Pet-friendly holiday rentals in Portland

Gregory was a pleasure to deal with and this stay was exactly what we were looking for!

Everything was as described and more! With a wonderful location close to town, good privacy, and so much space inside with many commodities we wouldn’t even think of. Even our dog had a fun filled week with us. We hope to visit again, it’s just the perfect home away from home. Couldn’t recommend a better place to stay.

Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!

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!

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!

This house was perfect for me and my guests! All 7 of us fit perfectly, It didn’t feel too overcrowded! We loved the beautiful view off the deck and the hot tub was an amazing touch! The house was very clean and had everything we could’ve needed. I loved how clear the instructions were for everything and how responsive the hosts are if you need anything!

Really really loved our stay at your place! And the interior decor was to die for! Super walkable, easy 15-20 minute walk down to the old port strip (shops and restaurants) great scenic overlook, coffee shops, and additional restaurants within the surrounding blocks. Nancy was proactive and gave clear instructions for check in, the stay, and check out. Would stay again!

Such a great little spot in one of the nicest corners of Peaks Island! John was great, being flexible with me when my arrival time needed to be changed up. Would visit again and again!

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!

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!!

this house was perfect for a girls weekend getaway!! spacious and beautiful, still super close to all the activities in portland, but wonderfully peaceful! it was too cold to use the pool but it looks great and I would love to book this house again later in there summer to be able to use it! the beds were super comfortable and easy off street parking. thanks for a great stay!

Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!

Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10

We loved our stay! A week was not long enough! Very open layout with lots of space. We loved having a washer and dryer! It was a pleasure to talk to Tom! Really a person you could talk to hours for! We left feeling like family, and couldn’t recommend the place more! If you’re looking to visit Maine or even the big city of Portland, I would recommend you look here. Being out in the country sheds a different light on all that Maine has to offer!

Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!

Off the grid enough to feel completely alone in the woods, but close enough to where you can get dinner or find other things to do with only a short drive. Highly recommend.

This was a great place to accommodate five or six people. The kitchen was well equipped with all the tools we needed to cook at home, including several spices. We enjoyed a lovely patio to sit on in the back. There were a few board games available that we enjoyed. This was a great option!

I was very satisfied with my stay at Samantha’s. The location was just right for the places i needed to go during my stay. The space was alsi welcoming with good amenities. I was especially happy they allowed my dog and the fenced in back yard made it easy for me to give her room to roam without a leash. If your looking to spend time near the water and Portland, especially if your traveling w a dog this is a good option.

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!

Amazing place. Very peaceful and cozy! And super clean, definitely felt at home. Wish I could stay forever Amazing communication and attended our needs

This home was fabulous! The space was clean, lovely, and so comfortable. Additionally the neighborhood offered but walks in nature and restaurants/stores. I wish I could go back next month!

An absolute gem of a place in the perfect location. You can walk anywhere from it, it’s in the action but also quiet at the same time. Was the perfect place for the perfect trip. Heidi was so nice and helpful!

I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.