Top Guest Houses in Great Diamond Island in 2026

A calm sea with a sailboat and rocky coastline.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Great Diamond Island guest houses

1. The Breakers Inn

Higgins Beach

carol

Rp5.462.164 total

includes taxes & fees

31 Aug - 1 Sept

Superior Room, 1 Queen Bed, Shared Bathroom, Ocean View | Balcony

2. The Rebekah Inn

Old Orchard Beach

Philip

Rp2.633.544 total

includes taxes & fees

7 Sept - 8 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Great Diamond Island Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good

"The room with a king-size bed was clean and worked out well for our two-night stay near the airport. There was a Keurig coffee maker in the room, a refrigerator, and a microwave. The staff was friendly and the breakfast was very good, with lots of choices, including croissants, muffins, English muffins, egg and sausage patties, cereals, etc. I liked that they also had fresh fruit - bananas and small oranges. The hotel is within walking distance to the Maine Mall, where we went for lunch in the food court on the first day."