Pet-friendly holiday rentals in Massachusetts

We planned a trip to Boston and had to leave early to avoid a snow storm. Karen was extremely flexible, made it so that we could extend our stay but arriving early at her inconvenience. This is going above and beyond for clients. The house was very clean and the beds were very comfortable. A lot of good restaurants and quaint stores nearby. This was a memorable trip for us. Thank you Karen for making that happen for us.

Gorgeous place and the host was so responsive and accomodating. The area is so beautiful and quiet, perfect for a peaceful weekend getaway!

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!

Home was very cute and met our needs. It snow while there and Craig messaged to see if we needed to be plowed out. They did an amazing job! The stay was great!

We love the house, very spacious, and very cozy, nice neighborhood, location is good, there is a place for 20 minutes!! There is a game table at the incredible basement!! We love the jacuzzi and the grill for the barbeque. It was great to spend a few days in this house! Super recommend

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!

Ed shares this beautiful home in the welcoming way an old friend would. With excellent communication, recommendations, and always willing to help make our stay more comfortable. Ed was easy to talk to and very easy to get in touch with. The property is beautiful and the home is fun, with many amenities. Everything you need and more to cook is in the large kitchen. I would highly recommend ed’s home for a space to reunite or share with friends or family.

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 had a wonderful stay at the farm while visiting family for the holidays. The value was wonderful and it was a perfect place for our active toddler to have a safe sleep spot with very little baby proofing needed which is a key for young families. The beautiful farm was a great bonus and we loved seeing the animals on our way in and out. We hope to return in the summer to enjoy the amenities even more. Thank you Roger!

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

House was beautiful and spacious. Living room was a perfect place to sit with my favorite person in the world and watch the Super Bowl while relaxing.

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!

This place was very cozy and clean. We enjoyed walking around Ptown and walking on the beach. It was perfect for our weekend getaway.

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!

A very clean and cozy spot. We were on an emergency visit, and were able to get the (off-season) reservation quickly. We had to bring our dog, and the pleasant side yard was wonderfully convenient. It had a pretty patio and garden that we would love to have hung out on if the weather had been warmer. The only draw back, and it was still workable, is that the living room is on the second floor, above the kitchen and dining floor. This property is not a cookie-cutter condo, but has that classic Ptown quirky architecture and atmosphere!

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!