Search Vacation Homes in Chilmark

"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "

"Wonderful property on the pond. We had a great time. Would rent again. "

"House is great and has everything. The one remote to operate the a/c in one of the upstairs bedrooms needed new batteries (we think). Also we think the entry lock battery is low as it kept going out on us mid code. We wrote the Vacasa people and they wanted us to buy new batteries. NO. It up tk the property manager to take care of this."

"We attended a wedding Friday night. The location of the house was within 1 mile. Great location. The property was beautiful and we couldn’t be happier with our stay. "

"My family has deep roots at the Cape, so while we don't currently live there, we try to return each summer. This was our first try at a rental-rather than hotel-and it was superb!! I was looking for a place to fit myself, my husband, my sons, our dog, and my older parents. This spot was perfect in every way. We had such a great time, and bonding experience and the host was stellar in her communications and helpfulness. We fit comfortably, the accommodations were clean and cozy, and the beach was...

"Adorable home in a central location of OB. Exceeds the picture, home is comfortable and has everything you need."

"It was an amazing relaxing trip..Everything was absolutely perfect we will definitely be back beach paradise and my pup loved it"

"Most of the properties for rent in this area tend to be musty lake cottages--so we were overjoyed when we checked in and saw this place is a wonderful exception. The house was well furnished, updated, and with really fun amenities (fire pit! screened in back porch!). We also enjoy that it was steps away from a small, clean sand beach at the nearby pond. Would highly recommend."

"This house felt like a home away from home! Everything we needed was readily available, and the host couldn’t be nicer. The cottage itself is adorable, and really makes you feel like you’re in a true beach town. The easy walk to the beach was unparalleled, and the beach itself was a dream. This is definitely a place we’ll definitely come back to - and we highly recommend it to all!"

"Very clean, spacious open concept. Easy walk to town. Very responsive host . For example, when the coffee maker died a new one magically appeared on the front doorstep in short order. Would stay again!"

"Would stay here again! "

"We had the best possible stay at Sanctuary Farm with our three kids. Dan and Haven are the kindest, warmest hosts, and the house is beautiful. Our kids loved seeing the animals every day and riding bikes down the quiet roads. The location next to hiking trails and with water views can't be beat. An absolute gem, and we will be back!"