Pet-friendly vacation rentals in Chilmark

Great place felt right at home!!! Perfect for a nice relaxing getaway from the main city!

We had a wonderful day Stay here! We love to walk, and the location was just perfect for that. Great walks to the beach, and around town. Excellent restaurants within a short walk. An easy walk to the harbor to catch the ferry to the islands. We enjoyed our stay, and we hope to return. So glad we found this place.❤️

Location is KEY and Aaron is an OUTSTANDING host. Responsive, knowledgeable, & excellent recommendations. The property was exactly as shown on Airbnb. Every detail is thought of for what you need for comfort and convenience. The location was PERFECT for everything we hoped to see and do on the Cape & Martha's Vineyard for a last minute vacation with our family before the regular summer season begins. The weather was sunny for late April and in three days we walked, biked and hiked beaches/trails around Falmouth, Chatham, Nauset, Provincetown and Martha's Vineyard. Non stop fun was had in museums, aquariums, seeing the Right Whales from the shoreline at Race Point and Herring Cove, the sunset at The Knob in Falmouth, sunrise on the ferry to Martha's Vineyard and on the island we enjoyed Vineyard Haven, Oaks Bluff, Edgartown, Menemsha, Aquinnah Cliffs, beaches that looked like you were in Hawaii w/ black sand and being up close with Alpacas at Island Alpaca Company and more. Enjoy!!

We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!

Vlad’s home was a wonderful place to stay with many people! Really appreciated all the decor and attention to detail. My friends and I stayed for a wedding, and we were so glad all communication was smooth. Would definitely stay again!

Akansha & Manav were wonderful hosts. Their beautiful little ranch is exactly as described - a well-appointed, open floor plan that feels spacious and cozy. The interior was spotless upon arrival and the amenities were everything I'd have and need at home - including a well-stocked kitchen with supplies, etc for those that enjoy cooking and grilling. I didn't have the chance to enjoy the firepit and grill as much as I'd like given my winter stay, but it's a cute backyard with lights - peaceful spot to unwind. As hosts, Akansha & Manav were incredibly kind and responsive. I had the pleasure of meeting Manav in person while he was for a few spring maintenance projects. The house is newly repainted and fresh inside. I was a 10 minute drive to downtown Falmouth, local trails, beach, ponds, and bike paths, and Mashpee Commons. It checked all of my needs and more - I highly recommend to anyone looking for a place to stay in the Falmouth / Mashpee area.

This house worked out perfectly for our plans on this trip. It’s in a quiet little neighborhood and was reasonably priced compared to some of the other Cape listings. The host is very responsive and helpful and accommodated our early check in, and the house was clean and well kept.

I cannot say enough about our stay in Falmouth and this beautiful place! Tom is a very kind, responsive host who goes the extra mile for his guests. Highly recommend! A+

I want to start off by saying this house was sooo worth it !! every bit of it! Staying here felt peaceful, relaxing, and honestly like a home away from home. The house was even more beautiful in person than in the pictures .Clean, stylish, and cozy. The neighborhood was great and felt super safe. The location was perfect ,not far from anything I needed. The host was amazing and responded incredibly fast to any questions. Check-in was easy, and everything about this stay exceeded my expectations. I’ll definitely be back!

House was very clean and comfortable. Kathleen was very responsive to all my inquiries both prior to and during our stay. House was easy drive to shopping and dinning as well as the local ponds and beaches. Although we did not cook if u plan to prepare meals be aware kitchen has limited pots and pans for cooking. Also would have like to have a tea pot to boil water. Otherwise had everything we needed for a wonderful stay

Perfect stay. Pool was amazing. Host was very responsive to everything. Great for families, Just bring socks with friction pads on the bottom so you don’t slide .

What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.

Wonderfull place very peacefull and quiet . Beautiful lake in the Back as well. Patrick was very quick with his responses.overall great experience

What a great house and host. Cute neighborhood with water views just steps away. Close to everything - would definitely come back again!

We stayed at Catherine’s place for a long weekend for my son’s fiancé’s wedding shower. The house was very warm and inviting and we felt right at home. The kitchen was fully stocked with whatever we might need for cooking. Loved the reclining couch and the hot tub. Catherine was quick to respond to any question or concern. Will definitely come back at another time when it’s warmer to enjoy the Pool. Wish we had more time to enjoy all the amenities!

Loved staying here for long weekend with my dog. Accomodations were clean, quiet, comfortable. Tina was very helpful and friendly. Location was peaceful yet close to many restaurants, walking trails, the beach. We would love to stay again!

We've stayed here three times now, and it's always a pleasure! Stocked with everything you might need, and Nick is responsive and great.

We stayed a week while attending two local weddings. The house is centrally located and has easy access to a lot of the local beaches, markets, etc. We discovered a farm stand market right in the area (open Wednesday and weekend during our stay) with great produce and tasty baked goods supplied by a local baker. The second floor lounge is a fantastic space in which to relax or play ping pong.

This was exactly what we were looking for--it was equal distant from vineyard haven and oaks bluff, right along the bus route. We ended up renting bikes and biking to and from different towns, which was amazing. Theda was extremely responsive and even let us check in and out when we needed. We'll definitely stay here again when we're in town!

Aviv’s house is clean, comfortable and charming! The backyard is private and inviting. It is a great place to hang out. Inside, the beds were comfortable, everything was clean and there was nothing we were lacking inside. The kitchen and bathrooms were very clean and appeared to be recently remodeled. The beds were very comfortable The house was in a safe neighborhood and very close to restaurants, stores and local attractions. Aviv answered any questions I had quickly. This ended up being the perfect place for our trip. Thank you for letting us stay! I would definitely stay here again and I highly recommend it!

The cottage was clean and comfortable and the location/neighborhood was terrific. Air conditioning would have been great to deal with the dampness at times but the fans kept the place comfortable enough. We will return next vacation! Loved the area as well and the guide book that Norm provided was a great help/addition.

We really enjoyed our stay the studio was exactly as described in the photos it was very comfortable lots of space for the two of us and our dog and a great location. Andrea and Tracy included a lot of extras to help make us feel right at home. We would highly recommend this rental. Thank you.

Rebecca’s house in Wareham was a blessing! She is an attentive and responsive host, any concerns I had she was able to resolve immediately. We found ourselves wishing we had booked a longer stay to enjoy everything there was to offer!! Thank you Rebecca!

My friends and I loved our stay at the chateau! We attended a wedding at the inn and It was the perfect location, great proximity to the venue and so many things in the area. Anya was so wonderful to communicate with and made our stay such a breeze! The house is so beautiful, spacious and such a great space to gather im. We spent so much time on the deck and my dog loved the fenced in backyard! I can’t recommend this place enough