Book Holiday Homes in Monhegan Island

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Featured Holiday Homes in Monhegan Island

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

New Harbor
When you stay at this vacation home in New Harbor, you'll be by the sea, within a 5-minute drive of Pemaquid Craft Co-op and Rachel Carson Salt Pond ...
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be on the beach, just a 4-minute walk from Boothbay Harbor Memorial Library and 6 minutes by foot ...
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Downtown Boothbay Harbor, 2-Story Cottage

Downtown Boothbay Harbor, 2-Story Cottage

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be within a 5-minute walk of Opera House at Boothbay Harbor and Boothbay Region Historical Society ...
Downtown Boothbay Harbor, 2-Story Cottage
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Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Boothbay Harbor
A stay at this vacation home places you in the heart of Boothbay Harbor, steps from Burnt Island Living Lighthouse and 4 minutes by foot from Boothbay Harbor ...
Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Boothbay Harbor
A stay at this vacation home places you in the heart of Boothbay Harbor, steps from Linekin Bay and 12 minutes by foot from Barrett Park.
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Well-located, dog-friendly home - walk to footbridge & Barrett Park

Well-located, dog-friendly home - walk to footbridge & Barrett Park

Boothbay Harbor
When you a stay at this vacation home in Boothbay Harbor, you'll be by the sea, just steps from Linekin Bay and Fisherman's Memorial Park.
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Oceanfront home on Lobster Cove with deck & shared firepit - walk to town

Oceanfront home on Lobster Cove with deck & shared firepit - walk to town

Boothbay Harbor
When you a stay at this vacation home in Boothbay Harbor, you'll be on the beach, just steps from Linekin Bay and Barrett Park.
Oceanfront home on Lobster Cove with deck & shared firepit - walk to town
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be a 4-minute walk from Boothbay Harbor Memorial Library and 5 minutes by foot from Boothbay Harbor ...
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2 out of 5
Boothbay
With a stay at this vacation home in Boothbay, you'll be a 3-minute walk from Boothbay Railway Village and 7 minutes by foot from Dolphin Mini Golf.
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
288 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Slow Down & Go Back in Time-Relax Completely in Our Maine Home, Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, Downtown Boothbay Harbor, 2-Story Cottage, Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle, Century-old oceanfront home with wraparound porch - walk downtown, dogs OK, Well-located, dog-friendly home - walk to footbridge & Barrett Park, Oceanfront home on Lobster Cove with deck & shared firepit - walk to town, Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor, More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Top trending hotels in Monhegan Island

Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
With a stay at Tugboat Inn in Boothbay Harbor, you'll be within a 5-minute walk of Burnt Island Living Lighthouse and Boothbay Harbor Marina.
Tugboat Inn
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
With a stay at Flagship Inn and Suites in Boothbay Harbor, you'll be a 1-minute walk from Carousel Music Theater and 6 minutes by foot from Boothbay Region Land ...
Flagship Inn and Suites
Fishermans Wharf Inn

Fishermans Wharf Inn

2.5 out of 5
22 Commercial St, Boothbay Harbor, ME
With a stay at Fishermans Wharf Inn, you'll be centrally located in Boothbay Harbor, steps from Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Fishermans Wharf Inn
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Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
Located in Southport, Ocean Gate Resort is by the ocean, a 4-minute drive from Hendricks Hill Museum and 5 minutes from Juniper Point.
Ocean Gate Resort
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