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Search Vacation Homes in Monhegan Island

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Compare 288 Vacation Homes in Monhegan Island with updated reviews, rates, and availability.

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Very clean place. Right across the town of boothbay. Very good communication with host. She was very helpful. Very good stay"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

9.8 out of 10, Exceptional, (121)
"We had such a great time. The property is very nice easy to walk around. The path to the dock is hard to find, the area and towns are beautiful. The house had everything in it that you needed. Awesome stay."
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"Great trip. Home met all our needs. It needs tables by the couch and perhaps another chair in tv room. But it was comfortable and homey. "
Home In Boothbay - Holiday Getaway

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (1)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Historical New England home with outdoor shower - near downtown

9.2 out of 10, Wonderful, (32)
"We came up to celebrate my dads birthday with my family and it was perfect."
Historical New England home with outdoor shower - near downtown

Coastal bungalow with large yard, beautiful kitchen, & great location

9.4 out of 10, Exceptional, (30)
"We had a wonderful stay! Perfect location to Boothbay and surrounding areas! The home was very clean and it was great have 2 full baths. Planning on booking again next year!"
Coastal bungalow with large yard, beautiful kitchen, & great location

Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities

10.0 out of 10, Exceptional, (14)
"Wanted to see the trolls at the Coastal Maine Botanical Gardens and explore lighthouses in the area. Great location. Enjoyed the view of the bay of Boothbay Harbor."
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities

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

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

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (92)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Historic Friendship Boat House Near Back River!

8.0 out of 10, Very Good, (3)
"Everything was beyond expectations. The neighborhood was quiet. The stars were visible and a nice deck to enjoy the experience. Big back yard for the dogs to explore. The kitchen was large and well stocked. One of the best features was large windows throughout the house so you could take in stunning sunsets.We went to the Damariscotta Pumpkin Festival and it was a short drive away.The house is very classy and it has alot of interesting facts about its history.We would come back. Thank You "
Historic Friendship Boat House Near Back River!

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

9.4 out of 10, Exceptional, (51)
"There were four of us so we each had a bedroom. We have been friends since 1955!!! It was a wonderful getaway! "
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

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

9.6 out of 10, Exceptional, (66)
"Situated at the end of Ocean Point, this house has fantastic views and is so close to the ocean that we could hear the rhythmic sound of the surf all night long. The house is also extremely tastefully designed throughout, making it seem much more like a dream home than a holiday cottage. Overall, it's one of the nicest places we've stayed, and we hope to be able to return for another visit."
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Peace in Pemaquid - Ocean Sunsets & Stargazing

10.0 out of 10, Exceptional, (16)
"Took my kids for the first time for a short trip home to Maine, It was a perfect trip staying in the perfect place centered right in the middle of everything ive missed so much about home, close to the beach, light house and amazing views from the house. "
Peace in Pemaquid - Ocean Sunsets & Stargazing

Deck w/ Water Views: Quiet East Boothbay Retreat!

Deck w/ Water Views: Quiet East Boothbay Retreat!

Downtown Boothbay Harbor, 2-Story Cottage

9.6 out of 10, Exceptional, (16)
"We had fabulous 4 days in Boothbay , visiting beautiful Penaquid , Southport Island, boat cruise, morning coffee near the water, and delicious food at Waves. Fun to look in different shops too. Bed was comfortable, nice readinbathroom was clean but right in bedroom with curtain but no door. That was a negative. Driveway was very steep for climbing and awkward parking space for unloading which was a challenge for 70 yr olds. Good kitchen area and sunny living room. Rivate and semi detached. "
Downtown Boothbay Harbor, 2-Story Cottage

Peacefull house on the water

9.6 out of 10, Exceptional, (26)
"This cozy home had everything we needed for our Thanksgiving getaway. It's beautifully updated, warm, comfortable, and centrally located to what we wanted to do. It's located in a quiet, riverfront area for a peaceful stay. Only the turkeys, squirrels, and an occasional lobster boat to get your attention. Just perfect. I highly recommend this property."
Peacefull house on the water

Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

9.6 out of 10, Exceptional, (35)
"It is a big house with 4 bedrooms and 2 full baths. It was very clean when we arrived It is about a half mile walk into Boothbay Harbor by way of the footbridge. There are many restaurants, and shops. You can go out on boat tours from the middle of the town. Our experience was very good and be enjoyed our stay"
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

Hidden Waterfront Retreat with Private Dock & Rocky Beach

8.4 out of 10, Very Good, (33)
"This house has a great location and lovely views on the water, but should not be allowed to be on the rental market in its current condition. It is filthy and dirty full of mildew that will hit you as soon as you enter. We asked to be moved but the nearest option was 2 1/2 hours away which was not acceptable. The house needs a deep cleaning!!! The furniture and flooring were stained, there were dirty cups in the cabinets, cobwebs everywhere and you couldn’t escape the mildew. There were two...
Hidden Waterfront Retreat with Private Dock & Rocky Beach
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

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.

Stunning oceanfront cottage w/ private deck and Atlantic views

9.2 out of 10, Wonderful, (50)
"They thought of everything, including binoculars. We watched seabirds and lobstermen working and didn't leave the house until late in the day for the Botanical Gardens. They only communicate through Vacasa,email, and text. Good communication, though. Final payment is through Vacasa. "
Stunning oceanfront cottage w/ private deck and Atlantic views
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.