A rare find - fun for all ages with on-site arcade/game room.
Sleeps 6•3 bedrooms•4 beds
Popular amenities
Swimming pool
Kitchen
Washing machine
Deck or patio
Internet access
Arcade/game room
Explore the area
Portland, ME
Little Diamond Island
Place, Little Diamond Island
5 min drive
State Theatre
Place, State Theatre
29 min drive
Thompson's Point
Place, Thompson's Point
35 min drive
Portland, ME (PWM-Portland Intl. Jetport)
Airport, Portland, ME (PWM-Portland Intl. Jetport)
41 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Outdoor play area
Garden
About this property
Historic Bakery House on Great Diamond Island with Lots of Charm
The historic Bakery is a freestanding one level 3 bedroom, 2 bath home with lots of charm. Large open floor plan in living, dining & kitchen. A historic flour sifter adds to the charm of this notable property. This quaint home also offers tin ceilings, hardwood & slate floors, a large Vermont castings wood stove, master bedroom with master bath, and a great private deck off the back. All one-floor living offers comfort and ease. The Bakery is in a convenient location. It is located at the top of the steps…a close walk to the dock, marina, general store, restaurant, and pool. All of our homes are completely furnished and fully equipped for your vacation.
Great Diamond Island in Casco Bay, off the coast of Portland, is one of the most picturesque islands in Maine.
Visitors come via ferry, water taxi, or private boat to explore this secluded jewel and take in the island's 193 acres of spectacular natural landscape perfect for outdoor recreation and relaxing.
Diamond Cove is the island's small private residential community, formerly a military base built during America's Gilded Age. Army structures that were once scattered over the land have been restored and are now homes with wonderful historic detail and character.
Prior to being an army base, Diamond Cove was a famous artists' retreat where American literary greats such as Henry Wadsworth Longfellow and Harriet Beecher Stowe spent time.
Today, Diamond Cove is also home to the luxurious Inn at Diamond Cove, highly rated Diamonds Edge Restaurant, and the Fort McKinley Museum.
With its spectacular sunsets, sheltered beaches, and acres of old-growth forest, this unique and historic location offers visitors an unparalleled opportunity to experience the tranquility of Maine island living.
Great Diamond Island is not accessible from the mainland by car and primary modes of transportation are golf carts and bicycles.
Community Amenities include: Duckpin bowling Fitness gym Game room Indoor basketball court Library Mailroom Private beaches Swimming pool Tennis courts Walking trails
GETTNG HERE Diamond Cove is a car-free community, which is part of what makes it so special. Parking in Portland is the sole responsibility of the guest. Guests must arrive on the Diamond Cove Dock via Ferry or Water Taxi. This is part of the magical experience of entering the Island State of Mind.
PRIVATE WATER TAXI We highly suggest arranging a private water taxi before your arrival. We recommend contacting Fogg’s Water Taxi Service.
FERRY Another method of transportation is the Ferry service, provided by Casco Bay Lines. The ferry terminal is located at the Maine State Pier, 56 Commercial Street, Portland, ME. While we are located on Great Diamond Island, please ensure you are purchasing tickets to the Diamond Cove Dock. The most updated schedule is on the Casco Bay Lines website.
Short-term license number: STHR-003513-2021
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Portland
Located in Portland, this holiday home is near the beach. Casco Bay Lines Ferry Terminal and Bayside Bowl are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Maine Narrow Gauge Railroad and Portland Observatory. Looking to enjoy an event or a game while in town? See what's happening at Merrill Auditorium or Cross Insurance Arena. Kayaking, power boating and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking nearby.
Portland, ME (PWM-Portland Intl. Jetport) - 53 min drive
Restaurants
McDonald's - 34 min drive
Dunkin' - 34 min drive
North43Bistro - 51 min drive
Brickyard Hollow Brewing Company - 27 min drive
Dockside Grill - 37 min drive
Frequently asked questions
Does Historic Bakery House on Great Diamond Island with Lots of Charm have a pool?
Yes, this property has a pool.
How much does it cost to stay at Historic Bakery House on Great Diamond Island with Lots of Charm?
As of 19 Aug 2026, prices found for a 1-night stay for 2 adults at Historic Bakery House on Great Diamond Island with Lots of Charm on 23 Aug 2026 start from £2,614, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Historic Bakery House on Great Diamond Island with Lots of Charm pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Historic Bakery House on Great Diamond Island with Lots of Charm?
Check-in begins at 4:00 PM.
What time is check-out at Historic Bakery House on Great Diamond Island with Lots of Charm?
Checkout is at 10:00 AM.
Where is Historic Bakery House on Great Diamond Island with Lots of Charm located?
Situated by the sea, this holiday home is within 1 mile (2 km) of Casco Bay and Little Diamond Island. Fort Gorges and Sand Beach are also within 3 miles (5 km).