Apartment holiday rentals in Cumberland

Great location close to downtown Portland. Lots of walkable places close by for coffee and breakfast. A little farther to some unique restaurants. We Uber'd a lot which worked out great to avoid parking around Portland. We would definitely secure this nice place the next time we come to Portland!

We had such a cozy and comfortable stay! The space was thoughtfully stocked with everything we needed and the little touches made it feel extra welcoming. The location is also superb! Extremely walkable and close to tons of amazing restaurants. One of our favorite parts was starting each day with a walk along the Eastern Promenade which then led us to make our way into beautiful Old Port. Meredith is a wonderful host- so kind and friendly. Her pup is extra cute too. Highly recommend staying here if you’re visiting the area!

This BnB was perfect - about 15 minutes from Portland. It was super peaceful, and we felt right at home; we never felt unsafe. The people in the area were also very kind and helpful as we didn’t know much about the area! :)

Loved Stephanie’s house. Beautifully decorated and thoughtful amenities. We hope to see you again in the immediate future!

Beautiful little house built onto or converted from part of the host's house. Very cozy and comfy, lots of interesting things inside the space too. Susan and Kyle were both very kind and they had made a helpful directory for the area. Easy drive to Portland with everything you needed nearby in Falmouth as well while not being in a busy area. Really nothing is missing from this location and we would recommend it to anyone visiting.

Kellie’s home was welcoming and lovely to stay at. Perfect for our short trip home!

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.

We were in the area for a family gathering and were so glad to have found this great listing. Quiet location, helpful hosts, comfortable bed- we had everything we needed. A bonus is the pretty walking trail along the river. We look forward to staying again in the future !

This is the second time we have rented from Heather and we would definitely do so again. The view from the deck is stunning. The kitchen is well equipped should one want to prepare meals. The apartment is immaculate! The apartment is quiet and the information sheet provided by the host regarding house rules and information on how to work the coffee maker and tv was extremely thorough. Any questions were answered promptly and courteously. We look forward to renting from Heather again.

My husband & I really enjoyed our stay at Nicholas's place. Only a 5-min. drive to downtown so easy access to everything ($5 All Day Parking Lot at the end of Commercial St (near Becky's Diner) will save you a ton! Lots of great food (The Friendly Toast for amazing breakfast, Luke's for best lobster rolls, Coffee Me Up for lattes/bfast sammies). There is a cute coffee/smoothie shop (The Conscious Cup) right next door to the air bnb. An ice cream shop &Thai restaurant also right there. Do a trolley tour that goes to the Portland Head Light & take the ferry to Peak's Island for a nice boat ride. Some traffic noise being located right at the corner but nothing extreme. Getting in/out was easy, but the light by our stairs was out so we walked up carefully at night. Extra bedding/towels were mentioned but only a fitted sheet, pillowcases&a new pillow at the back of the utility closet were present. The extra bed pillows/fitted sheet saved us as night. Convenient smart TV. Overall A!:)

This lovely property was perfect for us. The host really knows how to “think like a guest” and has anticipated what will make you feel comfortable and at home with numerous little extras. The apartment is beautifully decorated and the bed and furniture were comfortable. Will definitely book on our next visit.

Cute, clean and comfortable.

We stayed here for 2 nights as we explored Portland & Freeport. Very cozy studio apt., comfy queen size bed. It was clean & nicely decorated, with plenty of towels for our use in the bathroom. My husband & I would stay here again if we were in the area.

The loft was just as it was pictured - even better! It was perfect for 2 couples with 2 king bedrooms and 2 baths. The water view from dining room was lovely - we spent hours playing games at the table and just enjoying the view and loft. Jennifer is an excellent host and responds quickly to any questions. I highly recommend #301!

Very clean and great location. Close to the airport and a short drive to the highway to get wherever you're going. Tucked away just outside of Portland, Westbrook, and downtown Gorham with lots of convenient options for restaurants, groceries, gas, coffee, and even local farms. The two units above the barn share walls, but we never heard the other guests during our stay. There was mild noise from the road and planes (due to proximity to the airport and landing patterns) but nothing white noise won't block out from a fan or music streaming app. After a while we didn't even notice it. Jessica was super quick with her responses and I would definitely stay here again!

Lovely stay while visiting Windham. Cute, cozy space with everything we needed. Beautiful grounds. Highly recommend.

Great stay. Would stay again.

Stayed in the Tower Suite after a hard pivot due to Bonnaroo cancellation. Our hosts were incredibly responsive and kind. I appreciate this bnb strongly encourages guests to be quiet and courteous. It was a lovely reprieve from the music festival camping we were coming from. In unit washer dryer was a life saver. The bnb itself is a super short drive to some awesome restaurants. Hot Suppa and The Front Room were notably good eats. The Tower Suite was beautiful and clean. 1000% would come visit again. Thank you for having us!

David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.

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.

This was our 2nd time staying at a unit hosted by ace on this resort and we will definitely return again! You get that private feel of a home with all the benefits of a hotel, not to mention beautiful Mountain Views when you step right out the door! Great location, 15 mins from Conway and we drove 30 min the other direction for the Mount Washington tour drive and we still wish we could’ve stayed longer. Our dog was more than welcome for a small pet fee. Highly recommend!!

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.

Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️

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