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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Condo Rentals in Great Diamond Island and around

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Interior

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (213)
"We stayed off season to just get away. The beach view is really nice. We went to the restaurant downstairs for food and live music. Very convenient! Place was clean. "
The price is €518
includes taxes & fees
1 Sept - 2 Sept
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach
Beach

Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach

8.0 out of 10, Very good, (3)
"Loved how close it was to everything,could be a little more updated on a couple of things"
Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach
Maine, Beachfront Condo!
On the beach, sun-loungers, beach towels

Maine, Beachfront Condo!

9.6 out of 10, Exceptional, (65)
"We were very pleased with the Condo very clean, stocked up, beautiful views, and communication was amazing. Thank you Tammy, we will definitely return. "
Maine, Beachfront Condo!
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.6 out of 10, Good, (28)
"Really enjoyed our stay the place made it incredibly easy to get up and go. Thanks!"
The price is €440
includes taxes & fees
1 Sept - 2 Sept
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Heated Saltwater Pool Short Walk to Beach Pier 2
Beach nearby

Heated Saltwater Pool Short Walk to Beach Pier 2

10.0 out of 10, Exceptional, (2)
"Love it!"
The price is €388
includes taxes & fees
18 Aug - 19 Aug
Heated Saltwater Pool Short Walk to Beach Pier 2
Escape to the Beach! Cozy Condo in downtown OOB.
Beach nearby

Escape to the Beach! Cozy Condo in downtown OOB.

9.6 out of 10, Exceptional, (22)
"Super convenient location!"
The price is €392
includes taxes & fees
7 Aug - 8 Aug
Escape to the Beach! Cozy Condo in downtown OOB.
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Exterior

Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland

8.0 out of 10, Very good, (42)
"The view of the beach was perfect. With a very comfortable and clean living space!"
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Living area

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

9.4 out of 10, Exceptional, (3)
"This space was fresh and clean, and close to everything.Check in and out was easy. We enjoyed our stay."
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

8.6 out of 10, Excellent, (55)
"Easy access and check in. The location was just what we wanted with it close to the beach."
The price is €550
includes taxes & fees
1 Sept - 2 Sept
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (112)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
The price is €397
includes taxes & fees
13 Aug - 14 Aug
City Amenities, Casco Bay Sunrises and Natural Beauty
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Exterior

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

10.0 out of 10, Exceptional, (15)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is €399
includes taxes & fees
10 Aug - 11 Aug
Elegant condo - walk to Portland's best restaurants & Old Port
Cozy 1 BR Condo Steps From The Beach
Exterior

Cozy 1 BR Condo Steps From The Beach

9.8 out of 10, Exceptional, (32)
"Love this place and will be returning next summer. Great place to stay and easy access to all things to do there."
Cozy 1 BR Condo Steps From The Beach
Waterfront Two Master Suite Penthouse with Rooftop
Exterior detail

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (183)
"My family and I enjoyed our stay at the Cornelia apartment and very much appreciate the cleanliness of the space and responsiveness of the hosts. "
Waterfront Two Master Suite Penthouse with Rooftop
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.4 out of 10, Exceptional, (115)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views
Beach across the Street. Pets OK
Fridge, microwave, oven, stovetop

Beach across the Street. Pets OK

8.6 out of 10, Excellent, (28)
"Perfect spot! Right near the beach and walking distance to all the best places. Very clean and chill little place perfect for what I was going for."
The price is €298
includes taxes & fees
5 Aug - 6 Aug
Beach across the Street. Pets OK
Come enjoy 7 miles of beaches in sunny OOB in this 3 bedroom condo!
Beach nearby, beach towels

Come enjoy 7 miles of beaches in sunny OOB in this 3 bedroom condo!

8.0 out of 10, Very good, (30)
"Good location and clean"
The price is €605
includes taxes & fees
2 Sept - 3 Sept
Come enjoy 7 miles of beaches in sunny OOB in this 3 bedroom condo!
Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!
Interior

Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!

9.8 out of 10, Exceptional, (10)
"Nice condo - beautiful location "
Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!
Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy
Fridge, microwave, oven, stovetop

Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy

10.0 out of 10, Exceptional, (7)
"The proximity to the beach was great. The place was very clean and updated and we had no issues getting in and out. If I had to find a complaint it might be that I wish the water pressure in the shower were stronger so we could clean off the sand easier. Overall our stay was amazing. Thank you!"
Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy
2 min walk to the beach. Pet friendly condo
Beach nearby

2 min walk to the beach. Pet friendly condo

8.2 out of 10, Very good, (33)
"Host was very accommodating and easy to contact & communicate with. I'll definitely stay again! Highly recommended "
The price is €309
includes taxes & fees
6 Aug - 7 Aug
2 min walk to the beach. Pet friendly 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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"It was my wife 40th. The hotel staff was so wonderful. When room service arrived I left a tip, a little time went by and there was a card left under the door thanking us for our generosity. We will be planning our stay for a winter visit."
Lori 1-night trip
Posted 1 day ago
Portland Regency Hotel & Spa

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