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.

This was the perfect home to host us as we got ready for my sister's wedding in Gloucester. It was close enough to all of the activities we had planned, and large enough to host a large bridal party as we got ready. I loved that Patrick sent clear and informative instructions before our arrival. That made check-in a breeze. The driveway was a bit treacherous, but that's no ones fault! We didn't get to spend much time at the house, since most of our stay was spent running around. It was a beautiful home, in a very quiet neighborhood. Luckily, we didn't need to reach out to Patrick at all during our stay since everything went smoothly, and again he covered everything ahead of time. He provided everything we needed to follow his check-out instructions efficiently. It was a bit expensive for just a couple of nights, but it was a very spacious and accommodating home.

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

A fantastic experience. The house was very clean and a great place to relax. We vacationed with our young family and there was plenty to do at the house. The house is set up great with games, books, and supplies. The house and backyard are better than the pictures. I would book again. The beach is a little bit away, but it is a beautiful walk and a great beach. Tom was a great host.

Cozy & comfortable house & convenient location for our visit to Gloucester for family wedding. Loved that it was walkable to market for coffee or lunch AND the beach. Weather not great while we were there but lots of games, puzzles, etc in the house to keep us entertained. Diane was very attentive, offered early check-in which we took advantage of. Highly recommend.

Fantastic spot! Incredibly clean, homey, and has everything you need. Her backyard was a gem to get some needed R&R. Highly recommend!

The perfect place to rest after a long day exploring the area! (little harbor lobster rolls are even better the second time)

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! ;)

Comfortable, well-appointed, and in a great location. Maria was very nice and easy to work with. Thanks!

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..

This is one of the most wonderful set-up airbnbs I've stayed at. Joyce thoughtfully provides all of the key items needed, plus extra fun amenities such as local magazines and well-chosen books for the location. A very clean apartment, with a lovely view of the marsh and walking distance to the beach. Joyce was proactive to check-in with us to make sure we had what we needed.

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

A lovely place that was charming and comfortable. Location was great for sightseeing locally and eating out

great location, stayed for a wedding in Ipswich. convenient location and clean

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.

Kelly's place was pristine and perfectly comfortable. Everything was as advertised and Kelly was a super responsive and helpful host. Would highly recommend this spot to anyone looking for a peaceful home base in Salem, a little apart from the chaos.

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

If you’re looking for a place to stay in Marblehead, this is it. The house exceeded our expectations—it was quaint, cozy, and offered a stunning view overlooking the bay. It had everything we needed for a relaxing family getaway, and was within a perfect walking distance to all the best shops and restaurants. We couldn’t have asked for a better spot!

The Porch House is the perfect place to stay in Salem. Alex & David were gracious and dependable hosts. Everything was easy and detailed. The house is gorgeous, perfect creaky wood floors and lovely natural light, comfy beds, all the necessities and lovely extras like local coffee and a welcome treat. Alex offers great ideas for your stay. The location is perfect..just steps away from the busy tourist area, but quiet and lovely. Any way you walk from the house there are things to do. Being close to the Commons is delightful and we loved coffee on the porch and watching the locals walk their dogs. It’s incredibly clean, full kitchen, great linens. Minutes to walk to the wharf, the center of town or the other restaurants and coffee places around. Right across the street from Goodnight Fatty which will thrill you if you like sweets. If you are lucky, you’ll meet the gorgeous house cats. Thank you for making our stay so lovey.

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.

This AirBnB was perfect for the six of us in town for a wedding. Not only was it clean, but having access to the kitchen and two full bathrooms was incredibly helpful. Interior was beautifully decorated and well maintained without feeling too stuffy or sterile. Very cozy and felt at home while traveling. Even though we had to take a few flights of stairs to access, it didn’t feel like a burden. Host was extremely communicative and helpful the whole weekend. Even though it is a condo, you feel like it is truly a private residence the whole time.

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.