The Captain York House

This house was perfect for 4 families with active children! Plenty of room for everyone to spread out and the kids loved the game room. The view from the porch is gorgeous (we spent most of our time there) as are the flower beds around it. The yard is big enough for kids to run around and play. We enjoyed walking to the cove at the bottom of the hill each night to look for sea glass and shells. The only drawbacks are the kitchen is a touch on the small side and the roads by the house can sometimes be a bit busy. These minor things are good to know but wouldn’t deter us from returning. It is perfect for a group!

The Captain York House was just what we were looking for! We were a large group all wanting to stay in the same place, but we were also worried about feeling crowded. During our stay, we found so many places to gather in twos, threes, fours, or as a whole group, that we never felt like we were in each other's way. We had everything we needed and more!

Property was just as described. We enjoyed all the space, walking to the restaurant and the cove at the bottom of the hill. Even caught some striper bass one evening. Air conditioning and WiFi worked well and owner responded to emails in a timely manner.

We had 3 families, so the separation of space was great. One suggestion would be to include soap and shampoo in the bathrooms. Air conditioning was nice to have. Kids loved the game room.

Brianna’s Bailey Island house is spacious, beautiful, and charmingly historic; yet it has been updated to have all of the modern conveniences. Our group had four couples and four very young children. We all had our own spaces and never felt crowded. It is very kid friendly. The kitchen is extremely well supplied and had everything we needed during our stay. There are seven full bathrooms and tons of towels and bed linens. We enjoyed sitting on the spacious porch and strolling down the street to Cook’s Lobster and Ale House to eat or view the boats and shoreline. There were even delicious ripe strawberries in the flower bed! This house is a wonderful jumping off place for the Botanical Garden at Booth Bay, ferry boats to Monhegan island, day trips to Portland and Freeport, and many walking trails. The last afternoon we took a two hour schooner sailing trip in the bay near Cook’s dock. I highly recommend that! Thank you, Brianna, for being such a responsive and helpful host. We all agree that we want to return in the future.

House is beautiful and spacious I left a message to talk to property manager for a callback

We stayed in this house for a recent family get together and had an amazing time. The home is conveniently located walking distance to a few restaurants, the cribstone Bridge, and is a walk or short drive away from a small and beautiful beach. There was so much the island offered, and the liason was ideal. The property has a yard and nice deck space for spending time outdoors. The home has a unique layout that allowed for space for kids to play. Home was equipped with kids games, puzzles, and books for kids and adults.

Great house and location for an extended family location on beautiful Bailey Island. The house is older but we viewed it as a vintage, classic house that slept 14 comfortably. We did have some problems with the air conditioning- it was really hot, but we managed. We also had trouble with the oven and while we were able to communicate it to the owners, we did not get it resolved, which was disappointing. There was a small kitchenette in the guest portion of the house with a fridge and small stove, but it was difficult cooking for 14. We also found the tv/dvd player in the basement didn’t work, so we didn’t have that as an option for the kids but we were out exploring most of the week, so not a big deal. I would imagine the owners will have some of the appliances updated and working well for future guests. Despite some of the issues with the appliances, the house was spacious, had a nice deck and patio, a great yard and a great location.

Great place to stay with a big family, lots of space; great location.

This is the second time we have stayed at this property. The first visit was super and we had no issues. Unfortunately, when we arrived at check-in time this year we had to wait an hour to enter the home because the two women who were cleaning were not ready. It was 90° outside and we were very hot and tired from the trip. When we were finally able to get into the house there was laundry, clean, set all over the house and it was 85° inside. We had to go outside and figure out how to turn on the AC at the breaker box. There is no Wi-Fi in the in the entire east wing of the house which was very frustrating. We contacted the property owner at the beginning of the week but unfortunately did not hear back from them. The house was very large and fit our three families very comfortably, it was nice having so many bathrooms. The location is amazing and Bailey Island is beautiful.