Vacation rentals with breakfast in Gloucester

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.

Mark’s place was retro and quaint. It brought back special childhood memories of the house I was raised in back East. We loved our time here. This home is cozy and welcoming and has everything you could need to enjoy your stay. Mark provided homemade banana bread and coffee. That was very much appreciated since we didn’t arrive until 11 pm and there were no stores open. The views were very cool and a great place for birdwatching. It’s a short walk to two different beaches and a friendly neighborhood to walk through. Ipswich is a wonderful town with lots of things to see and do. We would definitely like to book this place again. Thanks Mark.

This was a pleasant stay. My family and I enjoyed our stay. Everything was beautiful, clean and comfy.

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

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! 🤞)

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!

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!

Ashling was an amazing host. She contacted us before and during our stay to make sure we had everything we needed. Her space was fantastic and exactly what we needed for a weekend in Groton.

Great bright modern space for both working and relaxation - within easy reach of essentials. Hosts were very communicative and helpful.

Rhona’s place was in a great location with places nearby and not too far from all of the places we wanted to go. Her home was as described in the pictures and description. For two people it was fairly comfortable, but we weren’t able to get very comfortable in the living room as furniture was too small for us to hang out. There was also no outlet in one of the bedroom, but we were able to find an extension cord that reached the other bedroom. Besides that, the place was great for us to come and go. The owner made our reservation special by providing a gift for my friend’a birthday and breakfast which was very thoughtful!

Matt was a lovely host, and his home was exactly what I needed for an extended stay. Everything was very clean and I very much enjoyed the quietness in the off-season. Matt is super responsive and had an answer to my every question. My only 2 issues were with the A/C/heater unit & the front door lock. The temperature control is a bit finicky and for most of the stay it seemed like it had a mind of its own - good thing I like a cold house😂. The front door lock also gave some me trouble every now and then. After entering the code it would occasionally jam itself while it attempted to disengage the locking mechanism. After 10+ attempts, it would miraculously unlock - pretty annoying when you have groceries in your hand. Parking is free all along the Main Street just outside of Bearskin Neck in the off-season, so that was a huge plus. Thanks, Matt!

Qing's place is exactly as described and it served my needs for a one night stay. I had to stay close to Cambridge for a work event so I didn't spend much time at the apartment except to sleep, but it is very clean and private and I was able to park in the driveway. As others have mentioned, you can hear the upstairs neighbors so I recommend ear plugs if you're a light sleeper. The bed is also quite firm but I didn't find it uncomfortable. Qing was very responsive to any questions.

We were traveling as a group of 7 for a wedding in Nahant. Location was ideal. House was spacious with a few different places to hang out. I don't remember if the description said that the 2nd bathroom is off the master bedroom, but no one used the master bedroom so it would be accessible to everyone for use. Beds and bedrooms were good. Overall, a great experience

Great place. Close to everything and super cute Harry Potter decor!

The apartment is beautiful and has everything you need. Rob was very kind and attentive. Everything was perfect. Public transport is close and easy, which makes it easy for anyone who wants to get to know Boston! I loved it!!!

Excellent airbnb, in a really cool neighborhood in Arlington. Thomas is a great host, check-in was easy, and everything went smoothly. Thomas even provides breakfast in the morning, which was an unexpected bonus. Its also only a short walk to many cafes and restaurants in Arlington, as well as bus stops where you can take a bus to the red line stations. I had an enjoyable stay at Thomas's house, and would highly recommend his place to others!

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.

I’ve stayed in several properties in the Cambridge-Boston area. Of all those experiences, this one was my very favorite. I loved conversing with her, the beauty of my view and its proximity to the gathering places of perhaps the most interesting collection of humanity in the Americas

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.

Great place to land while in the Boston area. It's a bit of a challenge to get to, and parking is tight, but that's everywhere in Somerville. But worth the effort. Loved the space, comfy, everything you need.

Absolutely loved our stay!!! Melissa was very kind of us to let us check in early. She was very communicative and we enjoyed the welcome gifts. And the view of the harbor and city line was just breathtaking. It was by chance that it was the weekend of the 250th anniversary of Paul Revere’s run so we enjoyed the VIP view of the reeneacmenent! We plan to come back!

Joan’s room was exactly what I was looking for! Quiet, tidy, and walkable. Providing breakfast was a lovely bonus.

This was my first experience using Airbnb and it was a great one! Rita’s home was clean and cozy. Perfect for a vacation or getaway. We also enjoyed her delicious breakfast and hospitality, I’d definitely book again :)