Photo by Robbie Martin

Great Diamond Island Vacation Rentals

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Vacation Rentals in Great Diamond Island

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (54)
"Great hotel"
The price is ¥27,454
¥29,925 total
includes taxes & fees
May 11 - May 12
The Weldon Hotel

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (105)
"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

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is ¥21,111
¥42,954 total
includes taxes & fees
Apr 30 - May 1
Oceanfront Condo! Spectacular Views From Private Large Balcony

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (40)
"Great place.... Very clean and everything you will need to stay. It was three levels and it had supplies needed for the beach (Beach wagon, chairs, towel, sand toys...). We stayed off season so most of the houses were vacant. We would definately come back again. I did send two messages to the owner, but did not get a response. "
The price is ¥21,871
¥70,629 total
includes taxes & fees
May 6 - May 7
Beach House ∆ Prime Location ∆ Steps to the Ocean

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly

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

9.8 out of 10, Exceptional, (202)
"I went to Wendy’s condo as a weekend getaway and I loved every minute of it! The view was amazing, the condo was clean and lovely, and the location was perfect! Wendy was really generous with letting me check in early and out late since her cleaners were not going to be there until later and she communicated well. I would 100% stay here again! "
The price is ¥31,667
¥56,608 total
includes taxes & fees
Apr 23 - Apr 24
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (149)
"Very clean, amazinv views, perfect weekend!!!! "
1 room luxury ocean front studio cottage

Dog-friendly cottage with deck & porch - walk to the beach, pier & town

8.2 out of 10, Very Good, (12)
"We enjoyed our brief stay"
Dog-friendly cottage with deck & porch - walk to the beach, pier & town

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
The price is ¥11,822
¥21,927 total
includes taxes & fees
Apr 23 - Apr 24
Studio Apartment near downtown Walkable!

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very Good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Maine-ly Waves by Bayley Vacation Rentals

9.6 out of 10, Exceptional, (15)
"This house has plenty of space, a quite neighborhood and great location. We had a few issues with things being dirty and appliances not working, but these were taken care of quickly and efficiently. BVR was great to work with "
Maine-ly Waves by Bayley Vacation Rentals

Seaside Studio | Accommodates 4| Parking Available

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay. The unit was immaculate and comfortable. The beach was steps away. Definitely recommend a stay!"
Seaside Studio | Accommodates 4| Parking Available

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Very clean. Nice walk along bikepath to downtown. Will look to stay here again. Loved the neighborhood and parking was easy. Kitchen had everything we needed to cook. "
The price is ¥28,148
¥51,391 total
includes taxes & fees
Apr 24 - Apr 25
Cozy, Elegant and Bright 2 bed in the East End

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

8.2 out of 10, Very Good, (34)
"I enjoyed my stay in this quaint little condo. Great location, close to the beach and a short walk to the pier. The rooms were clean and had white colored walls with grey wood floors that brightened up the space. The window air conditioner looked new and worked great! Plenty of washcloths, bath and beach towels, shampoo, conditioner and soap were provided. There was also a well stocked kitchenette. Yes, it is an older building that could use more updating, but it was fine for what I was there...
The price is ¥28,007
¥52,465 total
includes taxes & fees
May 18 - May 19
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (24)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House

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

8.2 out of 10, Very Good, (35)
"A cozy accommodation. Big enough for a small family that wants to spend days on the beach. Small enough for quick cleanup. My family and I enjoyed our stay."
The price is ¥17,593
¥39,426 total
includes taxes & fees
Apr 23 - Apr 24
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

10.0 out of 10, Exceptional, (30)
"This property was spectacular! Beautiful views, clean, spacious and comfortable. Great space to share with a larger group. The Host was very responsive. It was an amazing experience even in the winter. "
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

68 East Grand Ave

3.0 star property
8.8 out of 10, Excellent, (3)
"Overall good. Was told we could not stand in the Parking lot, and checkout instructions were vague. But a fabulous location- everything in walking distance! And very clean!"
68 East Grand Ave

Soothing Oceanfront Haven with P

2.0 star property
10.0 out of 10, Exceptional, (3)
"This was our first time to New England (my aunt & I), and we stayed for a couple nights here to experience the beach life in southern Maine. This was such a cute beach town, lots of quaint beach shops, great restaurants (including Johnny Schuck’s which totally changed my mind on lobster - if you stay here you have to get their lobster roll!), and of course the beach. It’s literally a two minute walk to the beach, and they have 2 beach towels included. If you want to do more beach activities...
Soothing Oceanfront Haven with P
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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Other types of properties in Great Diamond Island you may be interested in

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1002)
"The staff at the rooftop was awesome, I just forgot her name. But she was a good server. "
The price is ¥20,267
¥22,759 total
includes taxes & fees
May 11 - May 12
The Westin Portland Harborview

La Quinta Inn & Suites by Wyndham Portland

3.0 star property
9.0 out of 10, Wonderful, (2133)
"Stayed overnight with family and pet dog. Room was spacious and comfortable. Hotel was clean and breakfast was good although, it ran out of room quickly to sit. "
The price is ¥13,081
¥14,472 total
includes taxes & fees
Apr 27 - Apr 28
La Quinta Inn & Suites by Wyndham Portland

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1476)
"While the staff at the hotel is nice and attentive, the property needs a major renovation. Our “junior suite” felt old, one of the windows didn’t work and would not stay open, some plugs didn’t work, same as 2 of the lamps, the bathroom is dark and the furniture looks old and somewhat damaged. The mattress was ok but terrible pillows. The sofa bed was horrible. We decided to leave 1 day before even though we had paid for the night. "
The price is ¥23,579
¥31,456 total
includes taxes & fees
May 8 - May 9
Portland Harbor Hotel
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.