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Diamond Cove Cottage / Great Diamond Island Maine

Bedrooms 3
Space 1,250 sq. ft.
Property type cottage
Minimum Stay 7 nights


About the property

Cottage, 3 Bedrooms, 2 Baths, (Sleeps 6)

There are several beaches at Diamond Cove for you to enjoy searching for beautiful sea glass or that treasured seashell.

The beautifully restored historic building called the "Inn at Diamond Cove" serves wonderful breakfast, lunch and dinner. We highly recommend treating yourselves to a delicious meal there. The lobster rolls are chuck full of lobster and the desserts will leave your mouth watering. We're sure you'll want to eat there more than once! At night you can enjoy a cocktail at the bar or by the warmth of the outdoor fire pit. The "Inn at Diamond Cove" is a must see! The Diamond Cove General store serves all kinds of goodies including sandwiches, wraps and burgers, as well as live lobsters which are cooked to order. You can also purchase beer, wine and grocery items including everything from ice cream to cereal. There's also free Wi-Fi there.

Next door to the General Store is the 4 star Diamond's Edge restaurant which offers fine dining on the cove with either indoor, porch or lawn seating. They catered our wedding reception beautifully!

You also have the option of having groceries shipped to the island from some of the supermarkets in Portland including Whole Foods.

The house features historic touches, a beautiful eat-in kitchen, a living room, a covered front porch and a back(screened) porch, 3 bedrooms and a TV/media room in the finished basement.

The historic bowling alley is a short walk and it features a two lane duckpin bowling alley, pool table, wii console and arcade games. The kids can enjoy watching a movie. There's also free Wi-Fi.

Next door to the bowling alley is the gym with indoor basketball, a workout room and a lounge with free Wi-Fi in the Administration Building.

The heated pool is on the parade grounds a few minutes walk away!

It's a great place to take pictures of everything from sailboats gliding by to precious wildlife nestled in the wooded forests. There's plenty of trails to explore on foot or by bike. The beautiful white tent for weddings and events is a step away from the fresh water pond. There are many birds to be found for birdwatchers! Flowers in gardens and wildflowers all call to the photographer and artist. Many wonderful events are held on the island, both planned and impromptu, You can enjoy reading a book, sitting in adirondack chairs and looking out onto breathtaking Casco Bay. You can book a sailboat ride, whale watching tour or take the kids on a lobster boat to learn how lobsterman catch lobsters. It's all a short ferry ride away in Portland. Plus Portland is known for its renowned restaurants and shopping. You can enjoy staying on the island your entire trip or go in town to see all Portland has to offer. Freeport with all its outlet shopping and L.L.Bean are about 25 minutes from Portland. You can even go watch a Portland Sea Dogs game. The AA team of the Boston Red Sox. There's plenty to see and experience. Click on the 'Diamond Cove Cottage' link in the left margin, just below the calendar, to see many more photos. When you arrive, a Resident Assistant will help you get your belongings on the van and drive you right to the house! No worries about transporting items from the dock to the house.

Keywords: Beautiful Coastal escape, Serene Island getaway in Maine, Gorgeous Diamond Cove located on Great Diamond Island, Unwind to the sounds of water crashing on the beaches and rocky coasts of Portland, Come see the Portland Headlight, Pull up an adirondack chair and chill, All your senses will come alive as you take in the fresh sea air and let yourself feel the peace of the beauty around you, Enjoy eating lobster on the beach, create family memories of times gone by, Historic Home Part of Fort McKinley, built in the 1890's, Restored to it's classic style, Updated with modern conveniences, Covered front porch, Screened back porch faces beautiful forest, short walk to Casco Bay, Ocean, 5 private beaches, Half hour from Portland by Ferry, No traffic, Just golf carts and bicycles, Parade Ground heated swimming pool, Sea glass beach, Tennis courts, Indoor basketball court, Workout room, Historic duckpin bowling alley, Movie room, Kid friendly, Bikes and kayaks for rent, Moon garden

More Details

Member since: 2011
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
July 15, 2017

About The Owner

We've been vacationing in Maine for nearly 25 years. We love the rocky coast, eating lobster and spending quality time together in vacationland. When you enter Maine from New Hampshire the sign reads 'Maine...The way life should be.' We think you'll be happy you decided to experience this too!

The Owner purchased this cottage in 2009

Why The Owner chose Portland and Casco Bay Area

We had our wedding reception at Diamond Cove two decades ago just as it was being developed into a private community. We visited often and finally rented this house in 2005. The caring owners who restored #54 to it's former glory in 'This Old House ' fashion, rented to us again in July 2009. We found out it was for sale and by October we were able to call it our own. When we first visited in the early 90's we began dreaming of having a place on the island. We visit often and now have decided to share our special place!

Diamond Cove has it's own pier and marina. When you arrive, you'll be met by a Resident Assistant (RA) and they will take you and your belongings to our home. The RA's will be available to assist you anytime you wish to leave or return to the island.

We have been blessed to experience travel to many diverse places, but we always return to Maine because it always warms our hearts!

What makes this cottage unique

The short ferry ride from the wonderful city of Portland is a half hour of catching up with nature, seeing the lighthouses and listening to fog horns and the waves. The ferry might drop passengers at one or two other docks before you get to Diamond Cove. Enjoy the ride and the view. Some captains will point out significant landmarks. You may see seals and sea birds. When you arrive at the Diamond Cove dock you will be greeted by an RA who will help you load your things onto the Diamond Cove bus. You will then be taken to our house where an RA will help you unload. If you are not old enough to remember the fifties you will get a taste without any inconvenience. There is almost no traffic...just a few necessary working vehicles, bicycles and golf carts. You can find a conversation at the pool, the General Store or the classy bar at Diamond's Edge restaurant. More importantly you can find peace and quiet on the many beaches, numerous walking paths, and especially on our screened-in porch which faces an old growth forest. If you love history you'll notice it surrounds you everywhere. There are the many original red brick military buildings of Fort McKinley built 1890-1910. There is a small museum and an art gallery at Diamond Cove. The General store and Diamonds Edge restaurant offer great food morning to night. And our house has a beautiful well appointed kitchen where it's a pleasure to cook and bake. You can eat at the kitchen table or at the table on the screened porch. Click on the 'Diamond Cove Cottage' link in the left margin, just below the calendar, to see many more photos.

Guestbook comments from the owner

We had a wonderful relaxing vacation staying at your place on Diamond Cove Island. The house is beautifully furnished and clean. It was very quiet and peaceful and we enjoyed taking long walks and checking out the island. Trips to the General Store for lobster rolls or ice cream were a fun part of our routine. The kids also enjoyed the pool, gym and bowling alley. Everyone on the island was very friendly and helpful. It was easy to catch the ferry if we wanted to go into the city of Portland and check out the shops and restaurants or tour some of the other awesome sights in Maine. Most of the time, though, we were just content to stay and enjoy the beauty of the Island. Thanks for opening your home - we expect to return in the future!
Jul 2010
  • 1 of 1


Great Diamond Island Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Floor Area:
  • 1250 sq. ft.
House Rules:
  • Max. occupancy: 6
  • Minimum Age Limit for Renters
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Resort ...
  • Rural ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Air Conditioning ...
  • Broadband Access ...
  • Clothes Dryer
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Telephone ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet ...
  • Free Wifi
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Pantry Items
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 3 Bedrooms, Sleeps 6
  • Queen size Beds (1), Double Beds (1), Twin or Single Beds (2)
  • CD Player
  • DVD Player
  • Foosball
  • Game Room ...
  • Games ...
  • Ping Pong Table
  • Pool Table ...
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Video Games
  • Video Library
  • Bicycles ...
  • Boat ...
  • Deck / Patio ...
  • Gazebo ...
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill ...
  • Tennis ...
  • 1 bicycles
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • theme parks
  • water parks
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • horseshoes
  • miniature golf
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • sledding
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • fitness center
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • golf
  • golf privileges optional
  • hiking
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • parasailing
  • pier fishing
  • racquetball
  • rafting
  • rock climbing
  • sailing
  • skiing
  • snorkeling/diving
  • snowboarding
  • snowmobiling
  • sound/bay fishing
  • surfing
  • swimming
  • tennis
  • water skiing
Sea Glass Beach: One of the best beaches in the world for finding sea glass and pottery pieces up to 100 years old, 4 additional private beaches for residents - renters and guests, Heated outdoor pool surrounded by beautiful gardens on the parade grounds, General Store, 4 Star restaurant: Diamonds Edge, Duck pin bowling, Indoor basketball court, Meeting room and Lounge with fireplace in the Administration building, White wedding tent next to the spring fed pond, Gazebo and bridge near the pond gardens, Moon garden on the Cove, Boat slips, Hiking and biking trails, Wild berries, Century old red brick buildings, Private movie theater, Diamond Cove shuttle bus meets all ferries and takes you to our home, one bike is at the house, Additional bikes and kayaks are available for rent


Exceptional! 5/5 -
(7 traveler reviews)

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Diamond Cove Cottage / Great Diamond Island Maine
average rating of 5.0 based on 8 reviews

The perfect home to relax and spend time with family and friends in a beautiful vacation setting.

  • 5 of 5

My husband and I stayed at this lovely cottage with our grown daughters for a week in August 2016, It was clean, well appointed, with everything you need to be comfortable and equipped for a summer vacation. Nicely decorated, a great blend of old and new, and spacious enough not to feel crowded. We cooked, grilled, hiked, played tennis, and used the beautiful pool. The island is a great place to explore, especially the beaches and cliffs. We especially enjoyed hanging out on the two porches, front and back. Don't feel like cooking? You can go to the hotel restaurant, the general store, or Diamond's Edge. Or take the ferry to Portland and try the great restaurants there. We rented from a great couple. They were gracious and easy to deal with. We are looking forward to coming back to our home away from home. Thanks for everything.

  • Submitted: Sep 9, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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1 0
Manchester, CT

Need a break? Book your week now and prepare for great sunrises and sunsets and fun adventures.

  • 5 of 5

I have been fortunate to visit this incredible get-a-away in two ways. First with family and friends with teen and their friends and the second time with an adult friend. Both times were incredible. We all love the hunt for sea glass. We did more exploring with the family and I did not think it could get any better. The second time was peaceful, long walks, watching the sun rise and set, some reading and eating lobster sandwiches and playing cards were highlights as well as a trip to Portland and of course hunting for sea glass! The house is gorgeous, comfortable and has all the amenities of home. The owners have great art and decor as well as a lot of books about the history of the island and what a rich history. Do not pass on this affordable, comfortable and interesting place. I can assure you will return many times over and find new treasures and rest each visit. I love it.

  • Submitted: Jul 3, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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PERFECT spot for a quiet family getaway!

  • 5 of 5

We had been renting on Peaks Island for years, but it was getting so crowded, we decided to try one of the other islands that is still on the ferry line but a little more low-key. We are so happy we found this cottage! There were six of us in all: me, my husband, our two elementary-school age children, and my parents (in their 70's). The fact that there really were no cars, only golf carts, made us feel so comfortable about letting our children roam. As soon as they got their bearings, they were scootering all over the place, going to the game room, the general store, sea glass beach, and soon they had made a friend who spends all summer on the island. They had a great time. My parents enjoyed the quiet of the screened porch for reading the paper or doing a puzzle with the grandkids. My husband and I loved walking on the island's paths, dining at the wonderful upscale restaurant, and swimming in the beautiful pool. The duck pin bowling alley was so much fun.

The house itself is immaculate, nicely decorated, just roomy enough. We put our daughters in the cool basement room, my parents took the twin beds upstairs and we took the queen bed upstairs. Was good to have two bathrooms, laundry machines, all the modern conveniences. The kitchen had a lot of extras as I recall. Sometimes when renting a summer home, you have to provide everything right down to the salt and pepper, but it seemed that within reason, unopened / nonperishable items were left to be used, which I appreciated.

For grocery shopping, we paid the service fee and had Whole Foods in Portland shop our order and put it on the ferry. The property manager then brought it right to the house in the pouring rain - talk about a luxurious service!! I would definitely do that again, considering the time and ferry tickets we saved. The general store had plenty of snacks, sandwiches, pizza, things like that, so you're not at all stuck when it comes to food options.

We definitely plan to return to Diamond Cove Cottage. What an idyllic getaway--thought they didn't make 'em like this anymore.

  • Submitted: Apr 17, 2013
  • Stayed: Aug 2012
  • Source: VRBO, from HomeAway
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2 0
Manchester, CT

You have to visit the place! It is a great place to unwind and relax!

  • 5 of 5

Beautiful accommodations. Safe, comfortable and cozy are words that come to mind in describing this rental property. It has all of the amenities of home, inviting art on the walls, great places to read or play games with the family. We loved the screened in back porch. The kitchen is well supplied and easy to use. The atmosphere is relaxed and welcoming.

I loved exploring the island - the history is amazing and collecting sea glass and pottery was just fun! The sunrises and sunsets were incredible. I am so thankful I got to experience this magical place and hope I can return for a visit soon.

  • Submitted: Mar 31, 2011
  • Stayed: Mar 2011
  • Source: VRBO, from HomeAway
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2 0
Bridgeton, NJ

We'll be back!

  • 5 of 5

My family of four and two cousins (kids are ages 8-14) spent a week together on Diamond Cove in this lovely guest cottage. We had peace and quiet, walks to the beaches, jumps from the dock into the ferry waves, daily swims, and played casual games (mini-bowling alley, ping-pong, pool, tennis) and more! The house, with the front and back porches (back one is screened and looks at the woods...and in the summer is an extension of the kitchen) was roomy enough for all of us to spread out and yet it was cozy. Easy to get to Portland and walk around to shop, eat, enjoy. There is a plentiful supply of great food and shopping just off the ferry...and I even commuted to work by ferry a few days! Recommended for families, couples looking to get away... anyone looking for a calm retreat and trying to motivate the kids away from a screen of any kind! We were there in summer, but I'd be happy to return in fall or spring as well.

  • Submitted: Mar 25, 2011
  • Stayed: Jul 2010
  • Source: VRBO, from HomeAway
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1 0
North Wales, PA

Can't wait to go back

  • 5 of 5

If you are looking for a charming, inviting, impeccably maintained cottage, then

this is the place for you. The decor and layout seem to be right out of Coastal

Living Magazine. The world almost stops spinning the moment you disembark the

ferry and take a step back in time to a place that offers you many relaxing and

recharging opportunities. With so much to do, it is hard to pick a favorite; exploring the beach for sand glass still remains at the top of our list. The local knowledge and suggestions made by

the owners added depth to our stay and helped us plan our vacation well.

  • Submitted: Mar 25, 2011
  • Stayed: Jul 2010
  • Source: VRBO, from HomeAway
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Old Port
Portland head lighthouse
L.L. Bean Flagship Store
The Holy Donut
"The absolute best donuts you'll ever eat. Try the chocolate sea salt and sample the many oth..."
Linda Bean's Maine Kitchen and Topside Tavern
"When in Freeport we always visit LL Bean's granddaughter's restaurant. Lobster mac and chees..."
Flatbread Company
"Looking for pizza right near the Ferry? Here it is and worth the wait!"
DiMillo's on the Water
"You have to go in here at least once!"
Diamond's Edge Restaurant
"The setting is always beautiful with food and atmosphere to match.It's just a short walk dow..."
Port Harbor Marine
"We have rented a boat here and enjoyed a spectacular afternoon of exploring the Casco Bay Is..."
Lucky Catch Cruises
"A great time for kids and the whole family. See how lobstering is done up close!"
Street and Co.
"Simply the best...our favorite restaurant in The Old Port!"
Nearest Airport
4.9 Miles
Portland International Jetport
Nearest Barpub
0.4 Miles
Diamond's Edge Restaurant
Nearest Ferry
0.5 Miles
Casco Bay Lines Ferry
Nearest Golf
6 Miles
Sable Oaks Golf Club
Nearest Train
2.8 Miles
Amtrak/Portland Transportation Center
Nearest Motorway
1 Miles
I-295 Portland, Maine
Nearest Restaurant
0.4 Miles
Diamond's Edge Restaurant
Nearest Ski
40 Miles
Lost Valley Ski Resort
Nearest Beach
0.25 Miles
Sea Glass Beach/Diamond Cove/Great Diamond Island

Numerous fine restaurants in Portland and the surrounding area, Maine Foodie Tours, Shopping: Portland Old Port, Freeport, Maine: LL Bean and Outlets, Kittery Outlets. Kennebunk, Kennebunkport, Maine Lobster Tours: Learn about and participate, catching lobsters, Sunset cruises on Casco Bay Ferries or Tall sailing ships, Whale watch tours, Kayaking tours, Sebago Lake: boating & fishing, Portlad Sea Dogs: Boston Red Sox AA Minor League Team, Amusement parks : Old Orchard Beach and Funtown in Saco


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning fee is included in the rate. It is not a separate charge as it is at most properties at Diamond Cove.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

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