Condo vacation rentals in Gloucester

This is a thoughtfully organized and stocked apartment in an adorable neighborhood, walkable to all of the Rockport sights and easy to find. I appreciated the adjustable desk, the amazingly easy to use tv, the Nespresso and the laundry. There were a lot of nice aesthetic details, too: real books, a lovely courtyard, pretty upholstery. Highly recommend.

Awesome place for the night. Came in for a concert, but wish we had booked for longer to enjoy the beach more

This comfortable apartment has a charming view of Gloucester harbor. It's location adjacent to a live theater and around the corner from Rocky Neck is perfect for entertainment and exploration. It's a five-minute car ride into the downtown, or if you're feeling a need to stretch your legs - it's a long, easy walk.

I would return without hesitation! Charley responded quickly and warmly, shared info that personalized our stay. The space was lovely, clean, a great layout, with wonderful light due to skylights. Great location with an easy walk to town and walking paths along the bay. Could not have asked for better!

Great place. We loved how central the location was to everything. The house was clean and comfortable. Owners were very responsive and easy to work with.

Gary provided an amazing experience during our stay! The home was spotless, beautifully decorated, and equipped with everything we needed for a comfortable visit. The location was perfect, close to main attractions, yet peaceful and relaxing. Gary was incredibly thoughtful and responsive, making us feel right at home. Small touches like a welcoming Thanksgiving card and chocolates really stood out. We couldn’t have asked for a better place to stay and would absolutely recommend this Airbnb to anyone visiting the area. We hope to return soon! Thank you for the exceptional hospitality!

i loved this place so much, the photos do not do the place justice. I had a great time, the place was so relaxing and i felt right at home. Peabody is such a nice place and there are so many stores right near by, even walkable. The best part of the place is the outdoor patio which have seats and such a nice view. i love how much light the place got during the day and during the sunsets. the place was super clean and nicely decorated. Demetri was such a great host and was so helpful, friendly and responsive! Thank you for a great stay!

Cute and clean accommodations! Walking distance to downtown Rockport, quiet and private. Definitely recommend!

This was such a charming place in a wonderful location. Griffin and Carolyn were responsive and took really good care of us. They are great hosts who we highly recommend and would book with again!

Shirley & Marie were great hosts. The house was clean and tidy upon our arrival. Check-in & check-out were very easy. They were very easy to communicator with before our arrival. Highly recommend staying here. We will definitely be back!

We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.

Louisa’s place is awesome. Lots of room, great kitchen, living room, bed, etc. She is super responsive and even gave us something important that we forgot, which made a big difference to our trip. We would definitely stay there again.

We had a great stay at this South Boston condo! The location was perfect—just a short walk to the Convention Center, and the Seaport area, making getting around the city extremely simple. The space was spotless and clearly well cared for. Communication with the host was smooth and responsive throughout. The main bedroom was quiet and had a great work setup with a desk. The lower bunk bed is set directly on the floor, which actually worked out well—smaller adults in our group found it comfy and easy to sleep on. Parking was limited, but we found street parking without much trouble. Overall, a clean, convenient, and well-located spot—we’d definitely stay here again!

The house was adorable and very clean. We weren't there much, but we had everything we needed when we were there. The hosts were very responsive and helpful when needed.

It’s a lovely and peaceful neighborhood. The home was really good. Very spacious bedrooms, well stocked kitchen and living room. Wish we had more time to spend indoors. Andy was else quick on responses and proactively addressed any questions we had. Grocery store is just around the corner so that’s a big plus too. Overall a great experience

Adorable brownstone in JP! Close to the orange line, quiet neighborhood with lots of families. House was great, lots of space.

Great location, close by to the beach and right at the beginning of all the shops and food. We will be back!

We had a wonderful vacation in NH especially due to the beautiful condo we stayed in. Every morning we took a short walk to the beach at sunrise. We also enjoyed sitting out on the deck overlooking the pool as well. It was a short drive to most places of interest, shops and restaurants. Our host Sue was very responsive via text. The place was clean and full of many things to help make our stay special. We’ll definitely be back in the future.

Clean and good storage for a small space. Good location

Great place to stay with an awesome view of the beach right from the balcony. This is where every morning we would have our coffee to plan out our day and every evening sit back with a glass of wine and watch the moon rise over the ocean. The accommodations were good, the place was clean and had all the things to make our stay enjoyable. We would stay here again as well as recommend it to friends and family.

We stay at Hampton Beach every year for a few days. This has by far been the best. It seemed we were at home. Copmmunication with the owner and the facility was exceptional.

I loved the stay, excellent location and very cozy place. I would go back 100%

This condo was a place that’s lived in, not JUST for use as an AirBNB. It felt homey. Donald explained to me the weird shower spout. Donald’s wife responded to me about the WiFi information when I asked about it. We enjoyed it.

Great stay at this condo in Hampton Beach! Very walkable location and stunning sunrises each morning. Will definitely come back.