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.

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 spent 3 nights at Elizabeth’s place. We were 5 adults and had enough space for us all! The house is well located, easy to go to the center of Boston to visit. Beds are confortable and neighborhood really calm. Highly recommended!

I recently had the pleasure of staying at Eric's comfortable AirBnB Victorian home in Medford, Massachusetts, and I can't recommend it enough. The location is unbeatable—a mere 15-minute drive to downtown Boston, a short stroll to Medford’s own downtown, and just a brief drive away from Somerville. With several supermarkets within close proximity, everything you need is right at your fingertips. This property isn’t your typical modern-style rooftop accommodation; it exudes an incredible sense of character and history. Every corner of the home has a character—immaculately clean, exceptionally safe, and wonderfully spacious, providing an inviting and comfortable environment that truly felt like home. Eric has proven himself to be an outstanding host, always responsive to any questions or requirements I had. His attentiveness and warm hospitality enhanced the entire experience, making my stay both enjoyable and stress-free. Without a doubt, I will be back for my next show in Boston

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 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!

shouting out Hanky for being an awesome host. my other bnb cancelled with no explanation as I was driving up to Boston. I immediately booked this one while driving, Hanky confirmed and even got me an early check-in upon my request. super nice guy, beautiful space! definitely worth the value

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.

We loved staying here. The location was perfect! We walked all over the town enjoying the history and the houses, found the great bakery nearby (Olive’s), cycled the trails on a loop up through Salisbury, walked the beaches on Plum Island, and did lots of bird watching. The room and bathroom were clean, attractive and comfortable, and there were enough utensils to use the microwave and eat a meal there. Michelle and Sam offered to store our bicycles so we did not have to leave them on the car when we were not using them. We stayed two nights and we hope to return!

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

Was an amazing Place to stay. The area was outstanding with lots to do and very easy access to the train to get to and from downtown and other areas of the city. Will definitely stay here again! The parking spot was a huge plus!!

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.