Book Holiday Homes in Monhegan Island
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Featured Holiday Homes in Monhegan Island

Downtown Waterfront Cottage with shoreline sitting room

Downtown Boothbay Harbor, 2-Story Cottage

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!

Boothbay Harbor Woodland Retreat

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Home In Boothbay - Holiday Getaway

Jordan Cottage by Sea Maine

Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.
Monhegan Island Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Monhegan Island vacation homes are the perfect way for you to wing it.
Holiday houses in Monhegan Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Monhegan Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Monhegan Island adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Monhegan Island with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Monhegan Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Monhegan Island Holiday Homes essential information
Accommodation | 263 Holiday Homes |
|---|---|
Lowest Price | NZ$311 |
Highest Price | NZ$348 |
Popular accommodation | Downtown Waterfront Cottage with shoreline sitting room, Downtown Boothbay Harbor, 2-Story Cottage, Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE, Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!, Boothbay Harbor Woodland Retreat, Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly., Home In Boothbay - Holiday Getaway, Jordan Cottage by Sea Maine, Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH. |
Top trending hotels in Monhegan Island

Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.

Tugboat Inn

Bluebird Ocean Point Inn

Smuggler's Cove Inn
More ways to explore Monhegan Island
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^Subject to availability and chosen travel dates.
