Search Vacation Homes in Great Diamond Island

"The Gregory House is in a great location in southern Maine. It's 30 minutes south of Portland and close to most of the south coast beach towns. All amenities you'll need are close by. The house itself is an old mansion and has tons of space. The 3rd floor has a grand, pitched ceilinged, wood paneled pool room with comfy couches and a large screen TV. Lots of games are available as well in the storage drawers there. There's also a card room in the main turret - very cool. The front porch has lots...

"Beautiful home! Well kept, clean and very comfortable. A little touch of history in this wonderful house and neighborhood. Great location, quick to Portland and the airport. We loved it!!!! Owner communication is a 10+++. "

"Very nice little house. That being said, the house was good for us as we weren’t there much, but if you plan on spending a lot of time in the house it is small, the bathroom is made for small people. I would recommend this listing as the host is very quick to respond and very pleasant and helpful."

"Cute little spot near oxbow. Short drive to downtown. Great kitchen if you cook. Neighborhood seems Soso during the day and strangely decent at night. Pretty ideal. Best deal the weekend we stayed even over all the hotels. Worked out great. "

"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."

"This is owners first year renting. It needs a complete review by electrician because there are several outlets not working. We also had trouble with the thermostats and heat. So that needs help too. The 1800 salt box portion of the home was charming to us. The addition added a great number of beds and baths. The kitchen was marginally stocked with bowls, etc so bring your own.. kitchen could have been cleaner too. So not smooth sailing but a comfy no fuss second home"

"We loved the location and the house. There were beautiful views from the deck of the bay. It was slightly secluded. We saw a few deer right in the yard. The house was very clean and well stocked."

"Great location and beautiful home. Looking forward to renting out again. "

"Beth’s apartment is amazing, and the location is absolutely perfect. You have complete privacy, even though the apartment is attached to her house. We will definitely be returning. Thank you, Beth!"

"The house was beautiful and the view of the ocean on the second floor was amazing. I would love to return again. Thank you."

"Comfortable, peaceful. Everything we needed for mussels, steamers and lobster Nice to have working dock in front of us for lobsters"

"The home was wonderful, quiet location, beautiful views, plentiful parking, great sleeping arrangements. Minor issueswith dining room chairs needing some repair and in need of a little better cleaning (e.g., dusting, sweeping under beds and dressers). But still a perfect rental for our group of 12."