Pet-friendly holiday rentals in Cumberland County

Kelsey was a great host, super responsive and allowed us to check in earlier due travel changes. The home was well-stocked with everything we needed for a ten-day stay and very clean upon arrival. Location is great; central to both small town and urban charm. Would definitely stay again!

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.

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.

Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!

Kevin's place worked really well for my two dogs and myself. There is a fenced in back yard. I liked the setup of the primary bedroom with the attached full bath and laundry. Comfortable bed! Very quiet neighborhood and very convenient to access other areas of Portland. I really appreciated the back deck setup. I need to find the comfy chair they have out back for my own home! Clean and usable kitchen. Nice stack of Maine materials and recommendations for local items to check out. Overall, a very pleasant stay, thank you!

We stayed at Kathleen’s charming place in and had a wonderful experience. The space had everything we needed and was also perfect for my husband and me to work remotely. I worked from the second bedroom with the daybed, while my husband set up downstairs. The location is within walking distance to everything, and Kathleen gave us some great local recommendations. We’d love to stay again!

Great location on the east end--residential with short walk to the Eastern Promenade and large waterfront park, as well as downtown and tourist amenities. Very efficient use of the small space. Because we wanted to take advantage of dining out, the lack of a kitchen was no problem for us. The bedroom was surprisingly large and bathroom a tad small, but overall a very homey and comfortable stay for a few days.

This cottage is perfect for Sebago if you own a boat. She has everything you could need for a stay on the water. I would love to stay here again this year.

Great backyard with a pool, hot tub, fire pit and privacy with the woods.

Very reasonably priced cozy rental home, near lots of lakes, and in a private setting. We enjoyed celebrating Father's Day wknd here. The open floor plan is great for groups with a nice long dining table and full kitchen to cook, enjoy meals, board games, and conversations. Moose Pond is lovely, and a short walk away. There are plenty of nearby lakes as well plus restaurants with good reviews. Would recommend this home for a nice escape and to enjoy relaxation with family or friends.

We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!

We had a great stay at the house. Chris and Nadine were very responsive and helpful with information. The house is so comfortable in terms of layout and has everything you need. We enjoyed sitting by the fire and relaxing at the end of the day. Would highly recommend this home if you are staying in the area.

Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!

Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

The place was amazing and so was Susan! the responsive time was less than 10min even as late as 2am. we stayed for 3 nights and the house was def one of the best parts of my trip. Susan was quite flexible with timings and also with extra guests visiting for a while. The place is close to Back Cove, that has amazing views. overall, I love the place and would love to visit again

Christina’s place is awesome! Cozy, centrally located on the island, and stocked with everything you need for a great stay. We were very comfortable! Loved the afternoon sun on the back deck and having a fire pit out front in the evening. A bonus that it’s dog friendly! Christina was very responsive and helpful. We hope to be back again!

Cody is the greatest host. He was very genuine, and responsive with everything. This little home will be one to remember. It was very comfortable and peaceful. I would come back again! 😊🙏🏽

Laura was a great host. We stayed at her place for a night to split up our drive from MA to Bar Harbor. We almost didn’t want to leave! Very clean, comfortable and easy check in. Laura was also super helpful and responsive and even gave us a great list of things to do in Acadia. We 100% recommend her and her place, you won’t be disappointed!

Melanie was a welcoming host who was helpful and responsive. We enjoyed chatting with her. Her place is cozy and perfect for a getaway. Paddling the pond was great, and the area has so much to do if you like being outdoors. We look forward to coming back to stay again.

Steve and Desni's Lakefront home was spectacular! The lakefront views were stunning. The house was as described and provided everything we needed for a wonderful family vacation. Was very clean and tidy upon arrival. Room layouts provided ample space for our group of 10 (could have fit a couple more comfortably) and included all the amenities for indoor and outdoor fun! Zero complaints or cons for renting their home. Would highly recommend it.

We had a great stay at the Barn'acle! Julia's home is located just a short walk from many great restaurants, cafes, and shops, as well as a quick drive from Wolfe's Neck Woods State Park and several other attractions. The space has recently been renovated and was very clean. We would love to stay there again next time we're in Freeport.

The views were amazing and the place was perfect! They’ve thought of everything (beach chairs, extra linens, coffee) and the flowers and birds make the property even more lovely. I stayed with my daughter and there is privacy within the space. The beach is a five minute walk from the house. We will definitely stay again!

Lovely cozy cabin! I went mid-May, which probably isn’t the best time if you want to enjoy local activities. But it is a good time if you want to just relax at the cabin. The host were really nice and accommodating. Would definitely stay again.

Rachel’s place was extremely clean and comfortable. It was the perfect place to spend a snowy and stormy day with our pup. Very convenient to get to Portland. Close to grocery store and anything you might need. Rachel was very quick to respond when we had questions and had ice melt delivered for us same day which was a huge help in the storm.