Pet-friendly holiday rentals in Gloucester

Thanks Jo for the accommodation. This place was meeting our requirements, our stay was pretty comfortable. It was warm, clean and my 3 yr old enjoyed the backyard. Jo was approachable and friendly to talk. I would definitely recommend this place.

Karen was absolutely incredible. She was very responsive, respectful, and accommodating. We very much enjoyed our stay as my team and I were there on business. She was able to take care of us even on short notice. I really couldn’t be happier with her communication, the quality of their home, and the entire experience. Thank you so much Karen for inviting us into your home. This was truly a 12/10 experience. 😃😃

James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.

Our family had a wonderful stay at the house. Extremely clean, comfortable, with so many amenities and thoughtful touches to make you feel right at home. We really enjoyed the deck with comfortable seating and sun umbrella. Most highly recommend!

Great stay: - Easy check-in/access — we arrived very late at night and entry was well lit and straightforward - House was cozy with effective and responsive heating (we stayed during cold weather, so this was a big deal) - Clean house, comfy beds, variety of pillows (soft to v hard) - Easy check-out with zero weird instructions/requests - Host super communicative for basic Q&A I’d book again! Thanks!

Karen’s home truly is cozy. We were here two weeks before Christmas and it was decorated and beautiful. Beds are comfortable, the kitchen was clean and well stocked, nice big fluffy towels and I loved the shower! We have stayed in several,places in the Boston area and this is one of the best. Even my dogs loved it!

This Airbnb was one of the best we ever had stayed in! Her house was beautiful, cozy and clean! Johanna was a great host and would definitely love to stay here again!!

We stayed at 8 Lambert Street for nearly a month while visiting relatives in Medford. The house is cozy and well furnished. Did a lot of cooking in the kitchen, which had plenty of cooking equipment, the basics of salt, pepper, olive and vegetable oil, and even a set of seasonings. Because we were staying over Christmas, Beth had done some holiday decorating before we arrived, which was wonderful and made the house very cheery. She was a responsive host and kept us stocked with the basics like paper towels and toilet tissue. She even included a baby gift for our new grandson on one occasion. The house was great for our stay - the steam heat combined with the modern thermostat kept us warm and cozy, even on some very cold nights. It's an older house, yes, but full of charm and warmth. The neighborhood is quiet and there are lots of food choices nearby if you don't want to cook. Highly recommend Nappi's Restaurant (cash only) and Fioritaly Trattoria. Off street parking a plus.

Everything was as listed and very responsive and great host. The property was in a very nice and in a great town. We enjoyed our time there.

Great space. Loved that it was dog friendly. My older lab appreciated the amount of space! Kids enjoyed themselves and the neighborhood was quiet and the few people we ran into were very friendly.

We enjoyed our stay so much! Perfect beach stay in the best location! They had everything and we loved the decorations ! We can't wait to visit again!!

Maxine anticipated every possible need and so much more available. She went beyond any host I have ever stayed with and I travel quite often. I highly recommend Maxine's place

This has to be the neatest little place on Airbnb in the Boston area, and that's something to be said. Paige and Dara described the place and the experience perfectly, were a dream to communicate with, and were overall humorous hosts. Their in-house shop was very entertaining for us. We will absolutely be staying here again in the future.

This property was precisely as advertised, ideally located for my needs, and Ian was a very responsive host. I would recommend the property and the host without reservation.

This house is a true gem. The home is cozy and welcoming with lots of puzzles and family games to play. The pool is pristine and was so much fun to use. The beautiful trees and flowers provide nice shade and privacy around the pool while also feeling like you’re inside a pollinator garden. The home is an easy walk to front beach and bearskin neck where we enjoyed good restaurants and shops. Trenton and Cassie are great hosts- very responsive and friendly. We hope to stay here again!

We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!

Such a perfect place. Super soft towels, comfy bed, perfect little kitchen w everything we needed. Gave us great ideas for things to do during our stay and even tips to avoid the traffic coming into town. Would recommend!!

The place was absolutely beautiful and the host was very helpful & fast with responding to our questions the bedrooms were very comfortable. I highly recommend this place for anybody that wants to visit.

The whole experience was great. Great location and great accommodations. Katy was very responsive to all our question.

Lino and Wendy were great hosts! The location is absolutely stunning with great views in the surrounding areas. It’s very close to Salem and Boston, which makes it a great and super convenient place to stay! Thanks again lino and wendy

The historic brown stone was very nice, immaculate and spacious. There is a parking spot close to entrance. There is a modern bathroom on same floor as bedroom. The bedroom is on one floor and spacious kitchen on upper floor. With the t directly behind the building you can hear the train except for a brief period of time in the middle of the night. Despite the noise we would stay here again. A lovely place .

I came down to visit family in Massachusetts over Thanksgiving and needed a place to stay that was equidistant to everyone, and the Newburyport area was a great fit. Steve's place is a lovely small beach home on a quiet side street. Perfect size for one person plus dogs. The dog friendly part, easy and safe walking, quiet neighborhood, and the kitchen were big selling points for me. Parking was easy. Water was hot, bathroom was spotless. Would stay again.

Accommodations were exactly as described. Lower level of a duplex with a young family upstairs. Host was very responsive and helpful. Kitchen was well equipped. Back deck was really peaceful and quiet.

What a find! I came to Kristen's because some plans fell through last minute. Having never heard of Marblehead but keen to visit somewhere by the sea and easily accessible from Boston, wow did I get a pleasant surprise. It is absolutely beautiful there, I had to pinch myself - it was like living in a film! The apartment was absolutely perfect. I'd been staying somewhere a bit grubby and disorganised beforehand and Kristen's place was absolutely sparkling clean, I felt incredibly welcome and cared for right away. Furthermore, checking in early with my monstrous suitcase was no problem at all and the apartment is generously stocked with coffee, tea, snacks, a bottle of wine, cold drinks, a folder of local recommendations, comfortable, quality furnishings and linens, great lighting and more. This is what true hosting is all about if you ask me - making your guests feel as comfortable and welcome as possible and Kristen most certainly does this in spades.