Search Vacation Homes in Great Diamond Island

"We had a wonderful time at the property! Super close walking distance to great shopping and restaurants. Host was so responsive and even checked in to make sure we were having a great stay. Would stay again!"

"Great space for our needs: three generations for a graduation weekend!"

"Wow, wow, wow! My family and I all agree that this has been the best rental home we have ever stayed in. The interior design is so chic, we were truly wowed by the attention to detail in this place. The beds and pillows are also extremely comfy, we all had a great two nights of sleep here. The location of this place is phenomenal, it neighbors the Portland Observatory, many bars/cafes, and is a short walk down to the eastern promenade. We will absolutely stay here again the next time we’re in...

"The house was lovely and well kept and in a great location."

"Everything was very well stocked!"

"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"

"Great stay. Alexa was a great host. Having garaged parking and the indoor pool/hot tub was perfect for our stay that coincided with a snow. Would definitely stay here again next winter."

"Very nice! Would stay again and would highly recommend."

"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."

"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"

"Lovely location "