a pondfront setting in a small Maine town, look no further. Every amenity you would hope for is there. Furniture is nice and lots of homey personal touches. Great bed which isn't always the case in even better AirBnBs. Hosts were good communicators and responses to questions came quickly. No complaint on anything. Dog friendly is a bonus!

Great rental property in a great place.

This place was amazing. we enjoyed our time, had an issue which was resolved quickly - very appreciative of the overall experience. Amato answered all our questions and was very quick responding. He had descriptive directions and has an amazing place.

This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.

Great stay on the water! The host also treated me and my two sons to a little boat ride, which was a highlight.

Clean, comfortable place. Great place to settle down after a long day travelling and visiting family. Nice hot showers, comfortable living room and the bedding is so comfy.

My wife and I spent our first year anniversary in this wonderful home. We had a great time enjoying the fall colors and over looking the beautiful pond, especially in the morning as the fog broke. Within 15 minutes there were several grocery shopping options, restaurants, and breweries. Perfect balance of being in a quiet setting but having amenities nearby. Would recommend and hope to go back next autumn!

Anyone planning a trip out this way, BOOK Joao’s place 10/10 experience and 10/10 host. Unfortunately I had to leave early and was not able to stay the whole time and Joao went out of his way to extend his well wishes and refund cleaning fees as well as made arrangements to accommodate us on our next booking, which we rebooked right away. Beautiful, just like the pictures and the area is so peaceful and quiet, could not have had a better experience with this Airbnb and host.

We recently moved from Alaska to Maine and needed a place to stay while looking for a house. We stayed at David’s for 2 months and it felt like being in our own home. The view on the lake was beautiful and everything was provided upon arrival. David periodically checked with us to make sure everything Wes going well and was very responsive if we had a question. We would definitely stay at David’s place again!!! I highly recommend David’s place if visiting central Maine.

Just got back from our weekend stay . Beautiful space that looked just like the photos. House was spotless. The house is located in a very peaceful and private area. Our family enjoyed the kayaks on the pond during the day and the fire pit on the deck at night . Very relaxing weekend .

This was the perfect getaway. Brenda took my reservation last minute and was extremely accommodating. The pictures do not do this house justice. Absolutely amazing decor and a relaxing place to refresh. Thank you so much.

The area where Sofia has her Airbnb is a close favorite to Vienna where I spent many summers at my father’s camp. It is a beautiful home and very close to the water. My family came from as far away as Australia to be there for my father’s interment in the Mt. Vernon community cemetery. Sofia was gracious and allowed our extended family to stop and say hi to our grandchildren. We had three generations staying in Sofia’s beautiful and comfortable home with plenty of space to spread out. Sofia’s kitchen is a dream and has plenty of counter space to prepare a delicious Saturday afternoon meal, and we took full advantage. Sofia also let us stay on a moments notice because our VRBO rental cancelled us the morning we were all supposed to be arriving there. We appreciate Sofia’s quick response to our need. Sofia’s rental was much bigger and nicer to accommodate all of us.

Went for a fishing weekend with my brother. We were both very happy with the place. Boat launch for great pond was a 3 minutes drive and the boat launch for long pond was 7 minutes away which was nice so we could fish multiple lakes easily. Had dock access from great pond for the boat and was the end of channel that was well marked. We were able to dock the boat overnight there were no issues. A few places to eat nearby with access via boat (just a bit further up the channel with public dock behind the post office) and are also walkable. Clean space and great view. Beds were very comfortable for an Airbnb. Would recommend, great value, will stay here again if we come back to Belgrade.

We booked our stay super last minute (same day) and were accommodated with a wonderful stay at Darryl's house. The views were gorgeous!!! Coffee on the porch over looking the pond and mountains was the best way to start the day. We traveled with kids and dogs - there was something for everyone! Beautiful house, great communication, overall a great stay! If you're thinking about it, book the trip! We can't wait to visit again :)