Holiday rentals with outdoor seating in Gloucester

Oh my goodness. This place was a DREAM. Such a beautiful home with a view you can’t top. My husband and I stayed with our children and two friends for an east coast summer getaway and we could not have found a better place. Awesome setup, view, and Gaby could not have been more helpful. We would love to stay here again.

Having been to Gloucester many times but never having stayed near town or the harbor, I was looking for a place that would allow me to walk to restaurants and the harbor. Peter's was ideal for that. It's close to the beaches and main roads making it easy to travel to Rockport, Dogtown, the beaches, etc. The townhouse was quiet, clean, and inviting.

My son was graduating from Landmark High School. He is a boarding student so we needed a place close by. There was room for his extended family. The kids loved the games and activities.

I can’t thank you enough for letting me stay in this beautiful location. I’ve been going through chemo treatment and trying to find beautiful places in between treatment to enjoy. This place was a fav. Which I sort of want to keep to myself. I didn’t have a lot of energy to do a lot but it was exactly what I needed. Parked my car and left it behind. Watched the tide, walked around a beautiful place with my dog. I couldn’t ask for more.

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.

Maggie is a gem! Not only was her lodging clean, spacious, and in a perfect location for touring Salem, Maggie added personal touches that really made the location stand out. From a guide book that she’s created with recommendations on things to see and places to eat, to cupcakes and goodies for the kids (and us!), it really was a perfect stay for a weekend getaway. If I’m ever up that way again, I would not hesitate to book with her again!

Our stay was so peaceful and relaxing. I loved reading on the front porch, the house is just adorable. You are able to take a short walk to the beach. Diane thought of everything, as far as beach towels, toys/games for kids, and a fully stocked kitchen. We were able to just relax and not stress about what was needed. I

We cannot praise Mimi and Manny highly enough. The place was beautiful, with every amenity needed to feel at home. Our hosts were friendly, responsive, and charming. They went out of their way to make us feel welcome and comfortable. The unit was spacious, clean, easy to find, easy to check in, and peaceful. We particularly enjoyed the front porch. We stayed for three nights, and our every need was met. Highly recommend both the place, and the hosts, for anyone needing to stay in the area.

Graham's place was very enjoyable to stay at! We were very comfortable and everything was very nice.

Karen and Brian were wondering hosts. Extremely accommodating and made us feel right at home. Highly recommend their apartment. It was so adorable and clean and had everything we could need and more! We would definitely come back again!

Xan’s place was such a gem! Beautiful views and beautiful location. Loved waking up and being able to walk to the different coffee places and enjoying a drink on the balcony. The house had everything we needed. Super comfy beds and clean towels/linens. Slept like a baby listening to the ocean every night. This house was perfect location - Close to the beach, the shops and restaurants. Having a parking spot was also a huge bonus! If you come to Rockport, you have to book this spot, even if it is just to see the cool window in the bathroom! ;)

Great place to stay, and hosts were very friendly and responsive. One note.. not related to the unit or the hosts but to navigation to the unit ... our GPS had us drive right past it and then drive around the block and attempt to pull in from behind which is impossible. So if you choose to stay here, and you should :-) , be aware..

We had a really nice stay. It was quiet, cosy, close to the beach and easy access to the surrounding area. Maria was accommodating and flexible.

We had a wonderful four days on Plum Island. It has been a special place for me and my wife throughout our life together and discovering Joyce's rental makes it likely we will return soon again to enjoy all the island and Newburyport continues to offer. She was wonderful as a host and the apartment was exceptional.

This was the perfect place to stay in Ipswich! Clean, beautifully furnished, and easy walking distance to town. Will definitely stay here again!

We stayed at home port for a quick trip home to visit family and loved it! The softest towels of any Airbnb or hotel I’ve ever stayed in, super cute and charming decor, the property is beautifully landscaped with easy parking. We walked to get dinner our first night and were grateful for the air conditioning as it was very hot out our second day. This is a great Airbnb!

Our family really enjoyed our long weekend at Donald’s place. The location is great, right in the middle of Marblehead, walkable to old town and the various shops and restaurants that dot the area— a great base for visiting friends and family on the north shore. We’ll definitely look to stay here again if available the next time we’re in the area.

Located in a lovely neighborhood, this place is a gem! So well appointed, there was nothing we could have needed that wasn’t there! The decor was beautiful and Kelly provided so many extra touches. The kitchen was well equipped, including spices, Keurig Cup Pods, tons of dishes, and utensils. The bedrooms were lovely and very comfortable beds. We can’t wait to come back!!!

We spent a few nights and had an amazing time right by the beach very peaceful it was great will definitely stay again

This was the second time we had stayed at Kristin’s. We loved it so much last year we had to come back! Nothing beats the view from the rooftop deck. Everything you need, to include ample public water access, is just a short walk. We plan on making this a yearly stay. The fact you can bring your pup is an added bonus!

What a gem!! Ana's appartement is amazing. The bedrooms are large with good mattresses and furniture. Kitchen is great too. There is a nice patio to sit on at the back. Ana's house is extrememy clean, cosy and very well maintained, we will definitely stay here again when we visit Boston!

Alex’s place was awesome! She was great at communicating leading up to the stay and very flexible. The location is perfect, walking distance to everything. 10/10 would recommend!

Had a wonderful one night stay at Bryan’s place while visiting family. Home was extremely clean and quiet and had everything we needed. The provided snack basket/water was a nice touch. Would definitely stay again.

Very comfortable place with deck where our dogs could be outside with us while we enjoyed the weather and a glass of wine. Kitchen well-equipped with everything we needed to cook and enjoy ourselves. The nespresso machine was wonderful. Also, Starbucks was just a short walk. The in-unit laundry was very convenient. The college was also a short walk where our pups could enjoy some green space. There is a park by the beach which is also a short walk, it was a little harder to get there because one must cross a busy street but, well worth it, once you got there. Downtown was a bit of a hike but, again well worth it once you were there and you did not have to worry about parking. We really enjoyed our stay and highly recommended this condo.