Holiday rentals with outdoor seating in Chilmark

What a wonderful stay we had! The house was stocked with anything you could think of and the host Caroline was readily available for any questions. Will absolutely come back and recommend to all!

Kenneth Is a great host communicates very well and has a genuine concern for his guests Ray

We loved the location at the end of a little road so no through traffic (fresh eggs next door too). The pond is fun with lots of wildlife, sometimes we could hear the roosters next door. The sunsets are lovely from the home as well. Seating in the living room great and found it to be quiet when sleeping at night. The two bedrooms on the lower level both have heat pumps (for heat/cooling) we have always had great luck with (for temperature control in the bedrooms). Loved sitting on the back deck and having the resident geese wandering around. Lovely property!

Fran's house is lovely, everything one needs for a fabulous stay. She is a very good host - responsive and informative. She lives on the prpoerty but we never saw her. We had a really great stay!!!

We stayed over the long weekend at this beautiful property. It’s located centrally close to all the major attractions and beaches. The property had beautiful features and felt very comfortable. The home itself had a lot of charm and had a positive energy. Hosts were very kind and nice to communicate with. They left us wonderful treats and fresh eggs from their beautiful garden. Overall it was a great stay at their property. Highly recommended and we will be staying there again. I will highly recommend getting a car to travel in the island so you can go to Edgartown or other places.

This is a lovely old family home that has been updated with all the modern kitchen and bathroom conveniences you need. Very cute cottage feel, lovingly maintained and updated just enough over the years. Our group included three couples with kids, and the many rooms were perfect for us. One note is that the full bed described is a bit more of a daybed so kind of small, but still cozy. Great house for a family with kids. Really pretty landscaping too and a lovely back deck. Would stay again!

House was very cozy. Nice quiet neighborhood. Beds were very comfortable. I would not hesitate to stay there again.

Truly the best Airbnb experience I have had. Hosts are kind and thoughtful. They made sure we had everything we needed. House is spotless. Beds very comfortable. Perfect location with the beautiful water view. Great restaurants around. And easy trip to Boston from the local train station just 10 mins away! We hope to come back soon!!!

We went to stay at Cathleen's for my very first big ticket concert. We were met by her mom Judy who was very kind and helpful. The place was very homely , very clean, had a beautiful garden and the property is stunning! We had a great stay, would go back! And highly recommend!

Absolutely loved our stay here! Location is amazing and apartment is in pristine condition. Alice was an amazing host and we had great communication throughout our stay. The Airbnb also had everything needed to make sure we were comfy. Alice truly thought about everything to make sure guests feel right at home. Would recommend and will stay again!

We had a perfect stay — travelling with a toddler can sometimes be challenging but Debora provided everything we needed to make the stay comfortable (cot, high chair, bath, even cutlery!) and it really felt like a home away from home. The airbnb was spotless, it’s a good location in Fall River walking distance from a playground, parking was super easy, and we loved our stay.

Mark's place was exactly how it appeared in photos. Great, walkable location. Easy to get to restaurants on Main St. There's a place to rent bikes just across the street. The stay was comfortable, quiet, and exceeded expectations. Thank you again, Mark!

Relaxing girls get away weekend. Amazing views, very walkable and friendly town and beach. (Delicious local ice cream shop- vegan options too!). The perfect place to relax, catch up with friends, and make some delightful memories.

This was our second stay and there's a reason we came back! The space is cozy and comfortable - We especially appreciated the easy flexible check in and snacky snacks and coffee. Thank you Norm!

We had a lovely time at Mary Alice’s place. She was incredibly kind, helpful, and responsive before, during and after our stay. Even though we weren’t able to meet in person, she made sure we felt welcomed and had what we needed. She also offered flexible checkin/checkout which we didn’t end up needing, but it was nice to have as an option! The location is a quiet and cozy neighborhood that offered us privacy but was also walkable to the main street. Many thoughtful touches incorporated into the place - I can tell that she treats her home with so much love and care, and it shows! Would recommend!

We loved staying here. It was so comfortable and incredible location. We had such a great time and felt right at home. We are so grateful!

Walkable to all local shops. Unit was clean and the kitchen was fully stocked with all items needed to prepare and enjoy a meal.

Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Phil's place is ideally located in New Bedford for beautiful walks along the pier and throughout the downtown historic district. Close to great restaurants and coffee shops. The crows nest offers the best views of the downtown! Phil was very helpful and responsive. Easy to get checked in and out.

We had a great time at Leah’s place. She is a terrific communicator, immediate responses. She also reached out to share about local fun events that were happening during our stay. So nice! We would definitely stay there again.

Charles & Sharolyn were great hosts and have set the apartment up nicely for a comfortable stay. Everything was just as described and the location was perfect for us to attend a wedding in Bristol. Hot tub on a cool spring evening was the cherry on top.

Our second visit. We love the place. Quiet but close to great beaches and the Popponesset Marketplace is 2 minutes walk away, with fish restaurants and small stores with necessities (including wine and beer!). A highlight of this visit was sitting on the patio in the morning and 3 times seeing an osprey dive to the pond and catch a fish.

Had to call maintenance for a couple of reasons but responded quickly.

My boyfriend and I stayed in this beautiful and quaint condo for a wedding weekend in Dennis and it couldn’t have been a more perfect place with a more perfect location!We both felt safe and comfortable immediately upon arrival and loved spending time outside on the porch and enjoying walking around the area! We would both recommend this stay to anyone!