Search Great Diamond Island Cottage Accommodations

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Cottages in Great Diamond Island

Relax on the deck with a view of the calm lake, featuring comfortable seating and a barbecue grill.

"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"

"We enjoyed our stay there .the cottage was clean loved the charm of the place. Host was very helpful. Will return again. "

Relax in a hot tub surrounded by a serene backyard setting.

"Great stay. Unique place with lots of character. Clean and pleasant. Loved the geese that greeted us each time we walked in/out (fenced not loose) !"

Harbor scene with boats moored at the dock.

"We had a wonderful time at this house! It’s perfectly situated by the beach, just a stone’s throw away from the charming village of Biddeford Pool. You can even grab some fresh, steamed lobster at the grocery store there. The house offers breathtaking views of the sunset and the bay, and there’s plenty of great outdoor space for relaxation. Parking is also a breeze. The host is incredibly friendly and responsive, making our stay even more enjoyable. We even had a travel massage for our...

Relax in a comfortable seating area with a sofa and bench, surrounded by a mix of modern and rustic elements.

"This was a gem, and the location was perfect for what we need. Very charming and such a comfortable bed"

"My kids and I loved our stay at the pond. We enjoyed kayaking and floating in the peaceful setting. "

Relax in a serene outdoor space with Adirondack chairs, a picnic table, and a fire pit.

"Cute and tidy cottage, easy walk to beautiful beach."

"Cute cabin in small quiet campground close to pool and short walk to downtown. The cabin itself was clean, cozy, and had everything we needed for a comfortable stay. Perfect for a small family getaway or a relaxing weekend."

Stroll up to the charming entrance, where a front porch invites you to relax.

"Easy walk into the board walk shopping area ! Private parking and owner was readily available for any issues or concerns....gas station and lobster pound close enough i walked to pick us up dinner....5 lobster fresh cooked $45 and we're still steaming hot by time i walked back to the house"

includes taxes & fees

1 Sept - 2 Sept

Enjoy the ocean views from this deck overlooking the coastline.

"Nice little hidden gem of a place."

Walk along the beach pathway to the ocean's edge.

"We enjoyed our visit"

Relax on the deck with a tranquil view of the water, featuring a table, Adirondack chairs, and a shaded area.

"Loved the location."

Kitchen equipped with microwave, oven, and sink, featuring a chair and window.

"We had a very nice, clean and comfortable stay!"

Relax on the dockside deck, surrounded by lush greenery and picturesque views of the marina.

"Really enjoyed the house and location."

Enjoy cooking in this well-equipped kitchen with a central island, oven, and stovetop.

Enjoy a serene garden oasis with lush plants, a hedge, and a small tree, surrounded by a stone wall and outdoor dining area.

"Convenient to all that Old Orchard Beach has to offer. Great communication and offerings of beach chairs and beach towels. Wonderful time. Definitely recommend."