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Refurbished Brick, Waterfront Home on Cushing's Island.

Photo gallery for Refurbished Brick, Waterfront Home on Cushing's Island.

A dining area with a wooden table and chairs, large windows, and a television mounted on the wall.
A covered porch with wooden flooring and white railings, featuring several chairs and tables.
A two-story brick house with a front porch, a chimney, and a well-maintained lawn.
A living room with a sofa, chairs, a coffee table, a lamp, a bookshelf, and a large window with curtains.
An attic room with a sloped ceiling, a television, a desk, and a chair.

Reviews

10 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top-rated for creating memorable stays with your pets.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Dog-friendly
  • Kitchen
  • Washing machine
  • Barbecue grill
  • Dock
  • Free Wi-Fi

Explore the area

View in a map
Portland, ME
  • Place, Big Beach
    ‪11 min walk‬
  • Place, Cross Insurance Arena
    ‪58 min drive‬
  • Place, State Theatre
    ‪59 min drive‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪71 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

Bedroom 5

2 Single Beds

Bunk House

2 Single Beds

4 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub · Toilet

Bathroom 4

Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Garden
Dining area

About this property

Refurbished Brick, Waterfront Home on Cushing's Island.

'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
Our prices include all fees. No hidden fees.

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House Rules

Check in after 5:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
(Friendly!) dogs only
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 344204vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Portland

Located in Portland, this holiday home is by the ocean. Thompson's Point and Umbrella Cover Museum are cultural highlights, and some of the area's activities can be experienced at Children's Museum and Theatre of Maine and Casco Bay Lines Ferry Terminal. Happy Wheels Skate Center and Aquaboggan Water Park are also worth visiting. Discover the area's water adventures with kayaking, windsurfing and power boating nearby, or enjoy the great outdoors with hiking.
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Map
Portland, ME

What's nearby

  • Big Beach - 11 min walk - 1.0 km
  • Cross Insurance Arena - 58 min drive - 6.1 km
  • Portland Museum of Art - 58 min drive - 6.5 km
  • Merrill Auditorium - 59 min drive - 6.4 km
  • State Theatre - 59 min drive - 6.8 km

Getting around

  • Portland Transportation Center - 38 min drive

Restaurants

  • Second Rodeo Coffee
  • Luke’s Lobster
  • The Porthole
  • ‪North43Bistro - ‬33 min drive
  • DiMillo's On the Water

Frequently asked questions

Is Refurbished Brick, Waterfront Home on Cushing's Island. pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at Refurbished Brick, Waterfront Home on Cushing's Island.?

As of 20 Aug 2026, prices found for a 1-night stay for 2 adults at Refurbished Brick, Waterfront Home on Cushing's Island. on 24 Oct 2026 start from £3,553, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Refurbished Brick, Waterfront Home on Cushing's Island.?

Check-in begins at 5:00 PM.

What time is check-out at Refurbished Brick, Waterfront Home on Cushing's Island.?

Checkout is at 10:00 AM.

Where is Refurbished Brick, Waterfront Home on Cushing's Island. located?

Situated by the ocean, this holiday home is steps from Casco Bay and within 6 mi (10 km) of Umbrella Cover Museum and Fifth Maine Museum. House Island and Eastern Promenade are also within 6 miles (10 km).

About the host

Your host

Host profile image
This is a family-owned property.

Why they chose this property

Our family has spent summers on Cushings Island for over 60 years.
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