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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Condo Rentals in Great Diamond Island and around

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Enjoy a scenic ocean view from the comfort of your room, with a deck perfect for relaxation or dining.

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

9.8 out of 10, Exceptional, (212)
"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. "
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
Escape to the Beach! Cozy Condo in downtown OOB.
Guests can enjoy access to the beach from this property.

Escape to the Beach! Cozy Condo in downtown OOB.

9.6 out of 10, Exceptional, (22)
"Super convenient location!"
The price is €381
includes taxes & fees
28 Jul - 29 Jul
Escape to the Beach! Cozy Condo in downtown OOB.
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Situated in a charming coastal town, this motel offers a convenient beachside location.

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
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Enjoy a serene beach experience with a volleyball net at your fingertips.

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 €564
includes taxes & fees
31 Jul - 1 Aug
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Maine, Beachfront Condo!
Stroll along the beach pathway to the pier, where a series of connected buildings await.

Maine, Beachfront Condo!

9.6 out of 10, Exceptional, (64)
"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.
Enjoy a game of volleyball on this expansive beach with a clear view of the ocean.

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

7.4 out of 10, Good, (26)
"The cute apartment was clean with super comfy beds and very convenient to everything in OOB."
The price is €539
includes taxes & fees
29 Jul - 30 Jul
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Enjoy a tranquil beach experience with a volleyball net set up for recreational activities.

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 €593
includes taxes & fees
3 Aug - 4 Aug
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Living area

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

9.0 out of 10, Wonderful, (2)
"The host was great. I got a little lost and he talked me through it. The cottage condo is clean and new and quite close to the beach close to the attractions of old Orchard Beach. I’d stay there again."
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.
Enjoy a game of volleyball on the expansive beach with the ocean in the distance.

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

7.2 out of 10, Good, (29)
"Homeowner texted at 1130pm and canceled our reservation for the following day that we didnt see until 140am, i received the refund from the home owner but not receive the other $200 from the booking"
The price is €489
includes taxes & fees
31 Jul - 1 Aug
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
City Amenities, Casco Bay Sunrises and Natural Beauty
Enjoy a serene view of the snow-covered landscape and distant shoreline from the comfort of your room.

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (110)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
The price is €454
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
Located at an urban intersection, this hotel features a striking facade with large windows and a prominent sign.

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

10.0 out of 10, Exceptional, (14)
"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
Enjoy cooking in this well-lit kitchen with ample counter space and a large window offering a view of the outdoors.

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

9.4 out of 10, Exceptional, (63)
"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 €394
includes taxes & fees
17 Aug - 18 Aug
Elegant condo - walk to Portland's best restaurants & Old Port
Cozy 1 BR Condo Steps From The Beach
Situated on a pier, this waterfront retreat offers stunning views of the surrounding water.

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
Welcome to 136, where modern meets tradition, with a spacious entrance and comfortable seating area.

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (183)
"Very nice property in the heart of Portland. The place was perfect for our trip and it was super easy to go out and explore."
Waterfront Two Master Suite Penthouse with Rooftop
Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere
Classic two-story house with a front porch and beautifully maintained garden.

Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere

10.0 out of 10, Exceptional, (116)
"Lovely perch from which to engage Portland: a special outdoor city market in the park and some remarkable and unique coffee shops with vastly different social ambience."
Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere
Gorgeous ocean-front home with stunning beach views
Guests can enjoy a leisurely day on the beach with access to sun loungers and umbrellas.

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
Come enjoy 7 miles of beaches in sunny OOB in this 3 bedroom condo!
Enjoy a game of volleyball on our expansive beach, adjacent to the ocean.

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 €804
includes taxes & fees
31 Jul - 1 Aug
Come enjoy 7 miles of beaches in sunny OOB in this 3 bedroom condo!
Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy
Enjoy meals and relaxation in this kitchen with a comfortable seating area and large windows offering views of the surrounding area.

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
Guests can enjoy the beach with a pier extending into the water.

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 €300
includes taxes & fees
21 Aug - 22 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

Comfort Inn Airport

Comfort Inn Airport

10/10 Excellent
"Great economical stay in Portland area . Close to mall."
Scott 1-night trip
Posted 1 day ago
Comfort Inn Airport

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