A calm sea with a sailboat and rocky coastline.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Great Diamond Island condo rentals

A modern house with a wooden exterior, a small garden, and a visible window.

1. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is AU$644
includes taxes & fees
20 Sept - 21 Sept
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A harbor with boats docked, a pier, and buildings in the background.

2. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay at Mat's place! Convenient location, very cute apartment with a lovely view of the water. Well equipped for a couple's weekend away. We appreciated the sharp knives for cooking and the comfy couch!"
United States
Charlotte B.
Casco Bay Vista
A wooden bench on a rocky shore overlooking a calm body of water.

3. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (132 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is AU$581
includes taxes & fees
22 Sept - 23 Sept
City Amenities, Casco Bay Sunrises and Natural Beauty
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

4. Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (84 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
The price is AU$711
includes taxes & fees
8 Oct - 9 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

5. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
The price is AU$433
includes taxes & fees
5 Oct - 6 Oct
Cozy Two Bedroom on Munjoy Hill
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

6. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (91 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
The price is AU$560
includes taxes & fees
13 Oct - 14 Oct
Walk to Old Port ♦ West End Condo ♦ Parking
A beach with a wooden chair and a small building in the background.

7. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is AU$721
includes taxes & fees
21 Sept - 22 Sept
Arlie`s Digs! - One Block To Willard Beach!
A beach with a sunset, a pier, and a building with 'erly' on it.

8. Condo in downtown OOB. 4 min walk to Pier & Beach

Condo in downtown OOB. 4 min walk to Pier & Beach
Old Orchard Beach
9.0 out of 10, Wonderful, (2 reviews)
"Place was perfect. good distance from the pier. We had a great stay, will definitely return"
United States
Joseph R.
The price is AU$363
includes taxes & fees
20 Sept - 21 Sept
Condo in downtown OOB. 4 min walk to Pier & Beach
A modern living room with a wooden dining table, a sofa, and a TV mounted on the wall.

9. Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Saco
9.0 out of 10, Wonderful, (9 reviews)
"The coastal condo was comfortable and a great place to stay! "
United States
Tara P.
The price is AU$501
includes taxes & fees
24 Sept - 25 Sept
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
A sandy beach with a clear sky and ocean waves.

10. Cozy Newly Renovated 2-bedroom Condo By The Beach

Cozy Newly Renovated 2-bedroom Condo By The Beach
Saco
9.2 out of 10, Wonderful, (10 reviews)
"Clean, allowed us to check in earlier, Accommodating host. Convenient location Would stay again "
United States
Carlos P.
Cozy Newly Renovated 2-bedroom Condo By The Beach
A pier with a building on stilts over the beach.

11. Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.6 out of 10, Exceptional, (10 reviews)
"Great location!"
United States
Daniel
The price is AU$478
includes taxes & fees
20 Sept - 21 Sept
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
A pier with numerous wooden pillars extending into the water.

12. Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!

Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Great location!"
United States
Karen Y.
The price is AU$481
includes taxes & fees
20 Sept - 21 Sept
Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
A beach with a sunset, a pier, and a building with 'erly' on it.

13. 4 min Walk to Pier & Beach. Center of OOB FREE Pk

4 min Walk to Pier & Beach. Center of OOB FREE Pk
Old Orchard Beach
9.4 out of 10, Exceptional, (27 reviews)
"Great location, clean, easy access. "
United States
Jean Anthony
4 min Walk to Pier & Beach. Center of OOB FREE Pk
A compact kitchen with wooden cabinets, a stainless steel sink, and a white refrigerator.

14. 350 yards to the Beach. Pet Friendly. Free Parking

350 yards to the Beach. Pet Friendly. Free Parking
Old Orchard Beach
6.8 out of 10, (5 reviews)
"We had a great time and the apartment was suprisingly roomy for 6 adults!!"
United States
Phenix p.
350 yards to the Beach. Pet Friendly. Free Parking
A pier with buildings on stilts, a sandy beach, and a clear sky.

15. Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!

Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.0 out of 10, Very good, (2 reviews)
"The stay was wonderful - tiny snafu getting in; listed was b when we were supposed to be getting into a"
United States
Alana J.
The price is AU$480
includes taxes & fees
27 Sept - 28 Sept
Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
A wooden pier extending into the water with multiple buildings on stilts.

16. Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"The place was cute and conveniently located. A few things could use touching up and better upkeep. Overall, we had a nice stay. "
United States
Katherine m.
The price is AU$477
includes taxes & fees
28 Sept - 29 Sept
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A view from a room with large windows to a balcony overlooking a beach.

17. Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.

Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
Old Orchard Beach
9.8 out of 10, Exceptional, (247 reviews)
"Had an amazing stay in Old Orchard Beach, Maine. The views and sunsets were absolutely beautiful, and the whole area had such a relaxing vibe. There were plenty of great food spots within walking distance, which made everything super convenient. The place looked exactly like the pictures, which is always a huge plus. Definitely a stay I’d recommend and would come back to again."
United States
Jason R.
The price is AU$489
includes taxes & fees
12 Oct - 13 Oct
Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
A pier with a building on stilts over the beach.

18. Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (10 reviews)
"Such a great property. It was clean and the location was perfect. We will definitely be back for our next girls trip!"
United States
Kristen O.
The price is AU$480
includes taxes & fees
27 Sept - 28 Sept
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A coastal residential area with houses, a beach, and a clear sky.

19. Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier

Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
Old Orchard Beach
The price is AU$831
includes taxes & fees
20 Sept - 21 Sept
Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
A balcony with a view of the beach, a white building in the background, and a wicker sofa with floral cushions.

20. Old Orchard Beach, Spacious, beachfront, 2 bedroom condo

Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely loved our stay in Old Orchard. The beach was 10x nicer than we expected. Waking up for sunrise was a treat. The condo is spacious and loved having the windows open for the ocean breeze. We were able to grill lobster. Beds upstairs were super comfy. Better sleeping on the couch than the couch bed as the couch bed is terrible at best (there’s plenty of room on the couch). Kitchen is very sparse. Pick up all essentials in town (coffee, plastic wrap/foil, paper towels, paper cups,...
United States
Ally M.
The price is AU$859
includes taxes & fees
13 Oct - 14 Oct
Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
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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Top Great Diamond Island Hotel Reviews

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"The room was great. The property was nicely kept. However, what stands out the most is the integrity and helpfulness of the staff. I accidentally left my wedding ring in the room and the housekeeping staff found it and notified me. Honesty at its best. Then, a woman named Lisa in accounting went above and beyond to take the ring to Fed Ex and send it to our next stop on our trip. I can’t say enough how grateful I am to Lisa and the housekeeping staff for doing this. It reflects highly on the hotel. They are just awesome!"
Garnett 1-night trip
Posted 8 hours ago
Fireside Inn & Suites Portland

Find out more about Great Diamond Island

Great Diamond Island Condo Rentals information

Number of reviews
741
Accommodation
208 Condo Rentals
Lowest Price
AU$363
Highest Price
AU$859

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