Pet-friendly vacation rentals 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.

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.

Lovely house for our weekend getaway to Maine!

Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!

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!

My wife, myself and our pup loved our time at Christine’s. Thought it was a great value for the area and we appreciated how many little extras were included (snacks, beer, wine, seltzer, toiletries). Location is great for walks to East Prom or Old Port, and parking is a breeze with the dedicated driveway. It is a cozy fit if you’re a bigger person (I’m 6’ and I had just a few inches of clearance from the ceiling).

This place was super clean with incredible views. Highly recommend.

We had a wonderful stay in Angela’s beautiful home. It had great amenities, was super clean, and had everything we needed. Loved the pool and fire pit. The kitchen was roomy for cooking too. 5 stars!

Wife and I had a great time at Fairley’s place. Condo was as advertised, clean with all the utensils you need. The resort has a clubhouse with all great amenities. Location is great! We would definitely like to rent again.

We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Had a great time peaceful get-away with great mountain views. Climbing,swimming,snowboarding, and all outdoor sports within close distance. I would definitely stay again

Beautiful place to stay! Great amenities for the kids ! Will definitely go back ❤️

The place was so clean, quiet and peaceful. Secluded but so much to do in a short area. Can’t say enough good things. Will be coming back.

We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!

My family and I had an amazing weekend. Melissa was very responsive and flexible with checking in/out. Everything was clean, plenty of linens and towels, great location, comfy beds. 10/10. We can’t wait to be back!

Loved this cabin! The family and I enjoyed our trip to Maine. Eric was an incredible host, clear instructions for check in & check out. Will definitely book again when we head up north. Thank you ☺️

Central location, but was surprisingly very quiet and private. Kelsey is an excellent communicator and host.

The cabins location was secluded and private but not to far from activities everything you need is about a 25 minute drive away. The cabin had an amazing view and was stocked with everything we needed. The sauna was an amazing addition. We highly recommend. The house was spotless and the host was ver responsive. Overall we highly recommend this cabin and will most likely be returning ourselves.

We really enjoyed our stay here! It was close to Caswell farms which we were at for a wedding. Alison was so kind and helpful. She went above and beyond to make sure we had what we needed! Would absolutely stay here again.

GREAT FIND!! Don & Nina were fantastic hosts! We LOVED the location. We were welcomed with fresh flowers in a vase on the dining table, and we enjoyed our meals together there as well. We greatly appreciate how CLEAN the entire place was. The setup of their place was just perfect for us and our parents! We love to coo k, and the kitchen is well-appointed! The beds and pillows were very comfortable giving us a good night's sleep each night. The full-sized bedroom has a mini split which adds to the warmth or cool (whichever is needed). The master bedroom with a queen bed is large and comfortable. Our parents loved the two rocking chairs, and we enjoyed the comfy couch and chair. Even though we didn't have the greatest weather during our stay, we were able to get out on a kayak and enjoy the lake. The house is nestled in a very quiet cove on the lake and, because there is no public access to the lake, the entire lake is a fantastic find! This will be an annual stay for us now!

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

What a beautiful spot for a lovely weekend with friends. We enjoyed the contrast of exploring Portland, with the 15 min. escape back to this peaceful and beautiful home. This spot has everything you need, is comfortable for a group, and allows you to soak up the natural surroundings and space without being too much of a car ride away from the amazing city that is Portland. Would definitely stay again or even move in if I could :)

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.

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