Great Diamond Island Guest Houses

A calm sea with a sailboat and rocky coastline.

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Our top choices for Great Diamond Island guest houses

A view from a window overlooking a body of water with a distant shoreline, a vase with flowers, and a glass on a table.

1. The McKernan Inn

South Portland

Kathy

P13,731 total

includes taxes & fees

Nov 3 - Nov 4

A spacious room with large windows overlooking a beach, furnished with blue and white patterned chairs and a wooden table.

2. The Breakers Inn

Higgins Beach

Deborah

P17,103 total

includes taxes & fees

Oct 25 - Oct 26

A balcony with a view of the beach and ocean. There is a table and a chair with a blue cushion.

3. The Rebekah Inn

Old Orchard Beach

Dan

P7,472 total

includes taxes & fees

Oct 11 - Oct 12

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Top Great Diamond Island Hotel Reviews

Quality Inn & Suites South Portland

10/10 Excellent

"Clean property overall and the staff was freindly!"

Inn at St John Portland In-Town

10/10 Excellent

"Nice clean hotel. Don’t believe those saying area is unsafe. No people were even out and about except for daily business. Parking is tight, you might be referred to a lot a very short walk away. Hotel is over 120 years old, they have maintained the decor of the period, and in some spots it needs some attention, but it would not detract from the stay. We had a room on the side and it was quiet and comfortable."

Holiday Inn Portland-By the Bay by IHG

8/10 Good

"Hotel was satisfactory. Room was clean although the bathroom needs to be repainted. Staff was accommodating. No real issues or concerns aside from the fact that its location is several blocks away from the seaport activities. Also the parking spaces underneath the hotel are not really designed for todays SUV's its kind of tight. I might consider it again but most likely would choose something a bit closer to the seaport due to its location."

DoubleTree by Hilton Hotel Portland

10/10 Excellent

"I’m very happy with this hotel. The airport shuttle works perfectly. The front staff was very good. I can’t say enough nice things about the bar/breakfast employees, some of the nicest people I’ve ever met. The room was clean and spacious, the mattress and bedding were very good. Thank you Doubletree!"

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