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Search Cottages in Great Diamond Island

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Compare 140 Cottages in Great Diamond Island with updated reviews, rates, and availability.

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

9.8 out of 10, Exceptional, (49)
"Convenient to all that Old Orchard Beach has to offer. Great communication and offerings of beach chairs and beach towels. Wonderful time. Definitely recommend."
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

Airy beach cottage steps away from Pine Point Beach!

9.8 out of 10, Exceptional, (22)
"Pine Point Beach is a beautiful beach and the location of the house was very convenient and worked well for our family. The outdoor space at the home could use some updating and additional seating. The lack of dressers and space to put clothing was a challenge for our family. "
Airy beach cottage steps away from Pine Point Beach!

Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

9.8 out of 10, Exceptional, (49)
"the location was perfect. Close enough to walk to everything, but far enough to not be noisy from the crowds. The place was very clean and had all of the amenities we needed. I would 100% stay here again. The property manager was easy to contact and answered every question or concern in a very quick manner and was very kind. Highly recommend this property"
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (82)
"We stayed because they accept pets. Good place the 24/7 laundry was useable but not everything working"
Little Miss Cottages

Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

10.0 out of 10, Exceptional, (6)
"We had a wonderful stay - myself, my husband and my 6,4, and 2 year old children all enjoyed our time at the beach. We could have done without the harassment of the old lady from cottage 4 (owner perhaps?) telling us to get out at 10am. We were packing the car at 10:02 and trying to get the kids in - we were not in the cottage anymore everything was out. We left the property 10:11am. Her nagging and threats of charging extra were completely unnecessary. It was too bad to have to leave on...
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

The Renaissance - Majestic Sebago Lake panorama

9.2 out of 10, Wonderful, (11)
"This house was close to Portland in a nice, quiet neighborhood. It had plenty of space for me, my wife, and four kids. I love the care the owners take to make sure we have the comforts of home. It's fully stocked up with towels, toilet paper, kitchen cookware, you name it. They also took the time to label all of the light switches so you know how to turn everything one. We were very happy with our stay and highly recommend. The home itself was nice, but the care the owners took to make...
The Renaissance - Majestic Sebago Lake panorama

Lakefront cabin with shared firepit & access to Sebago Lake

8.0 out of 10, Very Good, (10)
"very nice!"
Lakefront cabin with shared firepit & access to Sebago Lake

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Chaz' Long Island house. It is open and airy and maintains its 100 year old charm even as it's been updated. It sits in a great, grassy yard with plenty of bright light and has a terrific, large deck on the front. The golf cart ride to all beaches is short and lovely!"
Updated Long Island Maine Cottage

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (36)
"Location was perfect for our annual Christmas shopping trip. Had everything we needed. "
The Outlet House, Comfortable Cottage

Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings

9.6 out of 10, Exceptional, (44)
"I absolutely loved staying at Sarah's cottage! It perfectly embodies quintessential coastal Maine style, with gorgeous views, breathtaking sunsets, and the beach right across the street. You can even hear the soothing sound of the ocean at night! I had never been to Biddeford Pool before, and I’m so happy I found this listing. I fell in love with both the town and this charming home. Sarah was incredibly responsive and accommodating throughout my stay. I definitely plan on returning!"
Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings

Cozy cottage fully renovate with open concept on Forest Lake close to I95

10.0 out of 10, Exceptional, (1)
"The little “camp” was spotless, the decor modern and impressive, attention to every detail and comfort well-thought out, and amenities numerous. There were cozy spots for reading or gazing out at the lake. The deck allowed for serious star-gazing. The location is quiet, yet a short drive from bustling Portland or quieter towns. I enjoyed kayaking on the lovely, clear, clean lake, as well as long walks on the camp roads. Check-in/checkout was a breeze. An idyllic getaway!!"
Cozy cottage fully renovate with open concept on Forest Lake close to I95

Woodbine Cottage, The Heart Of Harpswell

2.0 star property
9.8 out of 10, Exceptional, (10)
"A great, cozy cottage on the water. Perfect for taking a step away from the city and relaxing! "
Woodbine Cottage, The Heart Of Harpswell

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

Large 2BD cottage 10 min to Pier & Beach Pets ok

9.2 out of 10, Wonderful, (25)
"We had a wonderful visit to OOB to finish off our summer. The cottage is a quick walk to the beach and pier. It was very clean and comfortable for the four of us to relax and recharge in between swimming, playing mini-gold, and enjoying the amusement park."
The price is SAR 372
SAR 810 total
includes taxes & fees
16 Jan - 17 Jan
Large 2BD cottage 10 min to Pier & Beach Pets ok

Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

8.0 out of 10, Very Good, (15)
"We loved the cottage, moved in very late day so didn’t notice the floors till sunny next morning…..the floors had never been vacuumed. Other than that, we really liked the cottage."
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

9.6 out of 10, Exceptional, (38)
"What a wonderful stay. The views were absolutely amazing. Kitchen well equipped. We bought live lobsters just $10 a lb from Hannafords (try also the French baguette) just 12 min drive and cooked them, clams and corn all in the steamer provided. Lounge seating very comfortable. Cooks corner area has everything incl Walmart superstore. David was a wonderful host. Could not speak too highly of him. He came out late at night when I could not work something out."
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

7.8 out of 10, Good, (20)
"The fridge had old food in the draws, and the tv in the bedroom wouldn't turn on. The cottage did have a few spiderwebs. However itbwas in a great location!"
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

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 !

Island cottage getaway

10.0 out of 10, Exceptional, (21)
"This place was very accommodating. Loved the welcome bottle of Chardonnay and the convenient Keurig coffee maker with a good assortment of coffee and tea. Perfect wrap-around porch with lovely views for morning coffee. We especially loved the short walk to the Niblic for "elevenses" - second breakfast. Perfect spot for family get-together on Chebeague."
Island cottage getaway
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 property types in Great Diamond Island

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (142)
"We had a wonderful night in Portland! We spent the afternoon shopping in Freeport and arrived at the apartment around 5. Very easy finding parking on the street and no trouble getting inside. The apartment is absolutely adorable! Between the colors and decorations, it just gives off this girly, cozy vibe. There were 4 of us and we all had room to sleep comfortably. Wish we could have stayed another night! "
The price is SAR 375
SAR 839 total
includes taxes & fees
13 Jan - 14 Jan
Glorious getaway on Portland's Eastern Promenade.

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views

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

9.8 out of 10, Exceptional, (197)
"My family had a wonderful stay at your condo. They had unbelievably nice weather and got to enjoy your deck and views in early Nov. "
The price is SAR 657
SAR 1,277 total
includes taxes & fees
13 Jan - 14 Jan
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
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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