Monthly Rentals in Chilmark

John was very nice when we arrived and the house was easy to get to. Very walkable to the bus and great coffee shop down the road. John was an awesome host but also gave us our privacy. If we come back to the island we’ll definitely come back!!! 5/5

We loved our stay at Stephanie’s place in Chilmark. Her place is in an amazing part of The Vineyard near to the best beaches on the Island. The listing accurately reflects the space and it was very clean and nice and just as we expected. Stephanie was also very accommodating, allowing us to check in early and check out late. In short, it made for a perfect island getaway and we will definitely be back.

We loved this bright, clean, and comfortable house! It was a treat to be surrounded by nature, my preschool grandkid was delighted by the toys and books, and the host went above and beyond by kindly replacing the propane tank when the grill ran out. We loved that there was plenty of drawer and closet space to hang our clothes. Only minor thing to note is if your vacation requires beach gear (umbrella, chairs, cooler, etc), be sure to bring your own. Thanks for a great stay in your beautiful home!

Have been to MV many times but it was a dream to stay up island! We fell in love with this cottage, its dreamy sun porch, bright interior, peaceful hammock, and proximity to the beach and the galley and the fish markets and the general store - everything was walkable! Our kids had the long weekend of dreams! The house is perfect for families and the big kitchen made our lobster dinner a breeze. Thank you to Whitney for all of the recommendations and being such a friendly and accommodating host. We cannot wait to come back - for longer!!!