Pet-friendly holiday rentals in Massachusetts

I’ve stayed at Karen’s Airbnb multiple times while traveling for work, and it’s always been a fantastic experience. Karen is a great host—she’s quick to respond to messages and makes sure everything is just right. The home itself is clean, comfortable, and in a great location, making it perfect for both work trips and relaxing stays. I always look forward to returning and highly recommend this Airbnb to anyone visiting the area!

The Wishbone was lovely, comfortable and charming. It was within a very easy walk to the beach. There were games, beach towels and flip flops on the porch for guests which I thought was a wonderful idea. Sean, always responded very quickly to every inquiry. A great place to stay!

We rented both apartments for a multigenerational family get together. Everyone found something they loved-walking to the beach, biking to Parker River refuge for hiking/birding, loads of restaurants and shopping nearby. Glorious sunsets!

Maria's place was so nice and cozy, very easy to check in, and everything was well organized, clean, and makes you feel like home! Had a winter storm on the day we went there so we had to stay inside and spend our time there. She and her team were there the next morning to clear up the snow from the driveway so we could leave and gave us 2 extra hours to check out free of charge!

Very quiet spot. Felt comfortable staying here. very good communication, very welcoming. Thank You Craig

We loved our stay at Jo-Ann’s. It was very spacious and fit all of us perfectly.

Sue’s place was great for my family and dog. The 2 apartments give a nice separation when staying with a group. Very clean and comfortable. We paid the extra fee to not worry about linens and felt It was worth it. It is on a busy road and you can definitely hear the traffic when the windows are open as the house is pretty close to the road but it wasn’t an issue for sleeping. Location is great for many restaurants and beaches. 20-25 minutes to Hyannis or Chatham

We loved staying at this lakeside cabin for thanksgiving with family. Beautiful sunsets, great location, charming house. Loved it!

Another great weekend at Ed’s! It was our group’s second time staying here, and we loved it just as much as the first, which is to say—a lot! Ed is very considerate and responsive, and there’s plenty to do for everyone. We are already looking forward to next year!

We have stayed at Carol’s other campers but this was our first time at Trigger’s cabin. Great rustic accommodations and a beautiful spot right on the pond. It is such a peaceful spot to disconnect and enjoy nature. Carol is a great host and we plan to be back again.

We have stayed before and loved it and again we were very happy with our stay. Hosts are very accommodating and definitely deserve a 5 plus star rating!! Rental is perfect and has everything you need. Truelly a dog friendly rental. Our dogs loved the farm. Would highly recommend a stay at starlight farms.

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 .

This was a great location for our trip. We loved the quiet area and Ian was very helpful when we needed assistance

Scott’s place was absolutely perfect! The house is stunning, and the ocean view from the porch is breathtaking. I highly recommend staying here if you’re visiting the area!

The house was clean and comfortable. I loved the coffee bar:) my kids loved the pool and hot tub. And it was especially great to be able to bring my dog! We will definitely rent again.

We only stayed one night, we wished we could have stayed longer. Jerry’s house is very beautiful. All rooms were clean, the sheets and towels were fresh-smelling, We were a large group of 11 and the house was large enough to have sections where people can hang out separately but still had a cozy feel. We hope we can come back!

I spent another spectacular week at Paradise Found. The cottage is peaceful and private with beautiful surroundings and an ideal location on the Cape. My dogs enjoy themselves in the large yard and going on neighborhood walks. Jayne and Steven are so friendly and always make me feel at home. My third year in a row and I can't wait to come back!

We would definitely recommend Deb’s and Sharon’s cottage as a place to stay. The location is great, as it is within walking distance to shopping, restaurants, and the water, but is tucked away in a quiet little neighborhood so it still also offers plenty of privacy. They were wonderful and responsive hosts and checked on us throughout our stay, though we didn’t end up needing a thing. They were gracious enough to allow our dog Bella join for the weekend too, which we appreciated very much as she goes everywhere with us. Overall, we had a lovely stay and would definitely look to book again if we make our way back to the beautiful island!

This home is amazing. It’s close to so many things to do. Within a few minutes drive of the beach and Provencetown. The yard is large and spacious for pups and there are so many board games and places to sit. The kitchen is amazing and the location feels private despite being in a small neighborhood. Would highly recommend this as the perfect get away!

we stayed at Tom's place for 4 months from Nov 23 thru Feb 24. The place was excellent. Very comfortable and had everything we needed to make us feel right at home! Tom was very responsive and helpful. The location is ideal! It is a short walk to the water and easy drive to many other beaches. The ferries to MV or Nantucket are a few minutes away by car. If you are headed to the Cape, we highly recommend a stay at Tom's place!

The cottage is cozy and comfortable, including the beds. It's in a quiet neighborhood yet very accessible to hiking trails, beaches, restaurants, and shops. Fiona was extremely friendly and helpful. She is definitely a Super Host! We would happy have stayed longer if we could have! For those who like to ride your bike: Rt. 127, the main road that goes around Cape Ann, is very narrow and has no shoulder, so I don't recommend planning to bike there.

Private and serene is spot on! Adam and Ben are incredible hosts, very responsive to questions/needs, and their rental has everything you need. The rental itself is very cute and spacious, and was very clean upon arrival. We had the best week closing out summer vacation with our kids and pups. Looking forward to returning!

This was an amazing choice for our New Year’s Eve celebration getaway. It was perfect in every way. A warm welcome first of all and very informative and accommodating after that. The location is hard to describe because it’s SO beautiful!! You can’t go wrong here. Perfection in every way. That we can assure. The winter is especially awesome- so we recommend you go for it. We absolutely loved it.

Great and peaceful stay, good communication and perfect location.