Book Holiday Homes in Monhegan Island

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Featured Holiday Homes in Monhegan Island

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 ...
Opens in a new windowDowntown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Charming Boothbay Harbor cottage with partial AC, full kitchen, and sun room

Charming Boothbay Harbor cottage with partial AC, full kitchen, and sun room

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be by the sea, just a 1-minute walk from Linekin Bay and 9 minutes by foot from Cabbage Island.
Opens in a new windowCharming Boothbay Harbor cottage with partial AC, full kitchen, and sun room
2 bedroom  1 bath, large deck and dock, on the water in peaceful cove,   Year

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

Boothbay
When you stay at this vacation home in East Boothbay, you'll be near the beach, within a 5-minute drive of Linekin Bay and Grimes Cove Beach.
Opens in a new window2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
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Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

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 ...
Opens in a new windowNewly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.
Oceanfront, views from every room! Spacious midcoast retreat with private dock

Oceanfront, views from every room! Spacious midcoast retreat with private dock

Round Pond
Located in Round Pond, this vacation home is by the ocean, within a 10-minute drive of La Verna Preserve and Rachel Carson Salt Pond Preserve.
Opens in a new windowOceanfront, views from every room! Spacious midcoast retreat with private dock
Historic "Wilbur Morse" Friendship Maine Ocean Home

Historic "Wilbur Morse" Friendship Maine Ocean Home

Friendship
With a stay at this vacation home in Friendship, you'll be on the waterfront, and 10.7 mi (17.3 km) from St. George River and 12.2 mi (19.6 km) from Maine State ...
Opens in a new windowHistoric "Wilbur Morse" Friendship Maine Ocean Home
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Boothbay Harbor
Located in Boothbay Harbor, this vacation home is by the sea, within a 5-minute drive of Burnt Island Living Lighthouse and Boothbay Harbor Marina.
Opens in a new windowFully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort
Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

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

East Boothbay
A stay at this vacation home places you in the heart of East Boothbay, within a 5-minute drive of Linekin Bay and Grimes Cove Beach.
Opens in a new windowSmuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE
Dog-friendly bay view home - water views, dock access

Dog-friendly bay view home - water views, dock access

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.
Opens in a new windowDog-friendly bay view home - water views, dock access
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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
262 Holiday Homes
Lowest Price
AU$251
Highest Price
AU$262
Popular accommodation
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, Charming Boothbay Harbor cottage with partial AC, full kitchen, and sun room, 2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year , Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH., Oceanfront, views from every room! Spacious midcoast retreat with private dock, Historic "Wilbur Morse" Friendship Maine Ocean Home , Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort, Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE, Dog-friendly bay view home - water views, dock access

Top trending hotels in Monhegan Island

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is AU$262 per night from 24 Nov to 25 Nov
AU$262
24 Nov - 25 Nov
includes taxes & fees
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 ...
Opens in a new windowFlagship Inn and Suites
Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is AU$251 per night from 17 Nov to 18 Nov
AU$251
17 Nov - 18 Nov
includes taxes & fees
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.
Opens in a new windowTugboat Inn
Mid-Town Motel

Mid-Town Motel

2 out of 5
96 McKown St, Boothbay Harbor, ME
With a stay at Mid-Town Motel in Boothbay Harbor, you'll be within a 5-minute walk of Boothbay Harbor Memorial Library and Burnt Island Living Lighthouse.
Opens in a new windowMid-Town Motel
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Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Located in Southport, Ocean Gate Resort is by the ocean, a 4-minute drive from Hendricks Hill Museum and 5 minutes from Juniper Point.
Opens in a new windowOcean Gate Resort
Don't see what you're looking for?
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.