House vacation rentals 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.

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!

Beautiful place just a one minute ride to the Rockport Golf Club where my daughter was getting married. We had plenty of room for all six of us. A nice big kitchen with a very large center island so we could share many meals and prepare food and platters for the wedding. The living room has a lovely gas fireplace and we had many cozy evenings there as we destressed from all the wedding festivities. We spent quite a lot of time outdoors, walking down to the ocean and sitting on the deck, watching the stars. October is a lovely time to visit Rockport. Less traffic, pretty autumn colors, no big crowds at restaurants so short wait for tables. If we needed to come back for another event, I would choose this home again. *for those with back issues- all of the beds were cozy but not supportive and very soft.

My family enjoyed staying here. It had a beautiful view from the back. Gorgeous in the morning! I loved it here and we felt at home. There was plenty of room for our family and it felt so cozy.

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

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.

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.

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.

We enjoyed our stay so much! The house was perfect for our vacation. Plenty of room that everyone had their own space. The house is beautifully decorated, made you feel right at home. Comfortable seating found throughout inside and outside area. Teresa has thought of EVERYTHING, and it is available for you to use on your stay. The location is fantastic, a short walk to North Beach in a nice quiet residential neighborhood. We would highly recommend and would stay here again!

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.

I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.

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

Perfect stay for a family of 8 just as described very responsive

100 stars! Holy smokes - we just loved our experience here!! The house was incredible - so well thought out with anything we could ever need and SO many entertainment items! Rooms were spacious and beds were very comfy. The house smelled so clean upon arrival and not an item was out of place. You can’t beat the scenery at this gorgeous house. It was so peaceful and exactly what we were looking for. Tons of games (foosball, ping pong, darts, basketball, punching bag, air hockey, baseball, and more), ATV’s, the cutest chicken coop, a hot tub - the list goes on!! James was so kind and so responsive throughout our trip! We could not recommend this place, and James as a host, enough! 100% perfect

"It's All Good!" was a great place for my big family. The accommodations was as described. We went off-season and needed a place for my whole family to stay together to go to my daughter's graduation at Tufts... it was an hour away, but it actually worked out so well! The house had a gaming table (pool, air hockey, ping pong) which we had fun with, and they had other board games available as well. Hot tub was clean! The only thing I would warn about are the stairs and for people with moderate mobility issues - make sure you have indoor footwear/slippers for using stairs. The second to the bottom step is a little wonky. Would definitely come back during the season! Newbury/Plum island looks like a fun place!

The house was beautiful! We did not leave it for most of our stay as it had plenty to do while there. The host was responsive and proactive. Would recommend the stay.

My daughter and her bridesmaids stayed with us at The Elm Farm, a total of 13 and it was perfect! House is so much fun! Great spaces, kitchen, game room, outdoor deck, large dinning table…it made my daughter’s wedding at Searles Castle perfect. House was well equipped with entertainment items (ping pong, air hockey, shuffleboard,…) streaming TVs in almost every room, top of the line kitchen equipment (Viking stove), to phone charging cords on the night stand in every bedroom. If you are getting married near The Elm Farm, you MUST stay here. The house has so many hidden surprises….A MUST BOOK if available!

Kate's house in Gloucester is an ideal place to experience one of the best beaches on the North Shore. Kate's home accommodated the eight of us very comfortably; the proximity to the beach was second to none and Kate and Michelle's response to a couple of minor issues we had was expeditious and friendly. There aren't enough superlatives I could use to recommend Kate's place.

We had a great stay and with the rain the cabin was a cozy environment with plenty to do to occupy our time. Also it was close to some great restaurants and a winery with mini golf for the kids and adults only a 15 minute drive. Great location

Kitchen was stocked with snacks and coffee! Thank you! We enjoyed a wine tasting Friday afternoon and later sat outside enjoying more wine! We all had a wonderful time! Ended our days relaxing in the hot tub! Girls trip to Rockport on Saturday - only an hour away. Elbridge was a fabulous host and all was excellent! We would definitely recommend a stay❤️