This vacation home places you next to Casco Bay and within 2 miles (3 km) of Little Diamond Island. The vacation home includes conveniences like a patio.
Casco Bay Lines Ferry Terminal - 28 min drive - 4.5 miles
Cross Insurance Arena - 29 min drive - 4.8 miles
State Theatre - 30 min drive - 5.2 miles
East End Beach - 30 min drive - 5.4 miles
Getting around
Portland Transportation Center - 33 min drive
Portland Intl. Jetport Airport (PWM) - 40 min drive
Restaurants
McDonald's - 51 min drive
North43Bistro - 51 min drive
Twelve - 29 min drive
Speckled Ax - 45 min drive
Lolita-Munjoy Hill - 46 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Luxurious island home on the water, 30 minute ferry ride from Portland Maine
A Gem of Solitude and The Enchantment of Diamond Cove Island, Maine
If you live in a world of running around to the next meeting, getting kids to practice, and watching life slip by in traffic there exists a hidden gem called Diamond Cove Island, nestled off the coast of Maine, to put all that stress and tension behind. It is a place of quiet enchantment, where the serenity of nature and the charm of all around creates a spell that draws people from all corners of the world.
Your journey will start with a ferry ride from Portland where your anticipation will become palpable. As "Diamond Cove" comes into view, it casts a spell on every soul aboard. The first sight of its rugged coastline and towering trees set the stage for a unique adventure.
Diamond Cove Island is a sanctuary for nature lovers, historical adventurers, and sea glass beach combers. If you are young or young at heart there is a pool, game room, indoor basketball court an authentic duck pin bowling for everyone to enjoy. However, the picture worth a thousand words and what never gets old is the feeling you get sitting on your deck, listening to the sounds of the ocean and watching the boats rolling in and out. You can watch the lobsterman picking up their traps or waive at the people rolling in for their own adveture, it just never gets old.
For those enchanted by history, the island's history as an early 1900s military base will fill your mind with wonderment. Beautifully restored barracks, officer homes and other structures tell with visual accuracy what it was like to live and serve on the island. For the true Indiana Jones at heart the forests have artifacts and bunkers to hunt for treasures. There is even a look out structure on the property you are renting where you can envision men with telescopes triangulating the firing distance to hit their target.
Once you see all these things combined you will have no question why famous artist came to capture the play of light on the cliffs, where writers found solace in the quaint cottages, and musicians drew melodies from the whispers of the sea. Creativity thrives here.
At days end the island's locally owned restaurants offer a taste of Maine's finest. From traditional fine Maine Dining at Diamonds Edge where you can elegantly dine on the lawn or on the deck overlooking the cove or the super cool Crown Jewel bringing eclectic island vibes with its culinary expertise. If brunch is your speed the Inn has a inviting indoor or outdoor area and a fire pit where drinks can be served to truly pamper you. If you need more choices just take the ferry or call a water taxi and you are in the heart of one of Portland where choices are endless.
When you leave Diamond Cove you will be left with memories of natural beauty, history, creativity, and the pure joy of a simpler, more profound way of life. It is a story that whispers to you in months and years following the island's timeless enchantment. We invite all looking for solace and wonder to experience its magic for themselves.
The vacation home is air-conditioned and features a patio and 3 bathrooms, and there's space to spread out with 4 bedrooms. The vacation home also includes a washing machine.
Property manager
Oliver Pennington
Similar properties
Historic Officer's Quarters House on Great Diamond Island Near Beaches
Historic Officer's Quarters House on Great Diamond Island Near Beaches
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
General
Unit size: 2,700 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 30
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
Service animals exempt from fees
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 30
Property Registration Number STHR-006009-2024
We should mention
Details about charges, deposits, or other important information:
This property is managed by a private host, not a professional engaged in trade or business.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector and a smoke detector.
Frequently asked questions
What can I see around this vacation home?
This vacation home is located in Portland, just steps from Casco Bay. You'll also find Sand Beach and Casco Bay Lines Ferry Terminal within a short drive.
Will I be able to park at this vacation home?
No, there isn't parking available at the vacation home.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Does Luxurious island home on the water, 30 minute ferry ride from Portland Maine have a hot tub?
No, this vacation home doesn't have a spa tub.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home though service animals are welcome.
Are there connecting rooms at this vacation home?
No, this vacation home doesn't feature connecting guestrooms.
How close is the airport from this vacation home?
The closest major airport to this vacation home is Portland Intl. Jetport Airport (PWM), which is 9.3 mi away (40 minutes by car). Another top airport is Auburn, ME (LEW-Auburn - Lewiston Municipal), which is around 25.6 mi away.
Are there rooms with balconies that I can book at Luxurious island home on the water, 30 minute ferry ride from Portland Maine?
Yes, every accommodation at Luxurious island home on the water, 30 minute ferry ride from Portland Maine comes with a deck.
Luxurious island home on the water, 30 minute ferry ride from Portland Maine Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 8 out of 8 reviews
10 - Excellent
8
Rating 8 - Good. 0 out of 8 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 8 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 8 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 8 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
8.0/10
Eco-friendliness
Reviews
10/10 Excellent
Lindsey N.
Jul 28, 2025
Liked: Cleanliness
Incredible Stay!
We loved staying on Great Diamond Island. Such a beautiful and serene respite. Oliver was amazing at helping us get everything situated on the front end. And his lovely home worked perfectly for our group of 7. We explored the island, ate great food (Crown Jewel was a hit!!), and made a few trips into Portland. The hot tub was a great way to wind down each night.
Lindsey N.
Stayed 7 nights in Jul 2025
10/10 Excellent
Ann F.
Jul 12, 2025
Liked: Cleanliness
Ann F.
Stayed 7 nights in Jun 2025
10/10 Excellent
Dianne O.
Jun 30, 2025
Liked: Cleanliness
Gorgeous Property/Attentive Owners
The ideal place to kick off your shoes and relax. The golf cart was key to enjoying the property fully. Lots of trails to explore. The small beaches are typically Maine, rocky but enjoyable. The house is set up well with all you need to cook. Once you figure it out, Instacart makes grocery delivery easy. The concierges are responsive. 10/10 overall! Thank you!
Dianne O.
Stayed 7 nights in Jun 2025
10/10 Excellent
Heidi C.
Sep 17, 2024
Liked: Cleanliness
Relaxing setting!
Our group of 7 truly enjoyed their stay at this home in Maine! Oliver really attended to every detail for us. Highly recommend!!
What a fantastic vacation in Diamond Cove! Oliver’s house is gorgeous with an amazing location, views and top notch technology. The community is just perfect - isolated on a no-car island, yet just 15 minutes into Portland. Our family of 5 had a wonderful time and will definitely want to come back. Oliver was such a gracious host - even picked us up on his boat in Portland so we skipped the ferry. Amazing in every way!
Judith
Stayed 6 nights in Aug 2024
10/10 Excellent
Molly L.
Aug 9, 2024
Liked: Cleanliness
The BEST Home
Just an outstanding home, outstanding host, could not recommend more highly and can not wait to go back.
Molly L.
Stayed 8 nights in Jul 2024
10/10 Excellent
Hazel C., Saint Louis, MO
Aug 2, 2024
Liked: Cleanliness
Worth a visit, worth a lifetime…
Let’s begin and end with the spectacular view and all the wonderful things in between.
1) Responsive and thoughtful host. He met us upon arrival to orient us to the island and house.
2) Comfortable and clean rooms.
3) Well stocked kitchen! We hosted a lobster boil with 10 people and 26 lobsters delivered to the dock thanks to the host.
4) State of the Art lights, shades and TV; strong wi-fi.
5) Hot tub!
6) Crown Jewel restaurant is a gem!
7) Explore the beaches, trails and sandbar to Little Diamond…
I can go on forever so in summary, we’ll be back!
Hazel C.
Stayed 8 nights in Jul 2024
10/10 Excellent
Diane C.
Jul 1, 2024
Liked: Cleanliness
Diamond Cove-Portland Maine
The home and surroundings were beautiful. The historical setting, community pool, bowling alley, trails and Seaglass Beach kept us busy. Our biking, walking and golf cart explorations were such fun. At other times, sitting outside and watching the ferries come and go or enjoying the hot tub was all we needed. The four-year-old loved the trampoline! Our host was very responsive to any questions we had. We can see ourselves returning to the island in the future.