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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Portland & Casco Bay reviews

  • The overwhelming beauty of Orr's Island is captured here!

    "Our family cannot thank Peter enough for providing us the perfect setting for an adult family vacation--the first time all of our kids were together in Maine (including spouses and significant others) since 1993. Having traveled from MO, PA and CA, it was worth every mile of travel to this incredible destination. Our anticipation built as we took the winding gravel road down to the end of the Lane, where we found our destination, exactly as described and pictured. Actually, pictures cannot capture the inside character, water views, beautiful gardens/lawn area and the soothing sounds of the ocean. Inside are artifacts, pictures, shelves of books and albums from three generation of family and furniture suited to the period and setting of the home--all of this adds to the magical nature of the location. The views from the living and dining rooms, and bedrooms that face the water are breathtaking. The kitchen, larder, and pantry were well equipped including the large pots that made our lobster cooking easy--especially when we had to fetch the sea water for "the only correct method" by which to boil the lobsters :) The substantial "lobster plates" made serving and eating them a real treat. The griddle accessory for the gas stove was perfect for toasting lobster rolls the next day along with enjoying toasted Anadama bread for breakfast Coffee every morning on the porch was the routine for most all. (The sun rises to the "left" of and moves parallel to the front porch) Whether watching the cormorants, gulls, and songbirds, the lobstermen pulling traps within 100 yards of the shore, or just watching the tides move were relaxing routines that started every day off right. The rocky coast and little rock/sand beach were perfect. We launched our kayaks from the beach (rented two others from H2Outfitters by the Cribstone Bridge--of course there is a single person touring kayak on the property that was used every day) and scoured the sand and rocks for sea glass--we found a lot! Go to Erica's in Harpswell for takeout--recommended by a buddy from Yarmouth who knows how and where to eat, well worth the trip. We also had casual family photos taken by a local Harpswell photographer and were thrilled with how he captured the essence of our family and the beauty of the coast!"
    Guest: Peter E. Date of Stay: July 2014 Review Submitted: September 21, 2014
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  • Pat & Bill

    "We thoroughly enjoyed staying in your home. The cottage is lovely and very comfortable. It is close to everything and yet very private. The sunrises and sunsets were wonderful! Loved being able to bring our dog with us."
    Guest: Patricia F. Date of Stay: August 2014 Review Submitted: September 16, 2014
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  • Our wonderful summer vacation!

    "Our rental was all we hoped for and more. The process was seamless and the house and it's location exceeded were perfect for a relaxing vacation."
    Guest: mfary Date of Stay: August 2014 Review Submitted: September 8, 2014
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  • Hillcrest

    "Nice place, great location on the east end of the island. Owner was very helpful and responsive with any questions we had. If our plans take us back to Long Island we will definitely consider this house again."
    Guest: Greg Date of Stay: August 2014 Review Submitted: August 17, 2014
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Great Diamond Island Travel Tips

Find Seclusion and Relaxation at Great Diamond Island Vacation Rentals

The Great Diamond Island is a secluded family-friendly vacation destination in Casco Bay, which is part of Portland, Maine. Great Diamond Island lodging is going to have everything you need to plan the best getaway vacation. With no private cars located on the island, you're guaranteed to have a peaceful getaway from the busy city life. You won't get bored with you Great Diamond Island vacation rentals because there is always something to do on this serene Island.

Bike to Your Great Diamond Island Lodging

Bring your bike or rent a bike to travel around the island in style. Everything is also in walking distance, and you can bring or rent a kayak and paddle to get around the beautiful waters of the Portland Casco Bay cottages. Or you can snuggle up with good book in your Great Diamond island cottage. If that's not enough, activities at Great Diamond Island include bowling at Duckpin Bowling Alley. Duckpin Bowling is just like normal bowling but with a smaller ball and Great Diamond island is the only place you can play it in the state of Maine.

History surrounding the Great Diamond Island Rentals

During the 1800s, Diamond Cove was used as a military base through World War II. Back then it was called Fort Mckinley, but now Diamond cove is on the National Register of Historic Places. The Great Diamond Island is a historical place and tours of the grounds are also available by reservation. You can also visits the Fort Mckinley Museum and see some relics of the fort's history.

Get to Great Diamond Island by Ferry

If you get hungry while visiting the Great Diamond Island, you can visit the Diamond's Edge Restaurant and Marina. They serve lunch and dinner and are also available for wedding functions. You can get to the Great Diamond Island by ferry and, uniquely, this island has two ferry stops on different parts of the island. We can't wait to see you at the Great Diamond Island vacation rentals.

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