Book Holiday Homes in Monhegan Island

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Featured Holiday Homes in Monhegan Island

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 ME
Stay at this holiday home in Boothbay Harbor. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the property condition in their reviews. Popular ...
Opens in a new windowNewly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.
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 ME
Stay at this beach holiday home in Boothbay Harbor. Enjoy a beach locale, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowDowntown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

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

Boothbay Harbor ME
Stay at this holiday home in Boothbay Harbor. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Barrett Park and Fisherman's Memorial Park ...
Opens in a new windowEnjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.
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Oceanfront Retreat with Dock, Boothbay Harbor

Oceanfront Retreat with Dock, Boothbay Harbor

2 out of 5
Boothbay Harbor ME
Stay at this holiday home in Boothbay Harbor. Enjoy cable/satellite TV service, in-room fireplaces and air conditioning. Popular attractions Fisherman's Memorial ...
Opens in a new windowOceanfront Retreat with Dock, Boothbay Harbor
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Boothbay Harbor ME
Stay at this family-friendly holiday home in Boothbay Harbor. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Opera House at Boothbay ...
Opens in a new windowThe Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere

Boothbay Harbor ME
Stay at this holiday home in Boothbay Harbor. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Burnt Island Living Lighthouse and Boothbay ...
Opens in a new windowDowntown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere
Dog-friendly, waterfront home on St. George River with shore access, great views

Dog-friendly, waterfront home on St. George River with shore access, great views

St. George ME
Stay at this beach holiday home in Port Clyde. Enjoy a beach locale, laundry facilities and patios. Popular attractions Marshall Point Lighthouse and Tenants ...
Opens in a new windowDog-friendly, waterfront home on St. George River with shore access, great views
Historic "Wilbur Morse" Friendship Maine Ocean Home

Historic "Wilbur Morse" Friendship Maine Ocean Home

Friendship ME
Stay at this beach holiday home in Friendship. Enjoy a garden, laundry facilities and patios. Popular attractions Penobscot Marine Museum and Marshall Point ...
Opens in a new windowHistoric "Wilbur Morse" Friendship Maine Ocean Home
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Tenants Harbor ME
Stay at this beach holiday home in Tenants Harbor. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Tenants Harbor Marina and Marshall ...
Opens in a new windowDazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
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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
249 Holiday Homes
Lowest Price
NZ$265
Highest Price
NZ$265
Popular accommodation
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH., Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly., Oceanfront Retreat with Dock, Boothbay Harbor, The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock, Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere, Dog-friendly, waterfront home on St. George River with shore access, great views, Historic "Wilbur Morse" Friendship Maine Ocean Home , Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Top trending hotels in Monhegan Island

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

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

Monhegan Island ME
Stay at this holiday home in Monhegan Island. Popular attractions Fish Beach and Lupine Gallery are located nearby.
Opens in a new windowSunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.
Mid-Town Motel

Mid-Town Motel

2 out of 5
96 McKown St Boothbay Harbor ME
Stay at this motel in Boothbay Harbor. Enjoy free Wi-Fi, free parking and cable TV channels. Popular attractions Boothbay Harbor Memorial Library and Burnt Island ...
Opens in a new windowMid-Town Motel
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
The price is NZ$265 per night from 1 Feb to 2 Feb
NZ$265
1 Feb - 2 Feb
includes taxes & fees
Stay at this hotel in Boothbay Harbor. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the breakfast and the pool in their reviews. Popular ...
Opens in a new windowFlagship Inn and Suites
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Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St. Boothbay Harbor ME
Stay at this hotel in Boothbay Harbor. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the restaurant and the helpful staff in their reviews. ...
Opens in a new windowTugboat Inn
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.