Vacation rentals in Winchester

My family of six was extremely pleased with our stay at Dean’s property. He was incredibly responsive and helpful when I was having trouble making the reservation. The home was exactly as described. Very clean. Plenty of linens and towels. My kids loved the game room. Would definitely stay here again.

We absolutely loved our experience at Frank’s Winthrop basement apartment! Exceptionally good value for the beautiful area, comfy beds & a very easy to use TV for the rainy nights :) The one thing that would have really improved this place for me personally is enhanced privacy. I would have loved to have our basement apartment door lock from the outside. I didn’t feel unsafe by any means because our entrance was locked and had a keypad we shared with the hosts but would have loved to be able to lock the apartment up while we were exploring MA. A separate entrance for guests would have been awesome too but I recognize that is a tough ask renovation wise. My husband was not bothered by it at all but once I mentioned it, he agreed.

We live semi-locally (about 45 min away) but needed to be out of our house for a week while work was being done. We had specific needs because of my elderly mother and our dog - first floor bedroom, first floor bathroom with shower, within an hour from our home (so I could go back and forth), and accepting of pets. Bonus points - a desk to work from, and a comfortable home with all the amenities you'd need for a week. That's exactly what we got - which made the week that much less stressful. And how can you be stressed with the views from the upstairs bedrooms, and beautiful Scituate and Cohasset within minutes?! Hosts were helpful and responsive the whole time. Hopefully I won't need to stay again, but would certainly recommend it to anyone looking for a spot in the area.

Our stay was very comfortable in this warmth, clean, beautiful home with a comfy bed with all the amenities given. Kristen’s hospitality is amazing from her gestures and extra special touches of food, drinks and yummy snacks. Inviting home away from home with a raining season we enjoy staying in too. Thank You. Kenneth & April Phillips Ranch , California

AMAZING only starts to describe this place. We stayed for 5 night and really didn't want to leave. The large windows off the bedroom open up to the ocean and the sunrise. The kitchen is a full kitchen and well stocked with all the things you need to make meals. The feel of the place is cozy, open and clean. David came down to meet us and share some local spots when we 1st got there. He was quick to reply when I did message him a could of questions. Great host, Amazing place.... 100% hope I get to stay here again!

Great cozy apartment style airbnb with an ocean view. This was very relaxing and convenient to walkable restaurants. We appreciate Ryan accommodating some of our requests too. Highly recommend.

Very comfortable accommodations with a host who cares about her guests' experience. Judith explained everything we needed to know thoroughly and was responsive to questions. She even left us delicious fresh muffins from a local bakery. We will definitely stay here again when we come back to Marblehead!

We were a group of 8 women looking to have a nice place to come together, to eat, relax, walk to beach, explore Newburyport , walk the preserve, etc. The house provided everything we could have needed ...plenty of room to spread out & gather for lots of catch up time. so nice to have little things handy like paper towels, detergent, syran wrap, etc They have thought of everything. Thank you so very much! Great location to everything we wanted to do.

We stayed here for a week, and fell in love with it! The house has so much charm and character. We thoroughly enjoyed our stay, and want to stay there again. It was within walking distance to many places, including a beach. A definite charm in Beverly! The host was amazing! She was very responsive to our questions, and checked in a few times to see if we needed anything, which I appreciated. You are missing out if you don’t stay here!