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Vacation Homes in Winchester

"Everything was exceptional. The property, the location and the hosts. If there were any questions or concerns, the response from the hosts was prompt, which led to a great stay overall. Highly recommend!"

SAR 2,826 total

includes taxes & fees

22 Jun - 23 Jun

"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "

"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"

SAR 1,535 total

includes taxes & fees

24 Jun - 25 Jun

SAR 3,593 total

includes taxes & fees

17 Jun - 18 Jun

"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."

"Easy and fast communication with host, was a great stay."

SAR 2,780 total

includes taxes & fees

17 Jun - 18 Jun

"Great place to stay we had a great time the host was awesome and easy to communicate with thank you for a wonderful weekend"

SAR 1,314 total

includes taxes & fees

17 Jun - 18 Jun

"Beautiful space we were lucky to call home during our visit to Boston! The owners are super responsive, helpful, and kind! We loved our time!"

Fridge, microwave, coffee/tea maker, electric kettle

"Our stay was great. Everything we needed. Was close to the commuter rail for our transportation needs. Was clean and in a safe area of Boston. The one and only small complaint we had was the VRBO wasn’t air conditioned. It had a small portable room air conditioner that didn’t seem to work to good, but we managed by opening all the windows. Overall it was perfect!!"

SAR 1,006 total

includes taxes & fees

17 Jun - 18 Jun

"unclean, uninviting"

SAR 2,179 total

includes taxes & fees

23 Jun - 24 Jun

"The property was very well maintained and the owner was very helpful. Easy parking and very walkable distance to downtown area. The only thing we didn't like was the placement of the tp holder but their isnt much they can do with the limited space. Overall very happy with the visit and would recommend to anyone."

SAR 1,639 total

includes taxes & fees

25 Jun - 26 Jun

"Great stay, communication was amazing "

SAR 1,673 total

includes taxes & fees

23 Jun - 24 Jun

SAR 2,870 total

includes taxes & fees

25 Jun - 26 Jun

"Group of friends stayed at this location. The neighborhood is safe and quiet. Plenty of space for our group."

"The house was very nice, clean and comfortable. Had all the supplies we needed plus more included. Check-in and check-out were both super smooth. The host was very responsive. Overall great stay!"

"Our host went out of his way to help us in every way Great location for all conveniences."

SAR 2,427 total

includes taxes & fees

24 Jun - 25 Jun

"Excellent property; easy to work with owners."

SAR 2,343 total

includes taxes & fees

18 Jun - 19 Jun

"We stayed for a week with extended family to celebrate Thanksgiving in Boston. This property was great! We served many big meals, had a very well equipped kitchen. One thing to note is the upstairs room with the futon in it is a pass-through room that two other bedrooms open into, we had a teenager sleeping in there, and it was fine, but not much privacy. Compared to many other Boston properties, the stairs are not too steep, and not too narrow, which was great for my in-laws. Would love to...