Entire home

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

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Relax on the outdoor deck with a comfortable sofa, fire pit, and hot tub.
Prepare meals in the spacious kitchen with a large island, sink, and ample counter space.
Relax in a serene lakeside setting with a view of the water and a dock.
Enjoy cooking in this well-lit kitchen with a large island and a view of the surrounding trees.
Relax by the serene lake with a peaceful garden and dock.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 102700 sq ft

Popular amenities

  • Dryer
  • Washer
  • Air conditioning
  • Outdoor Space

Explore the area

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

Room options

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About the neighborhood

Portland

In Portland .You'll be within half a mile (1 km) of Casco Bay and 2 miles (3 km) of Little Diamond Island with a stay here. Fort Gorges and Sand Beach are also within 3 miles (5 km).

What's nearby

  • Sand Beach - 8 min drive - 2.3 miles
  • Casco Bay Lines Ferry Terminal - 28 min drive - 4.5 miles
  • State Theatre - 30 min drive - 5.2 miles
  • East End Beach - 30 min drive - 5.4 miles
  • Thompson's Point - 33 min drive - 7.2 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.

Property manager

Oliver Pennington

Similar properties

Property amenities

Internet

  • Available in the house: WiFi

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Outdoor areas

  • Firepit
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoking not allowed

Things to do

  • Arcade/game room

Safety features

  • 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

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property Registration Number STHR-006009-2024

Frequently asked questions

How close is Luxurious island home on the water, 30 minute ferry ride from Portland Maine to the airport?

This vacation home is 9.3 mi (40-min drive) away from the Portland Intl. Jetport Airport (PWM) airport, the closest popular airport to the property.

Does Luxurious island home on the water, 30 minute ferry ride from Portland Maine have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Luxurious island home on the water, 30 minute ferry ride from Portland Maine to the beach?

This vacation home is 2.1 mi (8-min drive) from Sand Beach and 5.2 mi (29-min drive) from East End Beach. Don't forget your sunscreen!

Does Luxurious island home on the water, 30 minute ferry ride from Portland Maine offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Luxurious island home on the water, 30 minute ferry ride from Portland Maine?

No, there is no casino at this vacation home.

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.

Is there free parking at Luxurious island home on the water, 30 minute ferry ride from Portland Maine?

Free parking is not available at this vacation home.

Does Luxurious island home on the water, 30 minute ferry ride from Portland Maine have a pool?

This vacation home does not have a pool.

Does Luxurious island home on the water, 30 minute ferry ride from Portland Maine have a spa?

There are no spa services available at this vacation home.

How close is Luxurious island home on the water, 30 minute ferry ride from Portland Maine to downtown Portland?

This vacation home is 3.6 mi away from Portland.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Ann F.

Liked: Cleanliness
Stayed 7 nights in Jun 2025

10/10 Excellent

Dianne O.

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!
Stayed 7 nights in Jun 2025

10/10 Excellent

Heidi C.

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!!
Stayed 7 nights in Sep 2024

10/10 Excellent

Judith

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
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

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., Saint Louis, MO

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!
Stayed 8 nights in Jul 2024

10/10 Excellent

Diane C.

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.
Stayed 6 nights in Jun 2024