A calm sea with a sailboat and rocky coastline.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Great Diamond Island cottages

A two-story house with a gabled roof and a front porch.

1. 3BR Cottage Parking A Peaceful Oasis on Munjoy Hill

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (2 reviews)
"Super clean and spacious in a walkable area. "
United States
Nell F.
The price is €379
includes taxes & fees
27 Sept - 28 Sept
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
A two-story house with a white exterior and a black base. There is a white staircase leading to the front door, surrounded by lush greenery and flowering plants.

2. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (20 reviews)
"Great place with beautiful interiors Impeccably clean!"
United States
Janet S.
The price is €504
includes taxes & fees
28 Sept - 29 Sept
4br2ba House parking A Peaceful Oasis on Munjoy Hill
A small house with a wooden deck and a porch.

3. •Tranquil 2BR Summer Home•Steps to Private Beach•

•Tranquil 2BR Summer Home•Steps to Private Beach•
Harpswell
10.0 out of 10, Exceptional, (1 review)
The price is €437
includes taxes & fees
1 Oct - 2 Oct
•Tranquil 2BR Summer Home•Steps to Private Beach•
A two-story house with a front porch, a garage, and a well-maintained lawn.

4. Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (92 reviews)
"Great, pet-friendly spot! Walkable to the beach, places to eat, etc. Loved the space (indoor and outdoor) to spread out a bit."
United States
Blake S.
The price is €254
includes taxes & fees
14 Oct - 15 Oct
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
An aerial view of a coastal resort with multiple buildings, a swimming pool, and a beach.

5. Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
9.2 out of 10, Wonderful, (23 reviews)
"It was very clean and it’s pet friendly. The host went above and beyond and was truly friendly while doing so. A great location and quiet at this time of year. The bed was very comfortable. The shower nice and hot. I would rent that seaside shanty again. "
United States
Lynne B.
The price is €313
includes taxes & fees
26 Oct - 27 Oct
Little Miss Cottages - One Bedroom Cottage
A wooden pier with multiple pillars extending into the water.

6. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great place! Loved being on the end so we only had one neighbor. No crazy list of things to do at check out was much appreciated."
United States
Mandy H.
The price is €244
includes taxes & fees
27 Sept - 28 Sept
Attractive 1 bedroom cabin only 50 ft from beach
A two-story house with a garage and a covered porch.

7. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is €238
includes taxes & fees
20 Oct - 21 Oct
1 Mi to Maine Street! Mcm-style Home in Brunswick
A single-story house with a covered porch, a front door, and a window.

8. Charming Rustic Cottage

Charming Rustic Cottage
Old Orchard Beach
Charming Rustic Cottage
A room with a bed, a round wooden table, a ceiling fan, a TV on the wall, and a door leading to another room.

9. Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs

Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
"Was as advertised."
United States
Andrew H.
The price is €286
includes taxes & fees
25 Oct - 26 Oct
Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
A small, single-story house with a number '20' on the front, a front door, and a small porch with steps leading up to it.

10. Soothing 2-bedroom cottage with Sauna in Old Orchard Beach

Soothing 2-bedroom cottage with Sauna in Old Orchard Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Would stay again!!"
United States
Jay T.
The price is €395
includes taxes & fees
18 Oct - 19 Oct
Soothing 2-bedroom cottage with Sauna in Old Orchard Beach
A two-story house with a porch, surrounded by trees and a grassy yard.

11. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.6 out of 10, Exceptional, (4 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is €489
includes taxes & fees
26 Sept - 27 Sept
Sweet comfy cottage on Small Point Road

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

Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings
Biddeford Pool
9.4 out of 10, Exceptional, (60 reviews)
"We love this place. Our dogs enjoy coming."
United States
amy b.
The price is €689
includes taxes & fees
26 Sept - 27 Sept
Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings
A two-story house with a front porch, a bench, and a well-maintained lawn.

13. Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
9.8 out of 10, Exceptional, (9 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
The price is €262
includes taxes & fees
30 Sept - 1 Oct
Adorable 1 bedroom cabin only 50 ft from beach#1
A rustic building with a pond, stone pathway, and flower beds.

14. Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is €262
includes taxes & fees
30 Sept - 1 Oct
Cheerful 1 bedroom cottage only 50ft from beach
A pier with a building on stilts over the beach.

15. beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Being so close to the water was great. Place was a little smaller than we typically get but sufficient and was very clean. The owner was great to communicate with and quick to respond to questions. We particularly liked the shaded patio area in front."
United States
Allan S.
The price is €252
includes taxes & fees
30 Sept - 1 Oct
beautiful 1 bedroom cabin only 50 ft from beach
A white wooden house with a white picket fence, a small porch, and a window with shutters.

16. Spacious 2 bedroom cabin, 50ft from the beach

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Clean room, friendly host, a nice part of the beach that you walk out to."
United States
Beverley R.
The price is €340
includes taxes & fees
18 Oct - 19 Oct
Spacious 2 bedroom cabin, 50ft from the beach
A pier extending into calm waters with a building at the end.

17. Cozy one bedroom cottage, 50 feet from the beach in OOB.

Cozy one bedroom cottage, 50 feet from the beach in OOB.
Old Orchard Beach
9.8 out of 10, Exceptional, (6 reviews)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is €262
includes taxes & fees
30 Sept - 1 Oct
Cozy one bedroom cottage, 50 feet from the beach in OOB.
An aerial view of a residential area with numbered houses, a central patio with outdoor furniture, and surrounding greenery.

18. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
The price is €262
includes taxes & fees
7 Oct - 8 Oct
Attractive 1 bedroom cabin only 50 ft from beach
An aerial view of a coastal resort with multiple buildings, a swimming pool, and a beach.

19. Little Miss Cottages - Two Bedroom Cottage Suite - 9

Little Miss Cottages - Two Bedroom Cottage Suite - 9
Old Orchard Beach
6.6 out of 10, (4 reviews)
"WiFi and tv was spotty on a good day and non existent towards the end of our stay. If we were to go again I wouldn’t want to stay in suite 9. Some of the other cottages were a little more secluded and had a deck."
United States
Ralph B.
The price is €354
includes taxes & fees
29 Sept - 30 Sept
Little Miss Cottages - Two Bedroom Cottage Suite - 9
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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"Very clean. Mattress needs to be replaced, but overall, the stay was fine."
M. Elizabeth 1-night trip
Posted 1 hour ago
Clarion Hotel Portland Airport ME

Find out more about Great Diamond Island

Great Diamond Island Cottages information

Number of reviews
242
Accommodation
167 Cottages
Lowest Price
€238
Highest Price
€689

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