Photo by Robbie Martin

Holiday Homes in Great Diamond Island

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Featured Holiday Homes in Great Diamond Island

Camp Forever cottage
9.6 out of 10, Exceptional, (56)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is AU$422
includes taxes & fees
22 Oct - 23 Oct
Camp Forever cottage
Escape to Positive Outlook
10.0 out of 10, Exceptional, (1)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is AU$374
includes taxes & fees
29 Oct - 30 Oct
Escape to Positive Outlook
Fantastic Waterfront Views
9.8 out of 10, Exceptional, (10)
"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. "
United States
Heather S.
The price is AU$478
includes taxes & fees
11 Nov - 12 Nov
Fantastic Waterfront Views
Mid Coast Getaway w/ water views
8.8 out of 10, Excellent, (3)
"You couldn’t ask for a better view, it was everything we had hoped and more."
United States
Andrew S.
The price is AU$334
includes taxes & fees
2 Nov - 3 Nov
Mid Coast Getaway w/ water views
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is AU$670
includes taxes & fees
21 Oct - 22 Oct
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Mere Point Sunrise Views at Eastern Shore!
9.8 out of 10, Exceptional, (6)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is AU$681
includes taxes & fees
28 Oct - 29 Oct
Mere Point Sunrise Views at Eastern Shore!
Centerview cottage
9.6 out of 10, Exceptional, (58)
"The title says it all. Property owners have their own separate house on site, along with a few other rental cottages. Properties share a common dock that is in excellent condition. Owners were super welcoming, friendly, and reachable if needed. "
United States
Chaddan M.
The price is AU$639
includes taxes & fees
27 Oct - 28 Oct
Centerview cottage
Beautiful 3BR Home with Office in Town of Brunswick with King beds
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$570
includes taxes & fees
20 Oct - 21 Oct
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (52)
"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "
United States
Chanmaly V.
The price is AU$754
includes taxes & fees
22 Oct - 23 Oct
Beach House ∆ Prime Location ∆ Steps to the Ocean
Orchid Harbor, Bailey Island 3BR
10.0 out of 10, Exceptional, (6)
"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."
United States
Karen T.
The price is AU$752
includes taxes & fees
2 Nov - 3 Nov
Orchid Harbor, Bailey Island 3BR
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
8.8 out of 10, Excellent, (21)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is AU$640
includes taxes & fees
21 Oct - 22 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Home on Historical Springs Island and Saco River + Gym
9.0 out of 10, Wonderful, (8)
"Nice quiet clean place to stay while traveling for work!"
United States
Brock E.
The price is AU$760
includes taxes & fees
20 Oct - 21 Oct
Home on Historical Springs Island and Saco River + Gym
Kayaker's and Land Lubber’s Dream Delight
The price is AU$652
includes taxes & fees
20 Oct - 21 Oct
Kayaker's and Land Lubber’s Dream Delight
Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (32)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AU$592
includes taxes & fees
27 Oct - 28 Oct
Modern & Sunny House Steps from the Promenade. Private Parking!
The Globe House on Munjoy Hill - Walk to Breweries
10.0 out of 10, Exceptional, (90)
"Perfect location to take advantage of all the foodie places!! Place was clean and hosts were wonderful. "
United States
Haley H.
The price is AU$803
includes taxes & fees
20 Oct - 21 Oct
The Globe House on Munjoy Hill - Walk to Breweries
Upscale Spacious OOB Beach House - Seasonal Heated Pool
10.0 out of 10, Exceptional, (10)
"We loved our stay - it was very clean and spacious in a charming neighborhood away from the hustle and bustle of the downtown/beach. I would strongly recommend! "
Canada
Kelsey S.
The price is AU$774
includes taxes & fees
5 Nov - 6 Nov
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Beautiful Modern Beach House In Old Orchard Beach!
9.4 out of 10, Exceptional, (3)
"Very great experience, the house was clean and fresh with a/c. Host was easy to reach. I highly recommend."
Canada
Lydia H.
The price is AU$666
includes taxes & fees
2 Nov - 3 Nov
Beautiful Modern Beach House In Old Orchard Beach!
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.6 out of 10, Excellent, (56)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is AU$400
includes taxes & fees
29 Oct - 30 Oct
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Modern Cottage with Peeks of Ocean Views
10.0 out of 10, Exceptional, (1)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is AU$688
includes taxes & fees
3 Nov - 4 Nov
Modern Cottage with Peeks of Ocean Views
Huge New Townhome 10mins from the Beach
8.0 out of 10, Very good, (1)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
United States
Stacy H.
The price is AU$890
includes taxes & fees
5 Nov - 6 Nov
Huge New Townhome 10mins from the Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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