House in Little Diamond Island, ME

Historic Island Cottage, 5BR

Historic Island Cottage, 5BR

Photo gallery for Historic Island Cottage, 5BR

Cottage in early autumn
Approaching the Cottage
Cottage from the side yard
Cottage from the bottom of the yard in the woods
Property grounds

Overview of Historic Island Cottage, 5BR

9.8 out of 10 Exceptional
5 bedrooms1+ bathroomSleeps 8204 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
  • Outdoor space

Check out the area

Little Diamond Island, ME
  • Popular LocationSand Beach4 min walk
  • Popular LocationCasco Bay Lines Ferry Terminal21 min drive
  • Popular LocationState Theatre22 min drive
  • AirportPortland, ME (PWM-Portland Intl. Jetport)48 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
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

Property manager

David Woodbury
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Amenities

Kitchen
Washer
Dryer
Pet-friendly
Outdoor space

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM

Children

Adults only
Antiques in home, but careful children welcome

Events

No events allowed

Pets

Pets allowed: dogs less than 20 lb per pet (limit one pet total)
One small behaved dog >30 lbs with prior approval

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.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

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

About the area

Portland

Located in Portland, this cottage is near the beach. Thompson's Point and Maine Sports Hall of Fame are cultural highlights, and some of the area's attractions include Maine Narrow Gauge Railroad Company and Museum 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.

What's nearby

  • Sand Beach - 4 min walk
  • Casco Bay Lines Ferry Terminal - 21 min drive
  • Merrill Auditorium - 21 min drive
  • Cross Insurance Arena - 22 min drive
  • State Theatre - 22 min drive

Getting around

  • Portland Transportation Center - 38 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 45 min drive

Restaurants

  • Lolita-Munjoy Hill - 22 min drive
  • Brickyard Hollow - 22 min drive
  • Twelve - 21 min drive
  • Ri Ra Irish Pub & Restaurant - 21 min drive
  • Evelyn's Tavern - 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 20 lb per pet.

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 Casco Bay Lines Ferry Terminal are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 14 reviews" "
Rating 8 - Good. 2 out of 14 reviews" "
Rating 6 - Okay. 0 out of 14 reviews" "
Rating 4 - Poor. 0 out of 14 reviews" "
Rating 2 - Terrible. 0 out of 14 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Dan O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Island Bliss - Great way to unplug
Truly special property and cottage. Very private at the top of the hill. Plenty of room for seven adults and two dogs, and we all enjoyed the large yard and spacious accommodations. Historical 1885 cottage with all the antiquities, but also the creature comforts. First time in long time that a vacation truly allowed us all to unplug, enjoy nature, the simple life, and each other's company. Easy access to quiet beaches, walks to adjoining island, short ferries into Portland for eateries/shopping/sightseeing. We live only 20 minutes away, but Casco Bay and Portland offer the best vacationing we know of.... It's true....Maine, the way life should be.
Stayed 7 nights in Jul 2021

10/10 Excellent

Betsy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful week on Little Diamond
Absolutely lovely, thank you! The house has everything we needed, especially well-equipped kitchen, outdoor space, gorgeous little island.
Stayed 7 nights in Jul 2021

10/10 Excellent

Evelyn W., Easthampton, MA, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful stay on Little Diamond
My family and I (all adults) spent a week at the Woodbury house on Little Diamond Island. With David’s instructions we easily made it to the island and ordered our food for the week from Portland. We spent lots of time with our dog at the beach, cooked dinners, and enjoyed the beautiful house. Would love to come back!
Stayed 7 nights in Jul 2021

10/10 Excellent

Bill G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our fourth year in this cottage. We love it and plan to be back again next year.
Lots of room, well equipped, very clean, private location, beaches, views.
Stayed 14 nights in Aug 2020

10/10 Excellent

Bill G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Cottage Experience
Our stay at the Woodbury Cottage was excellent! From nicely furnished rooms to large kitchen with all the tools to sounds of boats all around us, we thoroughly enjoyed our return trip to the cottage. Looking forward to next year already.

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.
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