Holiday rentals with outdoor seating in Gloucester

Beautiful home with water views, amazing location to walk or drive into Portsmouth or the outlets in Kittery.

Property was just as pictured, which I find extremely important. This spot is off the beaten path and quiet with a nice little walking bridge for a stroll. Close enough by car, to all the attractions of Glouchester when your ready to get out and about.

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.

Anh was a wonderful host! Her home was clean and was a lovely walk into town and the beach as well as a great park. We had a little one and it was great that she had some fun books and toys she could use. Anh was very responsive anytime we had a question. Our family enjoyed our experience very much!

Perfect hidden little gem in a quiet tucked away neighborhood of Marblehead. Visited this town a few times and this is the 2nd place we've stayed in. Both were great - in completely different neighborhoods. It was nice having our own parking space directly in front of the house. The house is pretty inside, bright and clean - very modern and updated. We loved having the TV's in both the LR and the BR. Not a thing I would change. It was nice having the private backyard for our dog - although she wasn't taking to the artificial turf for some reason! So we opted for walks around the lovely little neighborhood. Would definitely stay again! Hayley was a FAB host!

Beautiful home, incredible convenience of being able to walk down a trail to the market and cafe for everything you could possibly need (and then some!) and such picturesque surroundings -- including trails on their property along with Wagon Hill Farm across the street. This property is perfection!

We rented this air BNB for my daughters wedding weekend located in Gloucester. 20 minute drive so super convenient. We had 5 people staying at the house, and there was more than enough comfortable space for sleeping, showering, relaxing, and socializing. Owners were available downstairs in their shop if we needed anything. Beautiful home, views, and scenery. Enough parking for 3 vehicles. More than enough supplies available in the home. Towels, showering supplies, blankets, cleaning supplies, waters in each bedroom, washer and dryer with detergent, ironing board, many board games, cooking supplies, and I could go on! This home is better supplied than my home is now! Outside, furnished deck is large and comfortable. Very clean and comfortable. Also has a smaller covered deck. Our down time was enjoying the many, many shops right outside our door and walking the small street. We enjoyed this home tremendously and would re-visit and recommend to future guests! Darlene

This is the second time we have stayed with Karen and we love her place and her. She is truly a super host. This time being better weather than the last time her yard and garden were absolutely wonderful —just overflowing with flowers and plants. Karen is a friendly and cheerful person. Always a pleasure to bump into while staying there. This place works for us and it’s very near to where our son and his family live so we are staying again for a couple weeks in November. I highly recommend this place and Karen. Short walk to the beach and a short walk to the very interesting Cabot Street stores and restaurants.

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.

Joyce was lovely as was her place! super responsive, and the space was perfect for our family of 3!

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

We had a fantastic stay at this place! The house was spotless, with a fully stocked kitchen and bathroom that made everything super convenient. Thiago was incredibly helpful, attentive, and kind throughout our stay, which made the experience even better. We especially loved the jacuzzi area and the large, comfy couch in the living room. The entire place offered great privacy. Would definitely recommend it!

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!

Great location for our group. Lots of shops and restaurants within walking distance. Highly recommend!

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!

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!

Lovely trip back to Marblehead for my granddaughter’s graduation. This home was comfortable and great care taken to provide more than the basics making it welcoming and like home!

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.

The place was described and looked like the pictures. Nice location place was spotless,Even in the hallways and lobbies.Husband loved the snacks.(he’s a junk food junkie.) Nicely decorated and had everything we needed. We have been going to Hampton for a quick 3-4 day getaways for 35 + years and I would highly recommend this place.