Entire home

Luxurious island home on the water, 30 minute ferry ride from Portland Maine

Photo gallery for Luxurious island home on the water, 30 minute ferry ride from Portland Maine

Interior
Property grounds
Property grounds
Property grounds
Exterior

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 10250.8 sq m

Popular amenities

  • Dryer
  • Air conditioning
  • Washer
  • Outdoor space

Explore the area

Map
Portland, ME
  • Sand Beach
    ‪8 min drive‬
  • East End Beach
    ‪29 min drive‬
  • State Theatre
    ‪46 min drive‬
  • Portland, ME (PWM-Portland Intl. Jetport)
    ‪40 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 2

1 Queen Bed

Bedroom 3

2 Double Beds

Guest House Bedroom

1 Queen Bed

Primary Bedroom

1 King Bed

3 bathrooms

1st Floor Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Guest House Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Primary Ensuite Bath

Soap · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio

About this property

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.

Property manager

Oliver Pennington
Premier Host

Add dates for prices

Amenities

Washer
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Property Registration Number STHR-006009-2024

About the area

Portland

Portland is home to this holiday home. Fort Gorges and Cathedral of the Immaculate Conception are local landmarks, and the area's natural beauty can be seen at Thompson's Point and Mackworth Island State Park. Maine Narrow Gauge Railroad Company and Museum and Portland Observatory are also worth visiting.
Map
Portland, ME

What's nearby

  • Sand Beach - 8 min drive - 3.5 km
  • East End Beach - 29 min drive - 8.5 km
  • Cross Insurance Arena - 46 min drive - 8.5 km
  • State Theatre - 46 min drive - 9.3 km
  • Thompson's Point - 49 min drive - 12.2 km

Getting around

  • Portland Transportation Center - 33 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 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

Frequently asked questions

Is Luxurious island home on the water, 30 minute ferry ride from Portland Maine pet-friendly?

No, only service animals are welcome at the property.

What time is check-in at Luxurious island home on the water, 30 minute ferry ride from Portland Maine?

Check-in begins at 4:00 PM.

What time is check-out at Luxurious island home on the water, 30 minute ferry ride from Portland Maine?

Checkout is at 11:00 AM.

Where is Luxurious island home on the water, 30 minute ferry ride from Portland Maine located?

Situated in Portland, this holiday home is steps from Casco Bay and within 3 mi (5 km) of Little Diamond Island and Fort Gorges. Sand Beach is 2.5 mi (4.1 km) away.

Reviews

10

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. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Heidi C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!!
Stayed 7 nights in Sep 2024

10/10 Excellent

Judith

Liked: Cleanliness, amenities, property conditions & facilities, communication
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!
Stayed 6 nights in Aug 2024

10/10 Excellent

Molly L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The BEST Home

Just an outstanding home, outstanding host, could not recommend more highly and can not wait to go back.
Stayed 8 nights in Jul 2024

10/10 Excellent

Hazel C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 8 nights in Jul 2024

10/10 Excellent

Diane C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 6 nights in Jun 2024

About the host

Hosted by Oliver Pennington

Host profile image

Premier Host

They consistently provide great experiences for their guests