Great Diamond Island Vacation Rentals

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Browse Select Great Diamond Island Vacation Homes

Our top choices for Great Diamond Island vacation homes

CA $918 total

includes taxes & fees

Sep 7 - Sep 8

"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."

CA $404 total

includes taxes & fees

Sep 15 - Sep 16

CA $425 total

includes taxes & fees

Aug 26 - Aug 27

"Check in was simple. Quaint place. "

CA $246 total

includes taxes & fees

Aug 26 - Aug 27

"A clean, beautiful home. It had lots of amenities and space. We had every thing we needed. It felt like home. We will definitely stay there again. "

CA $709 total

includes taxes & fees

Sep 12 - Sep 13

"Excellent in every way."

CA $356 total

includes taxes & fees

Sep 8 - Sep 9

"You couldn’t ask for a better view, it was everything we had hoped and more."

CA $389 total

includes taxes & fees

Sep 2 - Sep 3

"Everything was great for our family's vacation!"

CA $647 total

includes taxes & fees

Aug 29 - Aug 30

"Good location near lots of hiking and not far from Portland "

CA $488 total

includes taxes & fees

Sep 1 - Sep 2

"GoodLocation, very clean. Would stay again "

CA $664 total

includes taxes & fees

Aug 26 - Aug 27

"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."

CA $501 total

includes taxes & fees

Sep 2 - Sep 3

"Great location, clean property"

CA $514 total

includes taxes & fees

Sep 7 - Sep 8

"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "

CA $697 total

includes taxes & fees

Aug 31 - Sep 1

"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."

CA $686 total

includes taxes & fees

Sep 16 - Sep 17

3 bedrooms, desk, iron/ironing board, travel crib

"Very clean "

CA $613 total

includes taxes & fees

Sep 24 - Sep 25

"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...

CA $2,063 total

includes taxes & fees

Sep 1 - Sep 2

"The place really was amazing and I would certainly stay again. If I could point out just one pc of advice the floors needed mopping very badly. Thank you for sharing your place with us we made some very special and wonderful memories. "

CA $561 total

includes taxes & fees

Sep 2 - Sep 3