Search Vacation Homes in Chappaquiddick Island

"We had a perfect pre-/off-season stay with plenty of sleeping space. The location is fantastic—right between Vineyard Haven and Edgartown—making it easy to bike to both, plus there’s a beach across the street. The WiFi wasn’t working when we first arrived, but the owner was incredibly responsive and went above and beyond to fix it quickly. We’ll definitely be back!"

"Great host and property. Terrific location close to everything. Host really wanted to ensure things went well and communicated great. Thanks for a great stay!"

"Really beautiful place with a lot of space and a very helpful host"

"We enjoyed the proximity to Woods Hole and Falmouth and the added snack touches. "

"clean and spacious house!"

"Stay was awesome! Perfect house for family gatherings "

"We had a wonderful stay at this home in West Tisbury. The house was exactly as described - comfortable, clean, well-appointed, and thoughtfully stocked with everything we needed. The location was perfect for exploring the island while still feeling peaceful and relaxing. Jack was incredibly responsive, helpful, and easy to communicate with throughout our stay. We truly felt at home and would gladly stay here again. Highly recommend!"

"Enjoyed our stay. Everything was clean and well kept. "

"The house was perfect! "

"Great stay"

"nice and quiet a very short drive from downtown. totally peaceful."

"Beautiful property. You can’t beat the location. The cottage felt very roomy for 6 of us in there. Very good communication with owner."