A calm sea with a sailboat and rocky coastline.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Great Diamond Island cottages

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.

1. 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, (22 reviews)
"Great place with beautiful interiors Impeccably clean!"
United States
Janet S.
The price is CA $550
CA $932 total
includes taxes & fees
Oct 25 - Oct 26
4br2ba House parking A Peaceful Oasis on Munjoy Hill
An aerial view of a coastal resort with multiple buildings, a swimming pool, and a beach.

2. Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
9.2 out of 10, Wonderful, (25 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 CA $149
CA $452 total
includes taxes & fees
Nov 1 - Nov 2
Little Miss Cottages - One Bedroom Cottage
A two-story house with a front porch, a garage, and a well-maintained lawn.

3. 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, (97 reviews)
"Very clean and my dog loved the fenced in yard"
United States
Jackie S.
The price is CA $218
CA $405 total
includes taxes & fees
Oct 20 - Oct 21
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
A pier with a building on stilts over the beach.

4. 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 CA $220
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
beautiful 1 bedroom cabin only 50 ft from beach
A room with a bed, a round wooden table, a ceiling fan, a TV on the wall, and a door leading to another room.

5. 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)
"Super comfortable beds! Small cozy cottage, but with so much to do in town who needs more space?"
United States
John G.
The price is CA $163
CA $435 total
includes taxes & fees
Nov 10 - Nov 11
Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
A two-story house with a garage and a covered porch.

6. 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 CA $213
CA $460 total
includes taxes & fees
Nov 1 - Nov 2
1 Mi to Maine Street! Mcm-style Home in Brunswick
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.

7. 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 CA $327
CA $629 total
includes taxes & fees
Oct 18 - Oct 19
Soothing 2-bedroom cottage with Sauna in Old Orchard Beach
A wooden pier with multiple pillars extending into the water.

8. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
9.6 out of 10, Exceptional, (5 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 CA $220
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
Attractive 1 bedroom cabin only 50 ft from beach
A rustic building with a pond, stone pathway, and flower beds.

9. 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 CA $220
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
Cheerful 1 bedroom cottage only 50ft from beach
A pier extending into calm waters with a building at the end.

10. 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 CA $220
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
Cozy one bedroom cottage, 50 feet from the beach in OOB.
A two-story house with a front porch, a bench, and a well-maintained lawn.

11. 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, (10 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
The price is CA $220
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
Adorable 1 bedroom cabin only 50 ft from beach#1
A two-story house with a porch, surrounded by trees and a grassy yard.

12. 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 CA $427
CA $797 total
includes taxes & fees
Oct 16 - Oct 17
Sweet comfy cottage on Small Point Road
A white wooden house with a white picket fence, a small porch, and a window with shutters.

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

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
9.0 out of 10, Wonderful, (4 reviews)
"Clean room, friendly host, a nice part of the beach that you walk out to."
United States
Beverley R.
The price is CA $240
CA $477 total
includes taxes & fees
Oct 19 - Oct 20
Spacious 2 bedroom cabin, 50ft from the beach
An aerial view of a coastal resort with multiple buildings, a swimming pool, and a beach.

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

Little Miss Cottages - Two Bedroom Cottage Suite - 9
Old Orchard Beach
6.4 out of 10, (5 reviews)
"First cottage had a foul smell, but host was able to move us to another cottage. They are tiny but have what is needed. Cottage 7 has a definite slant to the floor. Very close to a uncrowded beach."
United States
April H.
The price is CA $224
CA $590 total
includes taxes & fees
Oct 19 - Oct 20
Little Miss Cottages - Two Bedroom Cottage Suite - 9
A beach with people, a pier, and an American flag.

15. Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs

Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs
Old Orchard Beach
8.2 out of 10, Very good, (28 reviews)
"Even though the property was small it was spacious for two people especially my husband and I we had an awesome awesome week there the host was unbelievably kind the woman Kathy that clean the unit was exceptional and very very nice the neighborhood was peaceful and it was very convenient to the pier and all the shops definitely will be staying there from now on every year it was awesome"
United States
Catherine
The price is CA $191
CA $468 total
includes taxes & fees
Nov 15 - Nov 16
Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs
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
"Older but well preserved hotel"
Cindy 1-night trip
Posted 3 hours ago
Clarion Hotel Portland Airport ME

Find out more about Great Diamond Island

Great Diamond Island Cottages information

Number of reviews
221
Accommodation
170 Cottages
Lowest Price
CA $405
Highest Price
CA $932

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