Guest house holiday rentals in Cumberland County

We spent 3 nights at Smith Cottage. It was better than expected. Roomy, bright and has everything you need from a fully stocked kitchen, dishwasher and washer and dryer. Comfortable beds, ample space to store luggage and clothing. It's close to the beach and includes a tide table to help plan your beach walks. I would stay there again!

Sarah's place is fantastic! It is adorable, quiet and extremely comfortable. It is in a wonderful location and Sarah let us know about a lot of local places. We thoroughly enjoyed our stay with Sarah, and I look forward to staying here whenever I am in Brunswick!

Wonderful place with exceptional hosts. The layout was perfect for our group of two adults and two kids. Easy 2 min walk to the beach. We all agree the best food we had on the trip came from the restaurant and shop downstairs and the best way to start our day was with a homecooked breakfast at Tami Lyns place. We hope to make this our yearly spot and would highly recommend and come again.

This was a WONDERFUL 5 Star Airbnb experience. The Inn is historic, well-established, and charming in every way. The staff was courteous, the place was very clean and very neat. There is plenty of parking, two places to eat on site, including a Tavern that has a great local Portland Maine beer, very good wine and some wonderful food. It's a creative menu that satisfied all. The Inn has many rooms, ours had a King size bed and a Jacuzzi. Nice! The bed linens were seriously soft, the bed very, very comfy. It was very quiet too. Had a great night sleep. The on-site lap pool was delightfully warm. The Inn is a short walk to LL Bean, open 24 hours, so if you're a hiker, biker, kayaker or love the outdoors, that's a plus. The stay included a very nice buffet breakfast, lots of omelettes, oatmeal, fresh fruit, organic coffee, bacon and much more. It also includes afternoon tea, we arrived too late for that. We were here for only one night, we wished we had more time to hangout. We highly recommend Harraseeket Inn in Freeport ME. Of special note is the excellent communication skills of their General Manager, Chip Gray. He emailed, texted and promptly answered all our prestay questions. He's great at what he does! Thanks, Harraseeket Inn. We'll be back!

This is a great place to stay if you want a slice of life in the picturesque village of South Freeport, Maine. It's a very private location, and convenient for taking walks down to the water and around the village. The Airbnb itself is comfortable, quiet, and well appointed.

This place is so cozy, comfortable, and attractive. The hosts have thought of everything, and the little touches are much appreciated (the paper plates and napkins, the books you can take to read, the bathroom deodorizer, the little table in the closet, etc.). We have stayed here a number of times, and it's always a pleasure!

The place was beautiful and the hosts were great! It was the perfect distance to be walkable to the pier, but far enough away so we had peace and privacy. Overall I highly recommend Tami’s place!

Hillary's place is a hidden gem. It's a little circuitous to get into the neighborhood, and honestly, until the last few hundred yards we weren't sure what we were getting into. However, once we got into the neighborhood proper, we found a quiet community right on the water with a view into the city. The apartment itself is tidy and quiet, it's close enough to Portland to make it easy to get into and out of, and we felt like we had been able to get away from it all for a few days.

Great little airbnb on the island. Private and easy to get to! Everything was clean and had the basic necessities. Would definitely visit again!

It was a great spot for a weekend get away. Clean, quiet and convenient.

Heather was a great host - very communicative with a simple check in/out. The guest house was nice, featuring a waterfront view. While not too far from Portland, it is about 20 minutes which is worth considering if you like to come and go a lot. The guesthouse was a quiet, peaceful place to end each of the days of our stay!

David's place was perfect for my husband, my 4 year old and I. It was on a very quiet street, but close to everything. There were even some granola bars, k cups, and lindt chocolates, which were a great, unexpected touch. Everything was very clean and David was very responsive. We'd love to stay here again next time we are in the area!

Nichola’s home was in a great location, easy to get to both Freeport and Portland. The house was clean and had everything we needed for our stay. The check in/check out process was very smooth and the host was super responsive when needed. Would highly recommend this home to another guest.

This place is absolutely beautiful! There are so many beautiful little details that we loved about the place. It’s a work of art and felt so cozy. It was clean, warm, comfortable and felt like a home right away. The surrounding area is beautiful and it’s close to so many outdoor adventures. We stayed in the winter and the electric stove was so nice and warm! Would highly recommend staying here!

Cozy, clean, great bed, good shower. We came at Christmas when it was quite cold and were thus able to access the walking trails out in back of the property without fear of ticks. Lots of small thoughtful touches and beautiful poinsettias to welcome us. Phoebe and Nathan responded immediately to our queries. Easy check-in and we felt safe. The property was quiet. Very nice stay.

When I first walked in, I sat on the couch and said to my husband, "perfect, this is perfect!" The location was in a very quiet neighborhood and close to the beach and the hot spots down by the pier in Old Orchard Beach. Everything was within walking distance. EVERY picture and description of the rental was spot on. The entire unit was very clean and had everything that we needed for the week we stayed. Communication with Anthony was great and instructions for checking in were very clear. We thoroughly enjoyed our week and were very comfortable.

A million dollar view from the bed /living room! This was the perfect, quiet escape for a couple like us with demanding jobs. We watched the lobster boats with the provided binoculars, enjoyed a cozy fire with second-to-none sunsets and star gazing every night ! This place does have a lot of stairs to get down to the boathouse but SO worth it ! It is a bit of a trek on hilly dirt roads from town but the closest grocery stores and downtown Bath are within a 20 minute drive. Lexie was super responsive and accommodating and she gave us great recommendations for our vacation..Fred is super cool, has his own tree business and works on boats and wood working in his spare time. super nice couple !

What a lovely stay at Claire's Harasseeket Loft! It was quiet, warm and comfortable. I only stayed two nights but packed a lot in within those days as everything is a short distance away. Loved the shopping, eating, and meandering throughout Wolfe's Neck Wood State Park. Definitely do not miss that. But Claire's loft is in a beautiful location and well worth the stay. I would love to come back!

This place was amazing and Albert and his wife are amazing host ! The things they did for us without asking made our stay even more special 😊 small fixable problems but fixed right away , we will definitely be going back again !!! Thank you again for such a niece vacation !

We had a great time at William’s home - the surrounding area was beautiful and we felt right at home. The beach is a super quick walk away, and the bird sanctuary is right out the front door. It was also easy to get into Portland each day.

We loved our stay at Stephanie and Denis's guesthouse! The location was great - close to Portland but also close to Freeport, ME (home of many outlets and the flagship location for the LL Bean store). Of course, you're also close to lots of water for walks on the beach. The guesthouse was immaculate and the perfect stay for me, my husband, and our two mini dachshunds. The bed was super comfortable with nice linens which was great for a good night's rest after a day out exploring. The guesthouse has lots of light with large windows but also feels private and peaceful surrounded by trees and woods. We felt right at home and were welcomed by Stephanie, Denis and their pup, Luna. We certainly cannot wait to return. It was also really nice to have a parking spot and didn't have to worry about parking in Portland. We felt this lovely guesthouse was the best of all worlds!

Bernice’s place was perfect for our weekend away to watch our granddaughter in a hockey tournament. It is in a very quiet location, and the apartment is so cozy, clean, and welcoming! We would definitely stay again! Thank you Bernice!

What a beautiful place to stay...your attention to all the details was very much appreciated. We loved the welcome basket w/all your maine treats. the location was perfect, my daughter lives on lower dingley spring road, so it was wonderful to be so close. a great place to stay, we will be back no doubt.