House in Cushing Island, ME
10 guests · 5 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
'The Jail' on Cushing's Island - a WWII, refurbished military jailhouse located on the eastern side of Cushing's Island, in Casco Bay. The large brick house enjoys sweeping views of Spring Cove, the island dock, and Whitehead Passage. The house is incredibly well-equipped and can easily accomodate larger groups. There are 5 bedrooms, 3 small jail cells with single beds (perfect/fun for the kids!), a bunkhouse and 4 full baths. The house rental rate allows up to 10 guests, but will consider additional guests for an additional charge.
Cushing's Island is a privately-owned island in Casco Bay where roughly 45 families live seasonally. It is one of Maine's most beautiful islands with extensive walking trails that access it's stunning landscape. Walking, birding, swimming, sunbathing, tennis, fishing, kayaking, collecting sea glass, picking berries, exploring, or just relaxing on the porch are how most people fill their days. A year-round caretaker drives the only vehicle on the island. There are no shops, restaurants or stores on Cushing's. Ferry service leaves from Portland Harbor and runs from Memorial Day to Labor Day. Cushing's Island provides the perfect setting for a quiet, secluded family vacation only minutes from downtown Portland (where, if desired, one can find great restaurants, shopping, and museums).
Keywords: Large Island home, waterfront, brick, ocean view
Cushing's Island is a privately-owned island in Casco Bay where roughly 45 families live seasonally. It is one of Maine's most beautiful islands with extensive walking trails that access it's stunning landscape. Walking, birding, swimming, sunbathing, tennis, fishing, kayaking, collecting sea glass, picking berries, exploring, or just relaxing on the porch are how most people fill their days. A year-round caretaker drives the only vehicle on the island. There are no shops, restaurants or stores on Cushing's. Ferry service leaves from Portland Harbor and runs from Memorial Day to Labor Day. Cushing's Island provides the perfect setting for a quiet, secluded family vacation only minutes from downtown Portland (where, if desired, one can find great restaurants, shopping, and museums).
Keywords: Large Island home, waterfront, brick, ocean view
Amenities at Refurbished Brick, Waterfront Home on Cushing's Island.
Non-smoking
Pets allowed
Family friendly
Map of Cushing Island, ME
Ratings and reviews
10 / 10Outstanding·Jun 2025
This was our second time visiting the Jailhouse. The house is well equipped for all of us to spend time together but also have time to ourselves. The kitchen well equipped with two ovens and two dishwashers. It had everything our large family needed. The upstairs living space was great for my husband and I to have peace and quiet. A drawback was a few hot days made the upstairs apartment pretty hot and fans could not keep up. The outside shower and hammock were a nice addition since our last visit. The island is magical and Casco Bay is beautiful. We kayaked, enjoyed hunting for sea glass on the beaches, and enjoyed discovering the island through many fairy tale like trails. All of us explored as we saw fit and met for family dinners to share our stories. Sunsets on the dock were a great end to the days. Every one of us aged 16-50’s enjoyed this vacation and we plan to return. Our two dogs also enjoyed their stay!
10 / 10Outstanding·Jun 2022
Wonderful stay, beautiful island, incredibly thoughtful hosts!
10 / 10Outstanding·Jun 2021
Really fabulous stay at the jail - the island is unique and beautiful, with a lot to do (fort/beaches/piers/tennis courts/nature preserve), everyone on the island was extremely friendly, and our whole party had a wonderful time. Portland is just 15m away by ferry or sea taxi, yet the island is its own little quiet wonderful world
10 / 10Outstanding·Jun 2021
Cushing’s Island has something for everyone. If you like adventure you can discover hidden trails that may lead to spectacular views of rocky cliffs on the blue Atlantic, climb rocks on the coast, and kayak the bay. If you want to relax you can look for sea glass on the shore (lots to be found!), fish, sit on the sandy beach, watch the sunrise or sunset from the beach or dock or read a book at the spacious jailhouse. We had planned to visit Peak’s Island for a day but we did not want to leave this island we quickly grew to love.
We had 8 family members and our dog... hadplenty of room for everyone. The kitchen was very nice and well equipped. The second floor suite provided a spacious sanctuary. The porch is enormous and there were two additional decks for spending time outside. The house was not air conditioned but with cool New England air, it was not needed. We did not use the bunk house but it offered a cute loft bedroom and living room for a nice stay. Internet met needs of the youth!
We were welcomed warmly on arrival and everyone we met was friendly. Though we went most places without seeing anyone or very few people. Many times we felt we had the island all to ourselves. Will return!!
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Top rated by guests
10Outstanding
(15 Ratings)
"This was our second time visiting the Jailhouse. The house is well equipped for all of us to spend time together but also have time to ourselves. The kitchen well equipped with two ovens and two dishw..."
Linda B.Don't miss out! Price and availability may change
