Holiday rentals with breakfast in Cumberland County

We had a fantastic stay at Renée and Roger’s place in Scarborough! The space was clean and the bed was incredibly comfortable. We especially loved the screened-in porch—it was such a nice touch. The location was peaceful and quiet, making it an ideal spot for a relaxing getaway. We truly enjoyed our visit and would happily return.

Can’t say enough about the location and for every bedroom to have an ocean view is spectacular. Even packing up to go, while enjoying the view, was not laborious. Will definitely want to return. Kitchen was well-stocked. Gino was a great at communicating.

Absolutely lovely! A very unique space with the perfect balance of quirky retro cottage meets family lake house. We loved spending time outside whether it was on the dock and in the lake or relaxing on the screened in balcony upstairs! Would absolutely do it again!

I had a great stay at the Doll’s House! Perfect location close to the walk around Back Cove, close to all downtown Portland had to offer… but in a quiet neighborhood that felt very safe. Neighbor was out gardening most mornings. Great coffee in the morning, well equipped kitchen and comfortable house all the way around. Bed & bedroom were great & cute backyard. Pamela was easily reachable and responded to any and all of my questions. Thank you for a great stay!

Had a wonderful time at Daniel’s Airbnb! We were greeted with a warm reception and delicious apple cake with delicious sweet tea! I can’t say enough good things about Daniel and his beautiful home. We felt right at home. He gave us great recommendations for restaurants and things to do in the area. Our accommodations were very comfortable. Best part was the delicious breakfast with coffee and tea and scrumptious omelette with homemade hash browns! I wanted the recipe! I highly recommend Daniel’s place, it made our vacation a little more special! PS: Reds Eats in Wiscasset Maine was the best ( Paul Newman and Robert Redford ate there too) Thanks for the recommendation!!

Dr. Jerr is a very kind and generous host - he provided us with fresh coffee and breakfast snacks each morning during our stay. We loved the location on Cape Elizabeth, close to Portland, and to many beautiful coastal and woodland trail walks. We came home laden with fish, flash frozen from the fish markets in Portland - thank you Dr. Jerr for your recommendation. We would wholeheartedly recommend staying with Dr. Jerr for exploring the stunning Maine coast and hope to find ourselves back on Cape Elizabeth again next year. Tom & Gillian Hamilton

Jen is incredible and her place is beautiful! So nice and spacious. We only stayed for one night but would definitely stay longer/again. She responded so quickly if I had a question and even was so kind to leave me a birthday card with decorations on the table for my arrival. Amenities were wonderful, beds so comfy, if you need a place in Old Ochard look no futher!! ❤️

This is what an airbnb should be. We’ve rented many bnbs over the years and Christine’s place felt like home. The surroundings are beautiful, and the house is charming, exceptionally clean and welcoming. Yarmouth is a great town as well, just a stones throw from Portland and the coast. We really couldn’t have asked for a better host or place to stay to enjoy the beauty of Maine :)

I really enjoyed my stay! Great

Very comfortable apartment in a quiet neighborhood in the west end. Walkable to everything. The beverages and snacks were a nice touch. Kimberly was very responsive to my one request.

Thoughtfully designed and appointed place - has all the things you need and Marcia makes it very easy to get in and check out. Easy to get to Lewiston, Brunswick, Portland and everywhere in between!

Wanting to go camping without all the work?! Definitely check this place out, well worth the stay and felt like we were glamping in the middle of nowhere!

Loved this stay! Caron was very responsive and the house manual was very helpful. Would recommend this to anyone wanting to visit Portland!

We had a great stay. Steve was very responsive and accurate with his description of the listing.

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.

Kimberly 's place was perfect for a solo female traveler visiting Portland for the first time. The location was quiet and a short walk to downtown/Old Port. I never felt unsafe walking around the neighborhood. The bed was very comfortable. The snacks and toiletries were also very appreciated. I would happily stay here again on my next visit to Portland!

Kelleigh and Dave are the perfect hosts. When we arrived, we were warmly welcomed with our 6-year-old daughter and, on request, informed directly about all the special features of the place. The two were extremely helpful throughout our stay and were able to give us many good tips for the area. Particularly noteworthy is the beautiful and well-kept house, the sparkling clean rooms and the cozy and warm atmosphere. The whole thing was only surpassed by Dave's unique breakfast. It was pure pleasure to be able to look forward to the delicious and varied creations every morning. The food was incredibly creative, fresh, healthy, and all in all a culinary highlight of our three week tour of the United States and Canada. We would come back anytime and thank Kelleigh and Dave for three unforgettable days in Freeport.

The grounds are beautiful and the inn is very clean and charming. Jill is so friendly and quickly responded to the messages I sent. My husband and I had a quick visit but enjoyed a delicious homemade breakfast (French toast casserole, ham and egg bake) before we left! I would definitely recommend to anyone visiting the area.

Christine was gracious and kind by giving me time to myself when I needed it and being helpful and accommodating at other times. She very kindly provided breakfast in the morning and good advice on taking a more scenic and enjoyable path to my next destination. My dog was treated very well. The bedroom was very comfortable and I would gladly stay there again. Thank you!

beautiful place, cozy room, amazing breakfast, lovely people, thank you so much!

This is the second time I've stayed with Marsha and Steve and I never wanted to leave! Their home is beautiful and welcoming, as is the island. Can't wait to come back :)

Great place to stay! Perfectly walkable for a shopping trip, clean and comfy room!

What more can we say - wonderful experience and wonderful hosts! We greatly enjoyed staying with Gretchen and Keith and found them to be great people - friendly, accommodating and welcoming. The room was as pictured and described, in a great location, the breakfast by ‘Chef Keith’ was delightful. If you’re considering staying here, do it. We’ll be back!!

We only stayed for one night but had such a good night's sleep! Peter and Karen were the perfect hosts. Responsive when we asked questions and were very accomodating! We particularly enjoyed the warm, bathroom floors and the spruced up studio. 10/10 would recommend to other travelers :)