Book Holiday Homes in Monhegan Island

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Featured Holiday Homes in Monhegan Island

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

Saint George
Located in Tenants Harbor, this vacation home is within a 15-minute drive of Tenants Harbor Marina and Marshall Point Lighthouse.
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

Permaquid Point
With a stay at this vacation home in New Harbor (Pemaquid Point), you'll be within a 5-minute drive of Pemaquid Point Lighthouse Park and Pemaquid Craft ...
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away
Peace in Pemaquid - Ocean Sunsets & Stargazing

Peace in Pemaquid - Ocean Sunsets & Stargazing

Bristol
When you stay at this vacation home in Pemaquid, you'll be by the sea, within a 5-minute drive of Pemaquid Craft Co-op and Colonial Pemaquid State Historic ...
Peace in Pemaquid - Ocean Sunsets & Stargazing
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Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Boothbay Harbor
A stay at this vacation home places you in the heart of Boothbay Harbor, within a 5-minute walk of Boothbay Region Land Trust and Boothbay Region Historical ...
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Boothbay Harbor
When you a stay at this vacation home in Boothbay Harbor, you'll be by the sea, just steps from Cabbage Island and Linekin Bay.
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach

Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach

Southport
Located in Southport, this vacation home is by the ocean, within a 15-minute walk of Hendricks Head Beach and Hendricks Hill Museum.
Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach
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
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

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

Boothbay
A stay at this vacation home places you in the heart of Boothbay Harbor, steps from Linekin Bay and 9 minutes by foot from Cabbage Island.
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
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
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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
218 Holiday Homes
Lowest Price
AU$244
Highest Price
AU$245
Popular accommodation
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!, Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away, Peace in Pemaquid - Ocean Sunsets & Stargazing , Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun, Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach, Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, Century-old oceanfront home with wraparound porch - walk downtown, dogs OK, Slow Down & Go Back in Time-Relax Completely in Our Maine Home

Top trending hotels in Monhegan Island

Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is AU$244 per night from 24 Dec to 25 Dec
AU$244
includes taxes & fees
24 Dec - 25 Dec
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
The price is AU$245 per night from 29 Dec to 30 Dec
AU$245
includes taxes & fees
29 Dec - 30 Dec
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
Cozy Cottage   with spectacular salt water  view / 3 Kayaks available/

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

Bremen
Located in Bremen, this cottage is by the ocean, within a 15-minute drive of Penobscot Marine Museum and Biscay Pond.
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
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Boothbay Harbor Inn

Boothbay Harbor Inn

2.5 out of 5
31 Atlantic Ave, Boothbay Harbor, ME
When you a stay at Boothbay Harbor Inn in Boothbay Harbor, you'll be on the waterfront, within a 5-minute walk of Boothbay Railway Village and Fisherman's Memorial ...
Boothbay Harbor Inn
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See all available properties in Monhegan Island
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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.

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^Subject to availability and chosen travel dates.