Holiday Homes in Chilmark

"Beautiful home with a great view, right on the ocean. Was very quiet when we went (off season), but will definitely be renting again. Very clean, and had just about everything you would need!"

"We had a wonderful relaxing stay with our pup! The property was exactly as described. Tidy. Amazing views. The host was wonderful. We were close to all our favorite haunts in the Chilmark/Menemsha area. We loved it!"

"Host was exceptional. Very quiet and secluded. Central on the island for all points of interest. The cottage was private and well appointed."

"Loved everything about this home! Perfect location. Fantastic views and decorated so beautifully. Would love to stay here again. Highly recommend!"

"Spacious, clean, loved the pool"

"lovely"

"The property was perfect for our weekend getaway for a family wedding. The weather was terrible so we didn’t get to enjoy the cute deck! The string lights made it seem so inviting. The kitchen had everything we needed for 3 nights and the house had a great floorplan for us! We loved that you could walk to VH and hear the ferry whistle blow while in the house. The check in process couldn’t have been easier and the house felt very private. Thanks for a shirt but sweet stay!"

"The house was perfect for our "girls" weekend. It is very clean with bath/kitchen updates and the surrounding neighborhood is quiet and peaceful. Very easy to walk to the beach and a short drive to the nearby village. The Host was very easy to reach with questions."

"Good location, pretty spot on pond. Nice deck plenty of room for family of 12"

"This property is absolutely beautiful. It is tastefully redone with amazing touches that make you feel clean, welcome and comfortable! I cannot say enough about this home. We had the best stay here. The rooms were large with comfortable beds and PLENTY of extra pillows and blankets. It is the perfect house for a large family. Simple walk to Main Street / library/ huge playground. The host Roberta thought of everything you might ever need during your stay. She was responsive and kind. There...

"Was perfect for our family!"

"The house and studio are situated off the beaten path but only a short drive to vineyard haven. The home has a rustic, vineyard-charm feel and we had a very comfortable and quiet stay. The setting really allowed us to relax and enjoy the nature/outdoors which is what we look for on a trip to the vineyard! As others have said, the walking trails are amazing and also sparsely traveled by those who don’t abut the area, it seems - lots of beautiful ponds and farmland to discover. The studio was...

"House was exactly as pictured/described, we enjoyed the backyard space and deck. Short walk to the beach, and central location to bars/restaurants/winery. Slight hiccup with the passcode during check in but was able to resolve."

"The house is in the middle of everything Falmouth. We had a nice stay!"

"All the amenities that everyone needs."

"This home away from home offers spacious bedrooms and living spaces on a nice grassy lot in a quaint neighborhood setting. Step out onto your deck and sit at the table and watch the little bunnies nibbling the grass and listen to the birds singing. Clean, well-equipped and stocked with essentials, including all linens, this place has got you covered! A bookshelf full of guides and summer reads, toys and games for the kiddos for family time indoors as well as a beach wagon loaded-up for...

"Good"

"On the whole, we enjoyed our stay. Had informed Vacasa that we wouldn’t arrive in Falmouth until midnight 4/25 (as we picked up relatives at Logan Airport), but it hadn’t been forwarded: the sloping entry to the cottage was pitch-dark! In the morning we found garbage cans tipped over, & trash strewn all around the yard —the same thing happening the second night (both times we had to clean up a mess). We requested an hour’s leeway for departing 4/27, which was to have been relayed to local owner;...

"This was our second time staying in Mashup Village. The house was cozy and clean. Had everything we needed for a few nights away at the beach. The house was less than a 5 minute walk to the which was great for our 2 boys."

"We had a wonderful relaxing stay with our pup! The property was exactly as described. Tidy. Amazing views. The host was wonderful. We were close to all our favorite haunts in the Chilmark/Menemsha area. We loved it!"

"Only reason I didn’t give a five for location is that it was sort of far away from most things, but it was a beautiful location out in the woods. The house was lovely and the views were awesome. Would recommend!"

"We loved this place. It was very comfortable and a great value for the money. "