House holiday rentals in Gloucester

My family and I were fortunate enough to spend the thanksgiving holiday here. It was the perfect space for a group gathering. Would highly recommend!

The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.

What can I say? They’ve thought of everything to make you feel welcome and right at home! Special snacks awaiting the kids with breakfast items already thought of! The indoor pool and hot tub were perfect for every day of our stay! The rooms were comfortable and felt right at home! Thank you for a perfect and memorable stay!

This was our second time staying at Ned‘s place. Just as Beautiful as it was several years ago. He keeps the property very well maintained and takes pride in making sure we are comfortable and have everything we need for a pleasant stay. Felt right at home!!

Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!

Beautiful house in a lovely quiet neighborhood. Kitchen was amazing! Very walkable to Bearskin Neck and Old Garden Beach. We had a few little glitches the first night, but Rachel was very responsive and everything was perfect within 24 hours. Would absolutely be happy to stay there again. To future guests: Rockport is light on grocery stores, so even though most things are walkable, for groceries you might want a car.

Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!

Great location with beautiful surroundings. The backyard had a pool and hot tub, perfect for relaxing. Steve was helpful and easy to communicate with. Would recommend!

The views this home offers are beautiful. It is a nice neighborhood for walking a dog. The home has everything you would need. The host is very responsive.

Joe’s place was perfect for a quick getaway to New England with some friends. It is well furnished and the location was fantastic! We were able to easily walk to town or the beach.

We return to Rockport every summer, and this was our first visit to Jeanine and Don’s beautiful home. We cannot say enough about the spacious clean house and the wonderful location. We walked almost everywhere multiple times a day and enjoyed the house and backyard in between adventures. Our family of six felt right at home and appreciated all the special extras their home had to offer. The game/activity cabinet was such a hit not only for our 4 year old, but with our teens as well! We travel a lot and this was our first air bnb with such a fun and exciting touch. Thank you for a fantastic stay!

We absolutely adored our stay. The house and grounds were immaculate and beautiful. The house had all the amenities plus a sweet little beach just a few steps away. We had fun exploring Gloucester and it was an easy drive to Boston for our events.

Had a great stay in Gloucester with a large group of friends and families from college. The house is as described with plenty of living and sleeping space for large groups. The screened porch is perfect for hanging out and eating in. The backyard is right on the water with plenty of outdoor games, a grill, fire pit, and paddle boards and a kayak to get on the water. Extremely family friendly with fun board games, life vests of all sizes, beach toys and floats etc. Location is great too, close to beaches, grocery stores and downtown Gloucester. Was the perfect space for a long weekend, and located very conveniently to Boston to accommodate families flying in from far away.

Had a nice time, house was close to a lot. Great location and kept us close to friends and family. We will be back. Would recommend this home to anyone looking to stay in Gloucester

Thank you for sharing your beautiful, well appointed home as a gentle landing place for a busy graduation weekend. It was a wonderful relaxing environment to celebrate with family.

A group of friends and I stayed for a weekend trip to Salem and it was absolutely perfect! Exactly as described and super clean. Would absolutely stay again and recommend to people staying in the area!

We had such a great stay at Marina’s home. It’s right across the street from the beach & walking distance to main st with all the shops & stores. The house was super clean and organized, and Marina always responded quickly to any questions we had. We would definitely stay again!

Very comfortable place for my family to spend a long weekend! Excellent space, very clean and private and well furnished. We enjoyed making and sharing meals, relaxing in the common areas, and walking to the beach and into town. Would absolutely stay here again.

The cottage was perfect for my family and we felt right at home. My 3-yr-old loved the toys and us parents loved the extra living room where he could spread them out. The nook in the kitchen was bright and sunny for enjoying morning coffee. The proximity to the beach can't be beat. We can't wait to return!

Heather was a great host who was quick to respond with any questions. The house was spacious and clean. Near plenty of good places to eat but secluded enough for peaceful evenings. Would stay again if vacationing in or around Gloucester.

This is our second year staying at Martin and Ellen’s home. You can’t beat the location and the home is large enough for 2 or more families to be comfortable.

My family and I had a very pleasant stay. Jacob and Bruce were always very communicative and always there for anything we needed. The place was really cute, very clean, had everything we needed. It was very close to the beach, playground and downtown. We walked there every day. They also gave us good recommendations. The town is lovely , a nice place to visit, a lot of local shops, and a lot of friendly people. Thanks for making our stay very enjoyable.

I had a wonderful stay! The place looked exactly like the photos—clean, serene, and thoughtfully put together. It was the perfect spot to relax. Kimberly was very responsive and provided great local recommendations. Would definitely stay here again!

Beautiful home and well located to explore. Rewan is an amazing host! Truly exceptional