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Historic Island Cottage, 5BR

Photo gallery for Historic Island Cottage, 5BR

A red house with a porch and a chimney.
A room with a piano, a door, a chair, and a table with a lamp.
A dining room with a table set for four, surrounded by chairs, with a window and curtains on one side.
A snow-covered landscape with a red house surrounded by trees.
A room with wicker furniture and red cushions, a wooden coffee table with magazines, and a view of trees through large windows.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Discover nearby landmarks
    Near Sand Beach
5 bedrooms1+ bathroomSleeps 8

Popular amenities

  • Dog-friendly
  • Kitchen
  • Washing machine
  • Deck or patio
  • Internet access
  • Balcony or patio

Explore the area

View map
Little Diamond Island, ME
  • Place, Little Diamond Island
    ‪1 min walk‬
  • Place, Sand Beach
    ‪8 min walk‬
  • Place, Fort Gorges
    ‪8 min walk‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪35 min drive‬

Rooms & beds

5 bedrooms (sleeps 8)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Single Bed

1 bathroom, 1 half bathroom

Bathroom 1

Bathtub · Toilet

Bathroom 2

Toilet

Outdoor shower

Outdoor shower

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Separate dining area
Garden

About this property

Historic Island Cottage, 5BR

Spacious Victorian cottage built in 1885 by celebrated architect John Calvin Stevens, located on Little Diamond Island, a 15 minute ferry ride from the vibrant city of Portland, Maine, but worlds away from the hustle and bustle of everyday life.

Our family owned home has five bedrooms with full/double beds, plus a sunporch which can become an extra bedroom. The house is supplied with linens and cooking utensils, washer/dryer, and an outdoor shower that is a delightful summer experience!

The house is situated next to conservation woods, on an acre lot, with privacy that is wonderful for quality family time. It offers a wrap-around front porch with hammock, a screened-in back porch, ample yard space for croquet or bocce, and a tree swing for kids of all ages. Choice island beaches are only minutes away for swimming and beach combing.

With no cars on the island, the pace is peaceful and relaxing. At low tide, you can walk across the sandbar to Great Diamond Island, stop for ice cream or a few staples at the store, and ride the ferry back to Little Diamond for free. Inter-island ferry is free of charge for exploring down the bay. The short ferry ride into town provides easy access to Portland restaurants, museums, shopping, and a rich array of other off-island activities in Southern Maine.


Keywords: island cottage, house, wrap around porch, yard, tree swing, beach access

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Adults only
Antiques in home, but careful children welcome
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
One small behaved dog >30 lbs with prior approval
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Smoking

Smoking is not permitted
* Approved small dog not allowed on furniture, not allowed in house when wet or sandy from beach, and must be kept from scratching at screen doors.

Important information

You need to know

Property # 340142vb
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 not indicated whether there is a smoke detector on the property
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 cottage is near the beach. Thompson's Point and Maine Jewish Museum are cultural highlights, and some of the area's attractions include Maine Narrow Gauge Railroad and Portland Observatory. Bayside Bowl and Children's Museum and Theatre of Maine are also worth visiting. Discover the area's water adventures with kayaking, power boating and fishing nearby, or enjoy the great outdoors with hiking/biking trails.
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Map
Little Diamond Island, ME

What's nearby

  • Little Diamond Island - 1 min walk - 0.0 km
  • Sand Beach - 8 min walk - 0.7 km
  • Fort Gorges - 8 min walk - 0.7 km
  • Maine Sports Hall of Fame - 21 min drive - 4.1 km
  • Cross Insurance Arena - 22 min drive - 4.4 km

Getting around

  • Freeport Station - 40 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 49 min drive

Restaurants

  • ‪7-Eleven - ‬23 min drive
  • ‪Second Rodeo Coffee - ‬28 min drive
  • ‪Brickyard Hollow Brewing Company - ‬22 min drive
  • ‪Twelve - ‬23 min drive
  • ‪North43Bistro - ‬27 min drive

Frequently asked questions

Is Historic Island Cottage, 5BR pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much does it cost to stay at Historic Island Cottage, 5BR?

As of 5 Sept 2026, prices found for a 1-night stay for 2 adults at Historic Island Cottage, 5BR on 6 Sept 2026 start from AU$7,772, 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 Historic Island Cottage, 5BR?

Check-in begins at 4:00 PM.

What time is check-out at Historic Island Cottage, 5BR?

Checkout is at 11:00 AM.

Where is Historic Island Cottage, 5BR located?

Situated by the ocean, this cottage is steps away from Casco Bay and Little Diamond Island. Sand Beach and Fort Gorges are also within 5 minutes.

About the host

Hosted by David Woodbury

Host profile image
Our family has owned this property for 50+ yrs. My Great Aunt first signed the guestbook in 1914, and multiple generations have enjoyed it since my Grandparents' purchase in the late 1950s. Many reunions and celebrations have been held here, creating wonderful memories for our family and friends. It has been 'home' for people living overseas or moving frequently and is dear to us all.

Why they chose this property

My Grandmother and Great Aunt knew the previous owners since childhood and my Father and Uncle came here often to visit. There was a strong attachment to this house before it became 'ours.'

What makes this property unique

There is nothing like an island with no cars, hearing the bell buoys, listening to the summer night. The community includes many families who have been on the island for generations as well as newcomers to the joys of island living.

Languages:

English
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