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.

We stayed for a graduation for our son and the house comfortable accommodated our entire family including parents/ in-laws. There was a creek in the back, pool, Firepit. We had fun playing pool (billiards) and darts. Nice Kitchen with new appliances. The 3 bedrooms are nice in size and we never felt cramped accommodating us all. The host communicated very quickly and was sooo nice. We unfortunately won’t be in Boston in near future however if we did and needed the space we would book again.

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!

Truly a beautifully curated space. You can feel the love and care placed into every little detail. Dara and Paige have thought of everything to make this space comfortable and accessible to all, we are so grateful for their hospitality! Thank you!

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.

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!

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.

The house and location were amazing, as was the host. Hoping to stay there again next summer.

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.

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.

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.

Gretchen’s house is a charming, two-story one on a very nice and quiet little street. The furnishings are pretty and tasteful, and there is comfortable living room furniture, as well an excellent beds and pillows. Our favorite thing was its location, within very easy walking distance from a gorgeous park and beach. Downtown was also reachable via a short walk. We did some of our own cooking and found everything we needed. Gretchen was an especially nice and responsive hostess. If we were lucky enough to get to Rockport again, I would want to stay there.

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!

we had a fantastic day. What an incredible location only five minute walk from bearskin neck! property is truly unique, separate entrances for all parties, each bedroom has a bathroom with radiant floors, heated floors in the kitchen! It’s a fantastic place to book if you have a big group and everyone wants their own privacy. The home itself is well maintained, and the beds were incredibly comfortable. Overall, if you’re looking to stay in Rockport, this is the spot, we will likely stay there again.

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.

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.

We absolutely loved our stay and everything about this home. The owners were super responsive as well. We would give 10 stars if we could.

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