The Captain York House
House in Bailey Island, ME
14 guests · 7 bedrooms · 7 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Top-tier experienceOne of the higher cost properties in the area
About this house rental
The Historic Captain York House in a unique New England home that was originally one home built along side another. This allows for the house to split into a duplex. The historic Captain York House has been on Bailey Island for more than 100 years. It is a 7 bedroom, 7 bathroom house that can accommodate families of up to 15. This house provides a great home base for exploring Bailey Island and the surrounding coastal areas. With 7 bedrooms and 7 baths everyone has their own area! Beds include: two king, two queen, one full trundle with twin, twin bunk beds, and two twins. Sheets, linens and towels included in linen closet. We have board games throughout the house and a mini foosball, ping-pong, air-hockey, pool table. There are many outdoor activities on and within a short drive, including; beaches, boating, kayaking, hiking trails, Bailey Island General Store, Land's End Gift Shop, Cook's Lobster and Ale House, and Morse's Cribstone Restaurant on the island (with both restaurants in walking distance). Come explore, relax and enjoy the Maine coast!
Amenities
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of Bailey Island, ME
$$$$
Ratings and reviews
5.0 / 5.0
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!
5.0 / 5.0
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!
5.0 / 5.0
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.
5.0 / 5.0
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.
5.0 / 5.0
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.
4.0 / 5.0
House is beautiful and spacious
I left a message to talk to property manager for a callback
5.0 / 5.0
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.
4.0 / 5.0
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.
5.0 / 5.0
Great place to stay with a big family, lots of space; great location.
4.0 / 5.0
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.
5.0 / 5.0
If you are looking for a Bailey Island vacation rental that can accommodate a group (refer to property description for size), then the Captain York house is the perfect choice. In the past we have used this perfect Bailey Island location as our home base to make day trips to wonderful Maine locations such as Portland and Freeport, Popham Beach, Damariscotta, Pemaquid Point, Boothbay, Rockland and Camden. This year we totally enjoyed the close to home locations: The Giant Stairs, Lands End, Cedar Beach, Lowell’s Cove, and so conveniently The Captain Cook’s Lobster and Ale House. I
5.0 / 5.0
Thank you Captain!!!
We had a fantastic time, we really did! The large house was perfect for our large group - several great family time spaces!! We used every square inch of that house except the bunk Room… we fired up the grill…. The porch was used all the time - if we were awake and home someone was on the porch! We played card games upstairs and on the main level, the kids used the game table in the basement a couple of times .. watched the arrival of the Tour de France into Paris, Watched some Olympics, used the washer and dryer - what a great convenience…. We are All great cooks and each family was responsible for a night of cooking - pretty much found all we needed … there were four families there , and we all loved our bedrooms and bathrooms …so great … and appreciated the parking very much - plenty of room for the vehicles. Easy access to the house too. The island is wonderful …Lots
Of fun Island activities -
Don’t miss the Giants’ stairs, climbing and wading at Land’s End, wading and skipping stones at the end of street . We went to Popham Beach which is just a wonder. Also a couple trips meeting other family members at Boothbay Harbor and Ocean point…All in all It was a terrific week , and we all wished we had booked two weeks Brianna was great to work with. Easy peasy . We said hello and thank you to Captain York many times during our stay, and that’s where my title of my review came from. Fantastic .
5.0 / 5.0
Coming Home
We previously owned the Captain York House as a B&B in the late 90’s and early 2000’s. It was like coming home. The house was beautifully decorated and in great shape for a house built in the early 1900’s. The outside deck was great and the butterfly bush by the front door was loaded with butterflies and hummingbirds. Our daughters and granddaughter had a great time exploring the coast of Maine again. This trip was well worth it. The local seafood was outstanding wherever we went.The owner, Brianna, was outstanding in communicating with us and catering to our needs.
5.0 / 5.0
Excellent Stay
Captain York House is a perfect Maine island cottage. It is clean, comfortable, and roomy. You will feel at home whether you decide to stay close by and explore the beautiful sights Bailey Island has to offer, or use it as a base to visit Midcoast Maine beaches, lighthouses, and towns such as Freeport, Bath, and Damariscotta. We have even taken day trips to Rockland and Camden or Portland, and been happy to.return to Captain York to rest our heads. Brianna is an excellent host who makes sure everything goes smoothly. A highly recommended stay!
5.0 / 5.0
Must visit the captain york house
We had a lovely stay at this property over new years eve. The house was crystal clean, well furnished and massive! We were a group of 15 people and the house had enough space for everyone. The kitchen was fully equipped with utensils and equipment for cookout sessions. The communication with the host was prompt and accurate which made our stay even more comfortable. Overall 5/5, would totally recommend this oceanfront house.
4.0 / 5.0
Great House on a Quiet Island
We had a great time at this house with our family and our extended family. There are plenty of bedrooms and bathrooms as well as great gathering areas. It's a quirky place but we loved it. The day we arrived, the power was out (due to a storm) so there was a generator running that provided power to about half of the the house. We all had to sleep in the powered part of the house that first night. The linemen got the power up and running the following day so we were able to utilize all of the living space for the rest of the trip. Brianna was easy to contact and kept us informed of when the power was supposed to come back. The only other minor hiccup was that the oven in the main kitchen didn't function properly. Luckily there was another oven in the extra kitchen that worked great.
2.5 / 5.0
Enjoyed our stay and many activities in the area. Would recommend renting. Only glitch was a finicky oven in the main kitchen, but the oven in the kitchenette worked well.
5.0 / 5.0
Spacious house with private areas for large families.
Enjoyed our stay and many activities in the area. Would recommend renting.
Only glitch was a finicky oven in the main kitchen, but the oven in the kitchenette worked well.
4.0 / 5.0
Big house, nice spot.
Walk to marina, Cooks lobster, and close to Cedar Beach. Big house, easily fits 2-3 families with privacy. Yard and porch are nice features. Fresh ocean air fills the house with windows open.
4.0 / 5.0
Great house, but who was Captain York?
Our family spent a wonderful week at the Captain York House. The house was large enough to easily accommodate our family of 13 and was furnished with everything we needed. It is located at the corner of two relatively busy streets and was noisier than I expected (especially the motorcycles.) But it was close to a fine restaurant, marina, general store and a moderately priced gift shop so that more than made up for the noise. My favorite part of the house was the large front porch where I spent most of my time while my children, grandchildren and great grandchild were out and about.
There were only two negative aspects of our vacation. When we arrived we found the entire refrigerator door filled with items left by former tenants, plus more food in the cabinet. When I told Brianna her response was that we could use it or dispose of it as we wished. I’m sorry but I don’t use open containers of food if I don’t know where it came from, and I don’t think we should have to dispose of other people’s leftovers. There were also various items of clothing left in some of the rooms.
We arrived on Saturday and on Monday one of the plastic bolts on the toilet seat broke. We tried to replace the bolts but they were not standard so we could not fix it. I informed Brianna and she said she would try to take care of it. A day or two later the handle on the refrigerator broke and the handyman’s wife came right over to fix it. When I asked her about the toilet seat she said that she was not authorized to buy a new one. She put duct tape around it but that did little good. I am disappointed that Brianna did not think it important enough to authorize the purchase of a new one.
Except for that we had a wonderful week at the Captain York House. By the way, who was Captain York?
5.0 / 5.0
Great place
This property is very well maintained and extremely easy to access. Working with the property manager is a breeze. Will be back again.
5.0 / 5.0
Great Family Vacation
First off, we had a hiccup in our plans which left us arriving a little early (hours not days) and after contacting Brianna, she made arrangements for us to be able to check in a little early which was a blessing for us. The home was located in a beautiful spot. We loved the surrounding area with the hiking trails and beach area. The best beach spot for us was Popham beach which was suggested by Brianna. The kids enjoyed the down stairs game room and us parents mainly sat on the porch enjoying the view. Great place to stay if your planning a vacation to Bailey’s Island. We would stay here again in a heartbeat.
5.0 / 5.0
Great Place
The property was clean, well maintained and looked just as great as it does in photos. It was a perfect venue for our reunion.
Check in/communication was easy and there was a helpful binder with information about the house, the area, and points of interest.
5.0 / 5.0
Family Vacation 2019
This home met our needs for a great family vacation! It was clean, spacious, and comfortable!
5.0 / 5.0
Great place, lots to do.
We had a wonderful, fun family stay.
Plenty of room n things to do.
5.0 / 5.0
What a great house!
The house was spacious enough for 4 families the youngest being 15 years old. A wonderful porch to hang out on and a large dining table for game night. We had lawn space available for yard games. Plenty of parking for 4 four vehicles.
5.0 / 5.0
Great place for a large group!
Ideal for our three-generation reunion. The two families with kids had "apartment" spaces removed from the older generation guests. Everyone appreciated the many en suite bathrooms. Bailey Island had attractions for all. When a problem arose out of recent remodeling our contact person was very responsive.
5.0 / 5.0
Spacious house, beautiful island!
We had a wonderful time at the Captain York house! There was plenty of room for our three families, complete kitchen and grill for meals, and many family/sitting rooms for reading or chatting. The deck was a great place to relax! It could get somewhat chilly at night, so bring warm clothing.
Bailey Island is a great part of Maine that is less known to the tourist crowd, so we got the Maine experience with less of the tourist crush. We kayaked, ate lobster, visited the local beach, and saw crashing waves at Giant's Stairs. We highly recommend it!
5.0 / 5.0
The location is key - Bailey Island...
The location is key... Bailey Island has all the charm that a small island off Maine is about. This house is historic.... the family is great.... what a great deal to have the view and access to the water.
Well worth the money -
FAQs
How much does this house cost compared to others in Bailey Island?
The average price for a rental in Bailey Island is $345 per night. This rental is $461 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at The Captain York House . For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is The Captain York House pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at The Captain York House ?
We found 10 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, parking, and laundry.
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