Photo by Jeffrey Offermann

Search Cottages in Monhegan Island

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Monhegan Island

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (1)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.

Premier Cottage w/NEW ADDITION! Great for large families/multiple couples

10.0 out of 10, Exceptional, (39)
"We had a great stay. The cabin is exactly as described. All the amentities one would need. Beautiful area."
Premier Cottage w/NEW ADDITION! Great for large families/multiple couples

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (99)
"We stayed at the property for two nights for a family getaway after the holidays. The house was in a great location, beautiful views, spotlessly clean, and very well equipped. We loved waking up to the light hitting the water and being able to explore the beautiful peninsula. Great hikes a short drive away. We would gladly stay again! "
Waterfront Cottage in South Bristol w/ private dock and lobster boat views

Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town

9.6 out of 10, Exceptional, (25)
"Convenient and cozy. Lovely wooded lot with views. "
Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

9.6 out of 10, Exceptional, (66)
"Great spot"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

9.0 out of 10, Wonderful, (65)
"Wonderful views."
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

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

9.8 out of 10, Exceptional, (39)
"The property is exactly like the pictures but better. The view is amazing, location is quite and comfortable. Easy access the many towns & hiking locations. Would stay again."
Cozy Cottage with spectacular salt water view / 3 Kayaks available/

Renovated home with water views, dock access, Linekin Bay Resort fun - dogs okay

5.6 out of 10, (5)
"location was great. bed sheets/ covers were not clean. nice kitchen no outside chairs or deck to enjoy the Maine weather."
Renovated home with water views, dock access, Linekin Bay Resort fun - dogs okay

Newly updated cottage directly on Maple Juice Cove

10.0 out of 10, Exceptional, (33)
"Great place and great host!"
Newly updated cottage directly on Maple Juice Cove

'Sprucewold' Boothbay Harbor Cottage w/ Deck

9.8 out of 10, Exceptional, (13)
"Clean, great screened in porch, comfortable beds, nice kitchen and comfortable furniture in main room. The flower boxes were beautiful"
'Sprucewold' Boothbay Harbor Cottage w/ Deck

Olde Post Office Cottage at Pemaquid Point

9.6 out of 10, Exceptional, (138)
"This is our second time staying here, and as before, it was delightful. Obvious that the owner puts a lot of care and thought into the place."
Olde Post Office Cottage at Pemaquid Point

Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

9.6 out of 10, Exceptional, (80)
"My husband and I just retired and enjoyed this place immensely! Especially the fireplace and the quiet space."
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

9.8 out of 10, Exceptional, (18)
"Very nice all the basics covered. Close to the harbor, very quiet."
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

Spacious & tranquil waterfront hideaway on Muscongus Sound

7.6 out of 10, Good, (25)
"Beautiful house with great decks and sleeping spaces. There was a very close boat launch which was great for us on our kayaking trip."
Spacious & tranquil waterfront hideaway on Muscongus Sound

Settlers Cottage, cute Maine home with water views

10.0 out of 10, Exceptional, (1)
"Enjoyed my time at the property. My mom was with me and she had the bedroom while I had the loft. I only wish there was more headroom in the loft. I wish there was access to the water from the property. MY only suggestion is some type of marking making it easier to find the road maybe ballons on lights "
Settlers Cottage, cute Maine home with water views

Classic Maine Cottage with ocean views

9.8 out of 10, Exceptional, (35)
"The house is amazing. Everything you needed and more. Such a serene location. "
Classic Maine Cottage with ocean views

Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor

9.8 out of 10, Exceptional, (43)
"Great spot in Southport Island. Highly recommend."
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor

Pets Stay Free! Modern Cottages w/Heat & AC, 1st Flr King/Stand-up Loft

10.0 out of 10, Exceptional, (56)
"Excellent property, great place to stay for our visit!"
Pets Stay Free! Modern Cottages w/Heat & AC, 1st Flr King/Stand-up Loft

Dew Drop Cottage II: Within Walking Distance Of Port Clyde Village

9.8 out of 10, Exceptional, (59)
"The cottage was exactly what we needed, very well equipped. Would definitely stay here again."
Dew Drop Cottage II: Within Walking Distance Of Port Clyde Village

Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.

10.0 out of 10, Exceptional, (47)
"Beautiful spot close to many interesting attractions. Chris was a great host."
Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Why book your cottage in Monhegan Island with Expedia?
Booking a cottage in Monhegan Island is as simple as deciding on your travel dates and picking an ideal place for a vacation in the outdoors. From luxurious retreats to low-cost properties and cottages that include perks like a hot tub, Expedia has something for all traveler tastes. As for awesome deals? We have them too!
How can I find cheap cottages in Monhegan Island?
With Expedia's handy filter tool, getting your hands on cheap cottages in Monhegan Island couldn't be easier. To find properties that are very pocket friendly, narrow down your search by star rating, amenities and budget.