Book Holiday Homes in Monhegan Island

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Featured Holiday Homes in Monhegan Island

Coastal home with new, full kitchen, walkable downtown location

Coastal home with new, full kitchen, walkable downtown location

Boothbay Harbor
With a stay at this vacation home, you'll be centrally located in Boothbay Harbor, just a 3-minute walk from Boothbay Railway Village and 6 minutes by foot from ...
Coastal home with new, full kitchen, walkable downtown location
Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!

Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be within a 15-minute walk of Carousel Music Theater and Boothbay Region Land Trust.
Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!
Historic Friendship Boat House Near Back River!

Historic Friendship Boat House Near Back River!

Friendship
Located in Friendship, this vacation home is by the sea, within a 15-minute drive of St. George River and Maine State Prison Store.
Historic Friendship Boat House Near Back River!
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Downtown Boothbay Harbor, 2-story house.

Downtown Boothbay Harbor, 2-story house.

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 house.
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

East Boothbay
With a stay at this vacation home in East Boothbay (Ocean Point), you'll be within a 5-minute drive of Grimes Cove Beach and Linekin Bay.
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay

The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay

Boothbay Harbor
A stay at this vacation home places you in the heart of Boothbay Harbor, steps from Burnt Island Living Lighthouse and Boothbay Harbor Memorial Library.
The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay
Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town

Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town

Boothbay Harbor
Located in Boothbay Harbor, this vacation home is by the sea, within a 5-minute walk of Linekin Bay and Barrett Park.
Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - 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
Home In Boothbay - Holiday Getaway

Home In Boothbay - Holiday Getaway

Boothbay
Located in Boothbay, this vacation home is in a rural location, within a 15-minute walk of The Boothbay Playhouse and Dolphin Mini Golf.
Home In Boothbay - Holiday Getaway
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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
247 Holiday Homes
Lowest Price
AU$212
Highest Price
AU$262
Popular accommodation
Coastal home with new, full kitchen, walkable downtown location, Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!, Historic Friendship Boat House Near Back River!, Downtown Boothbay Harbor, 2-story house., Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill, The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay, Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town, Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor, Home In Boothbay - Holiday Getaway

Top trending hotels in Monhegan Island

Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is AU$262 per night from 11 Jun to 12 Jun
AU$262
per night
11 Jun - 12 Jun
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
Boothbay Harbor Inn

Boothbay Harbor Inn

2.5 out of 5
31 Atlantic Ave, Boothbay Harbor, ME
The price is AU$215 per night from 10 Jun to 11 Jun
AU$215
per night
10 Jun - 11 Jun
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
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is AU$212 per night from 11 Jun to 12 Jun
AU$212
per night
11 Jun - 12 Jun
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
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Fishermans Wharf Inn

Fishermans Wharf Inn

2.5 out of 5
22 Commercial St, Boothbay Harbor, ME
The price is AU$258 per night from 10 Jun to 11 Jun
AU$258
per night
10 Jun - 11 Jun
A stay at Fishermans Wharf Inn places you in the heart of Boothbay Harbor, steps from Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Fishermans Wharf 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.