A stunning yet laid-back waterfront property with 800' of private access shoreline along the Reach (Ferry Route) on Vinalhaven's Southwestern side. Large enough to host several generations with enough offerings to keep them entertained :)
Originally built in the 1850s, and extensively renovated in 2018, the property and house provide an incredibly unique private getaway for groups of all sizes. The 7-bedroom home is spread across three buildings, providing incredible diversity in sleeping arrangements for big groups and families. From a professional stove in the kitchen to a sweeping deck that transitions into a yard filled with flowers, the home and grounds have everything necessary to fully relax, to explore, or to host and feed all your guests.
The property is one-of-a-kind: a private enclave of forests, gardens, vistas and water acces. With over 800' of waterfront and a unique wholly-contained peninsula, there are plenty of areas to explore on the property itself (let alone the neighboring harbors and huge tracts of public land across the street).
New for 2022: Lupine Studio received a new half-bath, allowing guests staying in Lupine direct access to a toilet. A new dock has also been constructed with easier put in for kayaks or SUPs (several available to borrow*). Use of a deepwater mooring is now also possible for guests with larger watercraft.
I'll do anything I can to make your stay as special as possible, just let me know if there's anything I can help facilitate. Lobster bake? Easy. Tips for making the most of your stay on Vinalhaven? Included. Guided trips? Can do!
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-- A couple things to note -- • In efforts of limiting water usage from laundry, I do not provide beach towels for guests. • There is only one full bathroom in the main house, one half-bath upstairs, and one half bath attached to "Lupine Studio". There is a beautiful outdoor shower with hot water that many people prefer to the indoor shower, but for some larger groups, it obviously can be limiting. • The dock is shared with the neighbor, so you may periodically see someone entering or exiting their boat. It is completely out of eyesight from the houses and lawn, so this doesn't impact the privacy of the property. * A liability waiver will need to be signed digitally before borrowing kayaks or SUPs.
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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, a first aid kit and a deadlock
About the area
Vinalhaven
Located in Vinalhaven, this holiday home is in a rural area and on the waterfront. Owls Head State Park and Samoset Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Perry Creek Preserve and Grimes Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Vinalhaven Historical Society - 3 min drive - 1.9 km
Getting around
Rockland, ME (RKD-Knox County Regional) - 89 min drive
Restaurants
Sand Bar - 5 min drive
Black Sheep Deli - 5 min drive
Nebo Lodge - 235 min drive
sherry’s kitchen - 5 min drive
North Haven Brewing - 233 min drive
Frequently asked questions
Is The Way Life Should Be pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at The Way Life Should Be?
As of 12 Apr 2026, prices found for a 1-night stay for 2 adults at The Way Life Should Be on 3 June 2023 start from AU$573, 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.
How much is parking at The Way Life Should Be?
On-site parking is available at the property.
What time is check-in at The Way Life Should Be?
Check-in begins at 4:00 PM.
What time is check-out at The Way Life Should Be?
Checkout is at 11:00 AM.
Where is The Way Life Should Be located?
This family-friendly Vinalhaven holiday home is located on the waterfront, within 1 mi (2 km) of Grimes Park, Pole Island and Vinalhaven Historical Society. Clayfers Beach is 2.5 mi (4.1 km) away.
About the host
Your host
Originally from Lincolnville, Maine, Tyler fell in love with Vinalhaven through friends in college and treasures it more with every trip to the island. An ever young-at-heart explorer who finds great joy in bringing groups together, his home in Vinalhaven is his newest opportunity to bring these passions together.