Holiday Homes in Chilmark

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Featured Holiday Homes in Chilmark and around

Our top choices for Chilmark holiday homes

"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "

"Perfect fall getaway"

"Wonderful beach property. Clean home, comfortable beds and close to restaurants."

"Very warm and comfortable stay with ample space and a massive backyard."

"As always, lovely home. Perfect place."

includes taxes & fees

27 Sept - 28 Sept

"Fantastic beach cabin in a nice location, close to Gay Head lighthouse and several beaches, including the dog-friendly Lobsterville. Good views, plenty of land, we had a good time!"

"The home was very nice and in a convenient location. Ana was very helpful and quick with communications during our stay. Would highly recommend for anyone traveling to Oak Bluffs! "

5 bedrooms, desk, iron/ironing board, travel cot

"Great stay! "

"Great property. Very responsive hosts. Thank you!"

"Property was as presented and the attention to detail throughout the house to ensure we enjoyed the stay was noticed and appreciated! Will definitely recommend Dan and Havens Sanctuary Farm to others!"

"Great location, comfortable and perfect for my family of four. "

"The architecture, the location on the estuary, and the view are outstanding! It is very private, but conveniently close to many Cape Cod attractions."

"The home was beautiful and very well appointed. Easily accommodated our group of 8 adults with room to spare. Minor complaint is that there could’ve been a few more towels available, but the washer and dryer took care of that."

"Had a wonderful time at this property. Very clean and well maintained. Close walk to the beach. Nice deck and back yard. Great for a family vacation! Thank you Nicole!"

"Loved the area and the peacefulness"

"Great location, walking distance to the fairgrounds, well appointed home, great house for our family. Large great room with windows to view the amazing property . The best outdoor shower I’ve ever been in."

"My wife and I enjoyed our 5 night stay at the cottage. It's a great property and the location is convenient to the beach and the main drag in Falmouth, which is terrific. We would absolutely stay here again."