Holiday rentals with breakfast in Gloucester

Thank you so much for a fantastic stay! The home was warm, spotless, and ideally situated. Everything we needed was just a short distance away. It truly made our visit smooth and enjoyable. We are grateful for your generous hospitality and would absolutely choose to stay here again if we return to the area!

The house was very clean and organized. Additional seating in the living room would be nice and kings beds instead of queen size beds would be better. They left snacks and bottle water for us to have which was appreciated, but we found open gallons of beverages and open food packages in the refrigerator. We also questioned the sign in the kitchen stating no cooking allowed. Honestly, that’s why we stay at Airbnb’s Overall, our stay was comfortable.

Fantastic place to stay. Close to the beaches and Portsmouth. Plenty of places to visit close by. House was beautiful and the host was amazing. We will be back.

Absolutely perfect stay! The place was spotless, beautifully decorated, and exactly as described—if not better. The host was incredibly responsive, friendly, and made sure everything was smooth from check-in to check-out. The location was ideal, close to everything we needed but still peaceful and quiet. Would 100% stay here again and recommend it to anyone looking for a comfortable and hassle-free experience!

From the moment we stepped into this wonderful house in Charlestown we felt instantly at home. Every inch of the home is beautiful and the house is on the historic registry. Megan and Victor were amazing hosts, responding immediately to any question we had. We will definitely be staying there again when we travel to Charlestown. (Hopefully it will be available! 🤞)

I absolutely adored staying with Patricia; this was my first time staying in an AirBnb within someone's home and I felt so comfortable and had everything I needed. She left out little breakfast items for me each morning as well, which was such a nice touch. I would absolutely stay here again!

Your stay was perfect! So close and walkable to the beach. Our kids had a fabulous vacation and the outdoor shower was used daily! We loved having coffee on the back patio and dinners on the porch. The house is well appointed with everything you need and extra touches to make the beach days easier (beach chairs, umbrella, towels, cooler bags). The neighborhood is quiet and close to grocery stores and a few shops. We loved our stay and hope to come back!

Second time staying here. Our favorite place out of all the homes we’ve stayed at. Super clean, comfy beds, and huge kitchen. Karen is very friendly and accommodating. Definitely will be back.

My family recently stayed for an extended weekend to attend a wedding. This Airbnb was a gem! Kim is a super responsive host, communicative, and checking in often on anything we may need/let us know recommendations, in addition to preparing welcome snacks/refreshments & breakfast items. My family was traveling also with young kids/toddlers and Kim made sure even our youngest felt the most welcome with toys and toddler conveniences. Great location if you are heading into Boston/Cambridge, Logan airport or to the North Shore. Easily walkable to the beach with great sunrise and sunset views. Would recommend staying here again & longer for our next stay!

We had a great experience staying at Angelo’s loft! It is so comfortable and had all the amenities we could want. The beds are very comfortable, and the kitchen is spacious and very well equipped, featuring a large window overlooking the ocean. The outdoor deck is spacious with the same views. Angelo is a very responsive and thoughtful host. We will definitely be returning this summer!

Had a wonderful stay! Jonah was extremely easy to communicate with and we felt right at home in the lovely space. The building was very safe, the apartment was comfortable, and you couldn’t beat the amazing location with the ability to walk to all the best areas of Boston! Would definitely stay here again!

We had an absolutely exceptional stay! The host was incredibly responsive, making everything seamless from start to finish. The place itself was perfect—immaculate, comfortable, and thoughtfully designed. We stayed here for my daughter’s college graduation nearby, and it truly added to the special occasion. The location was convenient, the amenities were top-notch, and every detail exceeded expectations. We will definitely be returning and highly recommend this stay to anyone looking for a five-star experience!

Great stay!

David & Jenny’s place was exactly as described. We felt welcomed there and their communication was top notch! We had an enjoyable stay and recommend them as hosts!

We loved the beautiful location and the facilities available at the unit. If the weather had been better, it would have been heavenly. Highly recommend the place. Rob had thoughtfully left eggs, bread and other groceries for us. Braintree is easy to move to and fro downtown Boston (except for peak-time traffic!). Overall, we loved staying at this place.

Exactly as described; this is the 2nd time we've stayed here and would stay again. Good location, parking is easy, there's a workspace, wifi is solid, it's quiet, bed is good, shower is good, it's exactly what I'm looking for in an AirBnB. Though I keep forgetting to take advantage of the hot tub! Plus, hosts are fast responders. No complaints!

Donnell was wonderful. He communicated detailed information before and was very friendly and welcoming. The space was as advertised and was comfortable. Would stay again!

Great place, would stay again.

Sharon was extremely friendly! She went out of her way to find breakfast pastries for my food allergies! Super sweet! Wonderful space, private room and bathroom. We felt very at home and loved the neighborhood. Lovely drive to nearby areas like Newburyport and Salem. Highly recommend to anyone looking for a cozy home away from home.

Connie’s place was a dream. I loved everything about it: the space, the comfort, the quiet, the location. And Connie herself is wonderful. I could t have imagined a better place to stay for my first time in Cambridge.

Lovely home, great location and friendly and helpful host. Felt more like a "hosted B&B or inn" rather than the more common experience I've had with Air B&B of the host being available but not a visible presence. If you are looking for a private, nonengaging experience, this might not be for you. However, if you enjoy meeting your host, we found Bob to be warm and cheery and he made us a lovely breakfast with excellent coffee. Rosy was away so we did not meet her, however, her decorating talents were much on display from the tableware to the linens and accoutrements, all of which made us feel like we were special guests.

We were just in for a quick evening but everything was communicated very appropriately.

Melissa was helpful and proactive. The rocking boat helped put me to sleep!

Robert's place was beautiful, on a private street with a lovely garden. We loved the suite style accommodations. Robert was very friendly and responsive in communicating with us! Highly recommend—we would love to stay with Robert again on a future trip to Dedham.