Maine has a history for ship building and maritime. Anywhere on the coast you will see schooners, and large sailboats.
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16 Jum. I - 18 Jum. I

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Compare 570 Vacation Homes in Orrs Island with updated reviews, rates, and availability.

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"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"

"Great historic house in a terrific location. "

"Really cool room and in a great location only a short walk from restaurants and sights. "

"Perfect spot in Boothbay Harbor… house has everything you need…"

"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. "

"We had a great stay! Amazing weather and plenty of lobster."

"We used this cozy home as our home base while we were visiting the sights at Boothbay Harbor."

"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."

"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We can’t wait to go again!"

"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."

"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "

"Great location, walkable to everything we wanted to do in Portland"

SAR 1,571 total

includes taxes & fees

7 May - 8 May

"What a fantastic property. It was exactly the peaceful seclusion we were looking for. Place was spotless and massive. Best way to ring in the New Year, cooking together, playing board games, laughter and cheer. Hoping we can come back with a larger group so they can experience the fantastic space, too."

"It was very convenient. "

SAR 2,037 total

includes taxes & fees

7 May - 8 May

"This property was as described and it felt like we were staying at a family member’s cozy house. The towels were thick, the beds were comfortable, and the kitchen had everything we needed."

SAR 1,398 total

includes taxes & fees

12 May - 13 May

"We had our wedding party stay at this property for our wedding at live well farm. It was beautiful and everyone enjoyed their stay. "

"Lovely cottage."

"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"

"From California, I put together a 21st birthday weekend in Portland for my daughter and five of her friends from Bates College. Tim, the manager, was communicative, helpful, and always available. The townhome is adorable, and the location is fantastic."