Waterfront vacation rentals in Winthrop

This is the dream location — minutes walk to the beach, restaurants and shops. They have everything you need. We had our 4 month old with us and were totally comfortable.

Amazing location, close to Salem, beautiful views right from the living room window! We brought our bikes and were able to ride everywhere, didn’t move the car all weekend! This home will exceeded our expectations. So much care has went into this home and it really shows. Exquisitely decorated, and well stocked. The owners (and their pups) are all very nice. We would recommend this home over and over again!

Jonah and team was very responsive. Check-in, check-out was so easy, instructions were very clear and all other needs we had (extra hangers, or removal of extra beds that we didn’t need) was followed up very quickly. The area is also very lively, convenient, access to the public transport is easy. I highly recommend Jonah’s place to stay in Cambridge. I would only recommend travelers to pack lightly as if you are like me and arrive with 2 big + 2 hand luggages, the place doesn’t have enough store space in the form of drawers for clothes.

Home away from!! I grew up in Weymouth and went home for nephew’s graduation. This place was very comfortable and loved the location. Was right in the middle of everything from Boston to local suburbs. Thankyou Rofleza.

This was our second time renting this place and again it did not disappoint. We love this apartment and hope to return many more times. It’s such an amazing location and the perfect spot to enjoy the beach. It has everything we could want/need.

I LOVED my stay here! I stayed here for my birthday trip to Boston with two other people. The view was insanely good for the price. We loved how cozy the place was, especially the couches. An uber to the city was around $20. Patricia was so sweet and gave recommendations of things to do in the area. Parking was free which was so helpful. My only complaint is me and my boyfriend stayed in the downstairs bedroom, and noticed there was a door in the room. We opened it and realized it was an unlocked entrance to our room from the downstairs, where other people were staying. The door had a window that wasn’t covered up very well either. We locked the area so no one could get in, but it was a little uncomfortable knowing we could’ve been sleeping and someone could’ve walked up there if we didn’t notice and lock it. Would 100% recommend just make sure those doors are locked!

We had a wonderful time !!! Dave and Diana are great hosts everything was better than expected. They let us know that the apartment was ready for an early check in ( we really appreciated that) Such a comfortable home with a beautiful view!!!! The home is stocked with everything you could possibly need. It was so easy living there we didn't want to leave. We were in the area to visit our grandchildren and having them over to the lake was perfect!!! God blessed us with beautiful weather and the house was stocked with beach towels, bug spray , sunscreen and snacks. Kudos Diana for thinking of everything👍 The grandchildren give the place a 5 star review and are calling it " our lake house" We only wish 😃 Thank you for sharing this wonderful place we hope to return again.

We had a great stay! The space was nice, clean, and very quiet. Parking was convenient, and the location was fantastic— since it was just a short drive the Crane Estate (where we attended a wedding). Communication with the host was great—we received quick and helpful responses. Highly recommend to anyone looking for a peaceful, well-kept place in a great area!

Property was just as pictured, which I find extremely important. This spot is off the beaten path and quiet with a nice little walking bridge for a stroll. Close enough by car, to all the attractions of Glouchester when your ready to get out and about.

The house is great and was close to the Harvard graduation ceremonies and good restaurants. The view from the screened porch is a great way to start the day with a cup of coffee!

Absolutely beautiful views & setting overlooking the water. We loved our short, but very lovely stay here. The kids (and us!) loved the finished downstairs area w/ bedroom and bathroom!

Bre was great! She was super responsive and was good with tips for places to go to in Salem when we asked. She also provided a manual for the stay that had tons of recommendations of things to do in and around the area. The home was exactly as it looked and was super duper cute, we also loved being able to come back from our time out and have a nice cozy place to stay.

I wanted to take my mom to the Boston area and settled on just south of Boston I was lucky to come across Asha’s Airbnb listing. We had the most wonderful relaxing enjoyable stay far better than any hotel in the area . The house is exactly as stated super well appointed. Asha thought of everything to make guests comfortable and we truly enjoyed three days of beautiful sunny weather… So much so that we did not even set foot in Boston. Asha, thank you for a five star stay and we will definitely be returning maybe even this summer

We absolutely loved our stay in this home. Beautiful inside with thoughtful extra touches. Great kitchen - looks very new, clean and well supplied. Beds were super comfortable, high quality linens. Loved the bathroom design and space. And incredibly beautiful and peaceful surroundings outdoors - great view of the water from the great room. Lots to see and do nearby. We could not have enjoyed our stay more!

This house has an exquisite view and setting - so picturesque, one of us who’s an amateur watercolor painter sat in the sunroom one day and painted the harbor channel scene right out the large bay windows! Ray was a helpful, responsive host and the house was clean and well-appointed. A beautiful, quiet, relaxing stay!

This house was perfect for two parents and two grown children to spend Christmas week. The views were amazing, the setting very peaceful. The neighbors were very nice and welcoming. (Lots of dog walkers.) The temperature throughout the house could be regulated very well. Separate thermostats for upstairs and downstairs. The TVs worked great and there was comfortable seating for our group. The bedrooms were very comfortable and the bathrooms worked great -- plenty of hot water and nice amenities. The kitchen was very well equipped for any kind of cooking. As we were leaving, my wife and I said this was probably the first AirBNB we've stayed in to which we would happily return.

This was an awesome place for my daughter, her family and I to spend time sightseeing Boston while also letting the kids (and ourselves) relax with some beach time. Access to the Boston sights was easy with our rental car, though I think we could have done it well using the “T” which is a 10 minute walk. The house is giant, and the bedrooms on the upper level allowed the grandpa (me) to go to sleep at a reasonable hour while the kids hung on the lower level. The kitchen has all we needed to cook, though there are restaurants a short walk or a drive. One thing that I loved was that the place was spotless clean and NONE of the little things like loose knobs or broken shades. Oh, and a giant washer/dryer made cleaning up after the beach easy. I consider this the best of the AirBnB homes I’ve visited.

Loved our stay at Diana’s place- we were celebrating my bachelorette party. It was nice to be so close to downtown Salem but also on a private street- it’s walkable or a 5 min or less uber drive away. The place has really cool water views out the windows! We had a small fire alarm issue but Diana was very helpful and responsive. I would recommend trying the sauna it was very relaxing!

Thank you for sharing your home! I found this a very convenient location to the T which brought us right to downtown Boston. I especially appreciated the umbrella that was left for use in the living room as I forgot mine and it was a rainy weekend. This apartment was spotless and I loved the espresso machine!

Mark's place was outstanding. It was spacious, comfortable and well-equipped. We chose the location because of the local views (the marsh is so beautiful, and it did not disappoint!) and because of the excellent reviews, and it met all our hopes and expectations. As a fellow Airbnb host who wants a very clean place for my own guests and when I travel, I think this was the cleanest place I've every stayed. It was truly spotless, which was so lovely. Mark was responsive and helpful when we had a question. The bed was comfortable (albeit tall--a short person might need a boost up!), there was so much closet room, and overall plenty of space to spread out. The kitchen was bright & well outfitted. We had a wonderful time, even though we arrived in the middle of an unusual late-May Nor'easter. We enjoyed the local restaurants and cute Mayflour bakery, and used Mark's guide book for choosing a beach. We very much hope to come back! Thank you Mark for your kind hospitality!

We had an amazing stay. The home looks as depicted in the photos. Beautiful spaces indoors and out. We were very comfortable and had everything we needed. The property manager, Jay, lives nearby and came over upon our arrival to show us around the property and make suggestions for things to do in the area.

Spiro was an awesome host. He met me when I arrived, showed me around, and even offered to help me bring stuff in from my car. His home was so clean. I loved the historic photos on the fridge and he had a ton of great books too! The balcony was probably my favorite part with the view of the water. It was also easy to park my car in the street right in front of the home where I could easily see it. I would definitely stay here again.

I would return without hesitation! Charley responded quickly and warmly, shared info that personalized our stay. The space was lovely, clean, a great layout, with wonderful light due to skylights. Great location with an easy walk to town and walking paths along the bay. Could not have asked for better!

Just got home from a week in the Sandcastle. It is even better in person. It sits on the rope walk, along the bay. It was fun to walk the dogs, and people watch. The beach is just steps away, and it was fun to pick up shells. Fun for the entire family.