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.

Our stay was absolutely fantastic! The house was beautiful, clean, and had everything we needed. The atmosphere was so welcoming and relaxing, we felt right at home. We had an amazing time and would highly recommend this place to anyone looking for a perfect getaway!

The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!

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.

We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️

we had a lovely stay in this beautiful lakeside home. the location was stunning and it was the perfect way to relax in the stunning location after a busy few weeks of travel. Thanks for hosting us

I had a horrible experience with a house in Rockport and feel that Katherine was a Blessing sent from God to me. She was so generous, flexible and gracious. I have enjoyed all my conversations with her. Her home is 10+. Best place I have been to in Gloucester/Rockport Big Thank you to Katherine for your kindness ❤️

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 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.

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

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!

A great place for a relaxed family get-together. Not far from all that Cape Ann has to offer, but so pleasant on the deck or at the nearby private beach that we didn’t have to go anywhere to enjoy!

This was my second time staying at the pink cottage and both times our stay was amazing. It also rained both times! Close to downtown Newburyport and steps from the beach this is a prime location for both a private place and close to good food, and shopping. Michael was a responsive host and check in was easy via locked box. The cottage is stocked with basics and items you can use to take to the beach. Will definitely return !

AMAZING house and location! Hosts were great to deal with! The house is even more beautiful in person than in pictures. Backyard is beautiful space to relax. Would definitely recommend to anyone!

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!

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.

Wonderful stay. Wide open spaces downstairs and great bedrooms upstairs. Super clean with lots of amenities. Judy was super helpful and responsive. Highly recommend this space if you are staying anywhere near Rockport. Do not hesitate with this wonderful home and host. We would 100% stay again.