Holiday rentals with outdoor seating in Portland

This cozy and beautiful home was squeaky clean and very well organized. Our kid enjoyed going up and down the staircase. We only stayed overnight but would have loved to extend our stay if possible. Would definitely recommend!

a wonderful place to stay.

Cathy’s place was wonderful for our family stay. Lots of space to hang out, everything is super clean, and Cathy provides everything you could need. She was also very gracious when we were not out by 10 AM, thinking that checkout time was 11. We would definitely stay here again and strongly recommended. Thank you, Cathy!

Amazing surroundings and views. The reserve loop walk is great.The perfect Maine coastal experience.

We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10

My family and I stayed at Michael and Naomi's home in Falmouth and we had a blast! Their home is lovely and comfortably fit 4 adults and a toddler. We visited in August and had a couple of sticky days and were so happy that they had AC units throughout the home. This allowed our toddler to nap and us to relax in comfort. Their kitchen was well stocked with various coffees, creamers and all the cookware we needed to make our meals. The home was a short walk away from Mackworth Island and a quick 5m drive to Portland. It made getting around so easy! Michael and Naomi were very responsive and flexible with our arrangements and we would absolutely stay in the future! We loved it.

Stop scrolling & just book this amazing home! Randy is an excellent, gracious & very responsive host! Check-in was a breeze w/ wonderful detailed instructions for the house and region sent in advance. This house is awesome, pristine clean, beautifully decorated and outfitted. Totally turnkey set up as they thought of everything one might need to cook, relax, sleep, explore and enjoy your visit! It's very evident that these hosts want their guests to have an exceptional experience and we did! Beds were comfy along with plenty of high quality linens and supplies. We truly cannot wait to return on what will be our regular road trips to Maine! We toured Boothbay, Chebeague Island, Brunswick, Portland, Kennebunkport, Freeport and Ogunquit while we were there. Yarmouth is awesome with super friendly locals! Close by, we found Rosemont Market, Maggie Mae's Cafe and Royal River Grille convenient options among many good ones in the area. Thanks to our host for the wine & chocolate!

The host was very accommodating and responsive! The place was spotless clean and even left us a complimentary bottle of wine. Would 100% recommend staying here! Perfect size for 4 people

Enjoyed our stay so much! Nestled into a picturesque and quiet town. Super easy to get to and from Portland without having to stay in the hustle and bustle of staying directly downtown. The house itself is charming and clean. Felt like we were coming back to our own home every night after exploring Portland and the surrounding cities. Plus, the banana bread was such a sweet and thoughtful touch. 10/10 would recommend to anyone!

We needed a place for my son’s externship. Setup for a long stay and feel like home. All the amenities made for an easy tradition to have everything provided and setup beyond expectations. Super quick and kind with any questions and concerns. Would highly recommend anyone to stay at this listing. A east walk to downtown and any site seeing.

Great little place. We parked our car and trailer right in front of the house, had takeout and a few groceries delivered (I think we used DoorDash or GrubHub), and got rested up for the next leg of our trip. Hyeri was super kind and responsive.

141 Studio was perfect for a couple for a few days near downtown Portland. The studio is great. Dan has renovated it in great style. The kitchen was great for our purposes. The layout of the studio was great for our purposes. Having the washer and dryer was extremely helpful and made our 10 day total trip work well. I cannot say enough good things about the studio and Dan's preparation of it. The scale only goes to five, but it is a ten. Thank you Dan.

Great location just a short drive into downtown. Also, we really enjoyed the local restaurants, ice cream stand, and coffee shop all within a few blocks of the place. The beds and coach are very comfortable, we would consider staying again upon our return. As other comments have mentioned, there is resident family above which I believe includes a younger child who can be heard running around a lot. This is an older building so I am guessing hardwood floors are throughout and that accentuated the noise.

Upper floor apartment with two fairly steep narrow flights of stairs for access: But the climb is worth it! This is a primarily residential neighborhood, very quiet and peaceful. Yet there are restaurants and bars just a few blocks away: the James Beard award winning Zu Bakery, the Ugly Duckling cafe, Smalls, and a low-key locals’ bar down at the end of the block. Apartment was spacious, with separate sections for dining, lounging, and a small built in desk/counter for working. Bedrooms are to the rear and quiet. Mattresses were quality & the apartment’s interior was super clean. It’s a shoes-off place, which helps. We appreciated the better than average knives, pots, pans, and the small selection of basic supplies, which included a good amount of paper supplies, coffee, etc. Thanks to Glen for being such a good host! This is what Air B&B is supposed to be like!

Very comfortable place with lots of character. Really nice neighborhood, just a ten to fifteen minute walk from the center of Portland and the old port area. We would definitely stay here again if we come back to Portland!

We had a lovely stay here for a long weekend, very large place but still felt extremely cozy! Great decor and lots of bathrooms and areas to hang out.

Great stay

Very nice stay! The location is perfect, everything you need is on site. I recommend it!

Wonderful little spot very close to the beach. Plenty of places to walk to from the location as well as a short drive to Old Orchard Beach. Would come back in a heartbeat!

We had a great stay at Tysons place. Its a perfect location, only like 5-10 minutes drive from Old Port. The home is clean and beautiful. Street parking was super easy. Always space right on the side of the home. Each room has its own A/C. Would definitely recommend staying at Tysons place!

This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

Great place! Close to the beach. Easy and fast communication when we needed to specify parking questions.

Julie’s place was very nice and very clean. The location was great, right across the street from the ocean. The kitchen was well-equipped and there was even a small basket of treats. Julie responded very quickly to any messages we sent. We would highly recommend this place.

We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.