Book Holiday Homes in Monhegan Island

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Featured Holiday Homes in Monhegan Island

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.
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Boothbay
With a stay at this vacation home, you'll be centrally located in East Boothbay, just a 3-minute walk from Grimes Cove Beach and 13 minutes by foot from Linekin ...
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
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!
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Single-family home situated on the waterfront in the beautiful midcoast Maine

Single-family home situated on the waterfront in the beautiful midcoast Maine

Bristol
With a stay at this vacation home in New Harbor (Pemaquid Beach), you'll be a 3-minute walk from Colonial Pemaquid State Historic Site and within a 5-minute ...
Single-family home situated on the waterfront in the beautiful midcoast Maine
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Camden/Friendship
With a stay at this vacation home in Friendship, you'll be on the beach, and 10.5 mi (16.9 km) from St. George River and 12 mi (19.3 km) from Maine State Prison ...
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]
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
With a stay at this vacation home in Boothbay Harbor, you'll be on the waterfront, just a 3-minute walk from Opera House at Boothbay Harbor and 5 minutes by ...
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
Beautiful Maine coastal home w/ hot tub and gourmet kitchen! Right on the water!

Beautiful Maine coastal home w/ hot tub and gourmet kitchen! Right on the water!

Bristol
Located in New Harbor, this vacation home is by the ocean, within a 5-minute drive of Pemaquid Point Lighthouse Park and Pemaquid Craft Co-op.
Beautiful Maine coastal home w/ hot tub and gourmet kitchen! Right on the water!
Quintessential Maine Oceanfront home

Quintessential Maine Oceanfront home

Bremen
When you stay at this vacation home in Bremen, you'll be on the beach and 10 minutes by car from Penobscot Marine Museum.
Quintessential Maine Oceanfront home
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
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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$240
Highest Price
AU$240
Popular accommodation
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Oceanfront home & guesthouse w/ incredible ocean views, deck & location, The Perch - A cozy cottage minutes from Tenants Harbor, with water access!, Single-family home situated on the waterfront in the beautiful midcoast Maine, Spectacular Oceanfront Home - MidCoast Maine [EV Charger], The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock, Beautiful Maine coastal home w/ hot tub and gourmet kitchen! Right on the water!, Quintessential Maine Oceanfront home, Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

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
The price is AU$240 per night from 25 Feb to 26 Feb
AU$240
includes taxes & fees
25 Feb - 26 Feb
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
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3 out of 5
West Boothbay Harbor
With a stay at this cottage in West Boothbay Harbor, you'll be within a 5-minute drive of Juniper Point and Maine State Aquarium.
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
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Smuggler's Cove Inn

Smuggler's Cove Inn

2.5 out of 5
727 Ocean Point Road, East Boothbay, ME
Located in East Boothbay, Smuggler's Cove Inn is by the ocean, within a 10-minute drive of Boothbay Harbor Memorial Library and Boothbay Harbor Marina.
Smuggler's Cove Inn
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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.