Pet-friendly vacation rentals in Chilmark

We had such an amazing time staying at this beautiful little cottage! It was honestly so cute and perfect for our mini honeymoon! We were able to bring our dog which was great and I just can’t get over how nice it was! It was within like 10 minutes of driving to get to the main street of town to be able to walk around and shop but also gave us privacy and a nice calming backyard on the pond! Melissa was extremely responsive and gave us so many recommendations on local restaurants and other activities as well! I would definitely come back and I can’t wait until we do!

This is such an amazing place to stay was very difficult for us to leave after such a peaceful weekend, its close to everything which makes it extra convenient. Everything was clean and neat, the house its really big and comfortable, the beds are comfortable, the water pressure its great, the lounge patio the grill… there was just very relaxing. Was a great experience hopefully we’ll be back!

Great place! Very spacious and clean. Matthew was also very accommodating and provided us with very helpful instructions about how to get in, where things are, and wifi log-in info. The backyard and frontyard were also great for our dog to explore around. We really enjoyed our stay and would definitely come back another time.

Great little private place. Easy to get to all of Falmouth’s main attractions. It’s maybe two minutes or so from Cape Cod winery. The home was very comfortable and it was stocked with everything that you need. Would definitely rent here again.

Lovely home in Acoaxet with great water views and an excellent host.

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.

Lisa's place is so lovely. It is so peaceful and has a great view. Check in was super easy and everything was as expected. Lisa is a great communicator and we were easily able to get questions answered. When we had an issue (not related to our stay) Lisa was so helpful and kind. Highly recommend.

The house and Tam were fantastic! Tam's attention to detail in both the house and how it was prepared for us made it super easy and stress-free to get settled. We had an amazing time!

Great place to stay! Very close to the grocery store and not too far from town. Everything was clean, spacious and clutter free. When we did encounter a problem, they were so quick to response and fix it right away. Weather and company made it even better!

Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!

My husband and I had a lovely stay in this listing over Memorial Day weekend. The home itself and particularly the view were even more beautiful than pictured. Elena is a fantastic host - flexible, accommodating, and always quick to respond to any request. The adorable town of Warren, which is a few minutes drive away, boasts countless restaurants, bars, art galleries, boutiques, and more. I could not more highly recommend this home for couples, families, or groups of friends looking for a fantastic waterfront getaway.

This home was great for our family. The pool and backyard are beautiful, and the house was clean and welcoming. There are a lot of activities in the area. I would stay here again!

Emily was so kind and responsive and the house was exactly as expected. The walk to the beach was lovely and doable with the toddlers thanks to the wagon provided. It was a quick drive into all things Falmouth and a great home base for us. The stand outs for everyone were how comfy the beds were and we were all obsessed with the outdoor shower. Loved all the thoughtful amenities, such as games and kids dinnerware. Overall very stylish and comfortable. Highly recommend.

We loved our stay at Sea Glen Rd! The house was tucked back in the woods and felts very private. The VTA bus stop is right at the start of the road with quick easy access to vineyard haven and Edgartown. Try Mad Martha’s Brewery done the street. Great brews and pizza!

Wonderful place to stay! So comfortable and lots of space! Close to lots of restaurants and shopping! Would definitely stay again!

Stayed here for our daughter grad from Brown. Backyard beautiful and 20 min from Brown . Brought our adult children ,dog and grandma . Accommodated us all Thank you

As a first time Airbnb guest, I'm very satisfied with a week stay at the Nest! Luke's accessibility for requests were timely; needing an extra blanket and directions to nearest food market. Luke provided places of interest that made the most of beauty outdoors. The physical loft space is amenable, quiet, clean and cozy; the skylights a definitive plus for light even on rainy days. An added desk makes a terrific workspace near windows with a view of green and sky. The extensive back yard has lounge chairs with enough tree shade and open sky for gazing. Luke's extensive yard stone work is both whimsical and artistically wonderful. A terrific stay and I've already recommended to friends.

We had such a great stay at Kerry and Nan's home! I had spoken to them in advance via messages regarding my concern for pet allergies since they do allow pets in the home. Upon arrival I was so very impressed at how squeaky clean the home was! My adult son and I have severe allergies to pets and we had none at all while staying in their home! The place itself is so cute and comfortable. Unfortunately it was a rainy weekend so we could not take advantage of the yard, but we hope to stay here again one day and do so! The yard is just lovely. We had an issue with the climate control and Kerry and Nan were right on top of the issue and called me personally and even offered to come over if necessary to take care of the issue! We did manage over the phone, however, so it was not necessary. Their responsiveness is unmatched, quick to answer every message and speedy to fix the minor issue. We really hope to stay here again one day! Thank you, Kerry and Nan!

We have stayed at Brian’s place two years in a row, and it is by far the best airbnb we have ever stayed at. We love the amenities! Also, it is always incredibly clean and has super comfortable beds. Brian is incredibly responsive and accommodating, overall, an amazing host! We highly recommend staying here and plan to come back again!

Linda was great. I was moving to the area and was scrambling closing on my house and moving into my new home in town. Both were crazy and made staying here place easy and convenient. Highly recommend Linda.

Lovely spot near end of a cul de sac, great water views and light. Joel was proactive and responsive in communication.

Brian and Linda were wonderful hosts. They gave us privacy, but were very responsive and happy to engage when we met. Their dog Sparky is a real sweetheart! The apartment is quiet, and very private. There are three rooms—bedroom, living room/kitchenette, and bathroom—and all three rooms are spacious, and thoughtfully put together. The bed is comfortable and Brian and Linda had out two soft pillows and two firm pillows so we had options. There is plenty of closet and dresser space, and the room is peaceful. The livingroom/kitchenette has more than enough room to sit and unwind at the end of the day. From the soft green blanket to the light pouring in while we had breakfast at the table, The room was welcoming and warm. The bathroom is spacious and well stocked with soft towels and little soaps and shampoos. The place felt like a cottage. There is a variety of lighting throughout the apartment, hooks for jackets, silverware and mugs and coffee…. We really enjoyed our stay!

We loved our stay here! Spent the weekend with our two young children and the house had everything we could need and more. It was walking distance to the beach and near great restaurants. Victoria also provided a list of local recommendations which we took a few of and loved them all! Would recommend staying here.

We had a wonderful stay at Laura’s place! The accommodation had huge charm, was clean, comfy and very pretty. Falmouth is a fantastic location and we particularly enjoyed hiring bikes and going on the Shining Sea Bikeway. Beautiful scenery and would recommend to others.