Guest house holiday rentals in Dukes County

We had a great stay with Peggy! She is wonderfully kind and we had everything we needed to relax and adventure on the island. Such an amazing location and cute, cozy space, would highly recommend!

This is my husband and I’s second time staying at Dawn’s cottage and we still absolutely adore it! Even more so than the first time! Super clean and has absolutely everything you need. Not only is it stylish, but it is home-y too! Dawn and her husband are responsive and so nice - we are very thankful they share their place with us! Until next time, cottage and MV! We’ll be back again!

We had wonderful days at Big Chill. The cottage and main house is located very privately in a wooded area and surrounded by a beautiful garden, creating a magical space in nature. The cottage is very beautiful, bright, clean and has most things you need.We liked especially the upper floor where all beds were in one spacious room The cottage is entirely designed and built with care and character, craftsmanship, an artistic eye, and much heart by the hosts Kati and Mark. And they are ,as well ,very caring about their guests. They enjoy having guests and helping them, which creates a unique place where we felt very well and being in the right place.Thank you for creating such a nice place and sharing it with all your guests.

We really enjoyed our stay at this cottage. It was clean, comfortable, and close to town and the beach. Michael was an excellent host!

This is an amazing place, in an amazing area. Private and comfortable the apt has everything you need including a great outdoor shower. 5 min drive to several beautiful beaches and half mile from chilmark tavern/general store. Will definitely be back!

Great, cozy Martha’s Vineyard “studio.” Bikeable to Edgartown and Oak Bluffs. Bus stop nearby, but set back from road. I appreciated the powerful A/C during a really hot and humid week.

It was a pleasure meeting Ronald and Gayle - they were fantastic hosts - very welcoming, polite, and friendly. We really enjoyed our stay in their adorable little guest house. The cottage is very quiet, clean, comfortable, modern, efficiently designed, and tastefully decorated. It has a lovely view of a manicured lawn and beautiful plantings. We hope to stay here again!

Our stay in Martha’s Vineyard was perfect. The Clamshell was beautifully decorated and was extremely clean - even better than the pictures. The location is outstanding and made it easy to come and go. We felt right at home during our visit. Nancy’s hospitality is unmatched.

This was a very cute cottage! Edward and his wife were very friendly. They let us check in early, the place was very clean. They have chairs and beach accessories, a fully stocked kitchen with pots, pans, utensils, cookware…etc. There is laundry and a cute little work space if you need to work. I would definitely recommend staying here!

A beautiful place in a lovely setting! We would definitely come back here again on our next visit to the Vineyard. Carolyn is one of the most responsive and helpful hosts we've had. A truly great stay.

Very cute apartment above the garage

Our second time at the barn! Heaven. An absolute dream. Comfortable, quiet, clean and well appointed. We shall return. Thanks so much Amy.

This Airbnb was perfect for our stay! The apartment was spotless, had everything we needed, and the location was ideal. We appreciated the thoughtful touches and the host’s helpful communication. Would absolutely stay here again!”

Brenda & Charlie welcomed us with open arms! They were thoughtful, kind, & helpful! We plan to stay here next time we are on the island. The home was beautifully decorated, clean, and perfect for a romantic getaway in the island. Thank you for sharing your home with us. We wish them both continued success!

Rachel’s cottage is quite charming. Edgartown is easily accessible, yet the cottage is very private, ideal for a quiet getaway.

My family and I had a wonderful stay at Dilcelia and Marquissuel's Airbnb. The place was extremely clean and the yard was an added bonus! They were extremely responsive to all of our needs and a delight to work with. I would definitely recommend the property to anyone looking to stay on Martha's Vineyard.

Joe’s place was wonderful private and very well appointed. Highly recommended for a getaway in a lovely neighborhood. You can also put on a light backpack and hike down to the beach, which is a short hike. Please tell them that Greg sent you.

Steve was a great host. He immediately responded to get us out of a jam in short notice. He was very communicative. Place was new & updated. Modern beach feel. Great layout & convenient location (we normally stay in Chilmark & this was much closer to everything). It was perfect for us to unwind after some stressful weeks.

Lovely home, well-maintained and quiet. A beautiful place to rest as well as easy access to bike trails and towns. We used the outside shower the whole time and it was so refreshing. Had an incredible dinner at Lambert’s Cove in the garden.