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Browse Select Monhegan Island Cottages

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
9.8 out of 10, Exceptional, (32)
"Such a cute cottage perfect for two couples. Sunrise and sunset on the deck was awesome. Great location and easy walk into town. We loved it!"
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (38)
"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/
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (30)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
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
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, (40)
"Everything was as expected or better. Great directions made it easy to find. Place was well stocked, super clean, very comfortable. Neighborhood is great. And when I needed something, the property manager jumped to help at record speed. Will definitely go back. :-)"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.0 out of 10, Wonderful, (17)
"For a small cottage it was spacious, had modern amenities. The listing says harbor view but you have to look thru power lines, power poles and a lobster processing plant. The side stone steps are overgrown with vegetation making it hard to maneuver. All in all a good experience."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Breathtaking Oceanfront Private Cottage
10.0 out of 10, Exceptional, (59)
"We had a great stay! The cottage has everything you could need and special touches. We enjoyed talking with the hosts and got to meet Pilot once a day. The hosts were just right, and available for questions. This is such a beautiful place! Want to come back again!"
Breathtaking Oceanfront Private Cottage
Olde post office
9.6 out of 10, Exceptional, (133)
"It looks straight out of a storybook with great amenities and lovely grounds. We were able to have a fire in the fire pit which was so much fun and being close to the lighthouse was a huge perk. The host was kind and accessible. I would definitely composer staying at this property again. "
Olde post office
Two separate dog-friendly homes with water views & Linekin Bay Resort access
8.0 out of 10, Very good, (5)
"This was a beautiful place to stay and had more parking than we expected. The only hiccups we had was that the check in code we were given was one digit off from what it actually was so we had a little trouble getting into the house. Also there is an outlet that was uncovered in the bedroom and we had a child touch it. Luckily the child wasn’t harmed but this should definitely be addressed if there’s any little ones staying on the property. The houses were very clean and the only reason I gave...
Two separate dog-friendly homes with water views & Linekin Bay Resort access
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
10.0 out of 10, Exceptional, (8)
"Location is great, clean cabin with all you need, privacy, access to food and fun. Comfortable feeling as you enter cabin views of waterfront community , with beautiful sunsets on the harbour. "
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Contemporary Cottage With Spectacular Ocean Views And Access
9.8 out of 10, Exceptional, (45)
"The property was very comfortable and clean and was well appointed with anything I might need. It was nice having a washer and dryer as well. The view was lovely and it was just so pleasant to wake up and watch the sun rise. Such a great place! Thank you very much for your hospitality!"
Contemporary Cottage With Spectacular Ocean Views And Access
Your Windows To The Ocean, Lobstering Village, And Private Floating Dock!
10.0 out of 10, Exceptional, (48)
"We enjoyed watching the sunrise while having a cup of coffee. The views are fantastic and it is in a very quiet area. It was the perfect spot for our time in the area. "
Your Windows To The Ocean, Lobstering Village, And Private Floating Dock!
A Cozy Retreat on Southport Island
9.8 out of 10, Exceptional, (25)
"Adorable spot. Classic and cozy seaside cottage with the amazing boat house as an extra bonus. We walked to Robinson’s Wharf every night. Delish! We wanted to stay longer, oh well, next time! "
A Cozy Retreat on Southport Island
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Boothbay - Ocean Point home w/ screened porch, amazing view & water access
9.2 out of 10, Wonderful, (21)
"Peaceful with amazing views!"
Boothbay - Ocean Point home w/ screened porch, amazing view & water access
Spacious & tranquil waterfront hideaway on Muscongus Sound
7.6 out of 10, Good, (25)
"Nice location, nice house. The view would be better if the the owner trimmed the trees between the house and the ocean view. The clothing dryer is missing the filter and doesn't work."
Spacious & tranquil waterfront hideaway on Muscongus Sound
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
9.6 out of 10, Exceptional, (65)
"Our stay was amazing and everything was just as we expected, and more! Highly recommend this log cabin in the woods in quiet Maine"
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, (64)
"Older property; prime location"
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Quiet, authentic Maine village overlooking historic harbor in Mid-Coast Maine
9.8 out of 10, Exceptional, (48)
"Postcard cottage and great to access scenic beauty and sites"
Quiet, authentic Maine village overlooking historic harbor in Mid-Coast Maine
Charming East Boothbay Cottage w/ Large Yard!
10.0 out of 10, Exceptional, (46)
"This cottage was truly a precious laid out, suited us perfectly. My daughter and I truly were very impressed with how CLEAN this cottage was, The decor is adorable, and VERY WELL STOCKED, we have traveled for years and to a few places, the stock is usually very low, The owners truly accommodate the traveler! Very Thankful and Blessed that they share their home for us that travel, having the conveniences of home, a VERY well-maintained cottage, the location was perfect for our daily road trips,...
Charming East Boothbay Cottage w/ Large Yard!
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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Other property types in Monhegan Island

East Boothbay Waterfront One room Condo.Waterview from in side this room
9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Peace in Pemaquid - Ocean Sunsets & Stargazing
10.0 out of 10, Exceptional, (13)
"Stay"
Peace in Pemaquid - Ocean Sunsets & Stargazing
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (38)
"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/
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.

Frequently asked questions

Why book your cottage in Monhegan Island with Expedia?
Booking a cottage in Monhegan Island is as easy as working out your travel dates and selecting an ideal place for outdoor recreation and relaxation. From upscale retreats to inexpensive stays and cottages that have perks like free WiFi, Expedia has something for all styles and tastes. As for awesome deals? We have them too!
How can I find cheap cottages in Monhegan Island?
With Expedia’s helpful filter tool, comparing cheap cottages in Monhegan Island is a cinch. To view properties that’ll make your hip pocket happy, narrow your search results by amenities, budget and star rating.
What is there to do in Monhegan Island near my cottage?
The best travel accessory is a well-planned to-do list. Fish Beach is a top place to begin your sightseeing in Monhegan Island.