Vacation rentals with outdoor seating in Cumberland

Our son, his girlfriend, my husband and I enjoyed staying at the cottage in late October 2024. The location was quite scenic as it overlooked Casco Bay, near Portland, ME. The host made suggestions that we followed (bringing firewood & blankets). The kitchen was equipped with utensils & coffeemakers. The neighborhood was quiet. We enjoyed walking in the local preserve along the water and took advantage of visiting the Portland Museum of Art and eating at The Honey Paw, an Asian fusion restaurant.

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!

This is the 2nd time I've stayed at Emma's place. I came both times for a workshop and ceremony that took place in both Freeport and in Portland. Drives to Portland were the longest, and not too taking, and I chose to stay at Emma's place BECAUSE of the way the house holds me: the spaciousness, the attention to art and wisdom, the lighting and unfussy-yet-design-inspired furniture choices, the plant life, the textures and colors: all these things are soothing and welcoming. It was a pleasure to drive "home" exhausted, knowing what it feels like to open that back door.

Jeffrey’s guest house is super special, it was amazing to be able to look out every window to experience coastal Maine and so serene and peaceful. Located on a beautiful property right on the bay in a wooded setting. Very private and quiet. We absolutely loved our stay - in fact we extended it another 3 days to be able to enjoy it longer. Jeffrey was very accommodating and even credited us for the 2nd cleaning fee charged by Airbnb because we needed to change our payment method for the extended stay. I can’t say enough about the comfy bed!! I felt like I was sleeping in a cloud with super soft sheets and perfect mattress. I wish all Airbnb hosts were as thoughtful about the personal touches as Jeffrey. I had to work a bit during the trip and the internet was very stable and easy to connect to. It was a perfect retreat for us. Highly recommend staying here! We will. Definitely will Return!

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.

Haj was the best host. Giving us (and the dog that didn’t come) the nicest welcome. The house is beautiful, clean, well-equipped in a gorgeous private setting. Many thanks to our hosts for a memorable family weekend!

We stayed for eight days and loved it! It surpassed our expectations and the open floor plan allowed our three generation family to spend great time just talking and spending quality time together. We were met with some great snacks when we arrived which came into handy after a long day of traveling from the west coast. We were captivated by the beautiful landscape including amazing eagles plunging into the waters and catching fish. The changing tides meant the landscape and natural activities were always providing a new show to enjoy. We loved everything about this stay and would highly recommend it!

Ned and Raechel were great hosts. We had a large party with kids ranging from 2-18 and there was plenty of space for everyone. We didn’t have to reach out for much, but when we did they were super responsive. The location is super close to downtown Portland. Would recommend to anyone and will definitely be staying again when we’re back in the area.

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.

We love it here! Our second time staying here and it was as great as the first time. We can’t wait to stay again!

Cute place! I enjoyed my stay. The hot tub was hot when I arrived, which I didn’t expect but highly appreciated!

Great location— a nice neighborhood to stroll around in and also close to the main city center (~10 min drive). Bill was responsive as well and the checkout was quick and simple. The deck was great for grilling and our group had a wonderful time!

Alex was very communicative and the location is perfect for easy access to downtown Portland. The space was quiet and private. The designated parking spot is also a great perk given how much of a hassle it can be to park in downtown Portland. Definitely recommend staying here!

We were so happy with our stay here. The space was comfy, cozy and quiet. Also had everything we needed. Venessa’s communication and instructions were superb!

Jennifer’s place was perfect for a night in Portland with my husband and infant daughter. The space was clean and comfortable, and the location is great! Would love to stay again!

This was a great, comfortable space and convenient to everywhere we wanted to drive in Portland! Barry’s instructions were clear and easy to understand, which made finding the house and getting in easy. There were also little details that we valued, like leaving out bowls for our pup travel companion :)

I would recommend it 100%

Very nice stay! The location is perfect, everything you need is on site. Recommended!

Thank you for letting us stay with you. We had a fantastic weekend

Such a cozy place! I was on a trip alone and I felt so comfortable and safe. Definitely a place I’m booking next time I’m back in Maine.

Great place to stay if you want to be close to downtown but with a larger, comfortable space. The place is exactly as described, exceptionally clean and tastefully decorated. No dollar store products here! The ground coffee and half and half really made it feel like we were staying at a friend’s home.

This was a teeny tiny condo (<200 sq ft!) but spotlessly clean, well appropriated, and a great location. The bed was comfy and the loft area was tall enough to sit up and move around. It was a 5 minute walk to Pine Point Beach. There are about dozen other tiny cottages in the condo association, clustered around a central parking lot, so if all of them were full there wouldn’t be a ton of privacy but we were there in the off season and it was peaceful and quiet.

We only had two nights at Dave’s place but wish we could’ve stayed longer. The decor was great and matched the Maine vibe while it also had all the modern amenities an Airbnb needs. Only ten minutes into the centre of Portland and very close to the beach as well. We didn’t use the kitchen but it seemed to be fully stocked. The washer and dryer were also very much appreciated. Would definitely recommend!

Beautiful views, great live music heard from the balcony! Thank you for sharing your wonderful home with us!