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Cottages in Great Diamond Island

Exterior
Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road

Small Point
9.4 out of 10, Exceptional, (3)
"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.
$504 nightly
The price is $549
Dec 13 - Dec 14
Total with taxes and fees
Sweet comfy cottage on Small Point Road
Exterior
The Outlet House, Comfortable Cottage

The Outlet House, Comfortable Cottage

Freeport
9.8 out of 10, Exceptional, (49)
"Awesome little house perfect for our family of 4, also big bonus they had kids toys and books! Very walkable to downtown freeport, very driveable to Portland."
United States
Emily N.
$195 nightly
The price is $212
Dec 7 - Dec 8
Total with taxes and fees
The Outlet House, Comfortable Cottage
Exterior detail
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

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

Old Orchard Beach
8.0 out of 10, Very Good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
$198 nightly
The price is $216
Dec 1 - Dec 2
Total with taxes and fees
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Exterior
Brand new charming cottage next to the pristine sandy beaches of Biddeford Pool

Brand new charming cottage next to the pristine sandy beaches of Biddeford Pool

Biddeford
10.0 out of 10, Exceptional, (7)
"We had a short but amazing stay! The house was clean, welcoming and stocked with amazing bread and local provisions. We will be back!"
United States
Jodi F.
Brand new charming cottage next to the pristine sandy beaches of Biddeford Pool
Exterior
Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach

Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"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.
$225 nightly
The price is $245
Nov 30 - Dec 1
Total with taxes and fees
Cheerful 1 bedroom cottage only 50ft from beach
Exterior
Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage

Old Orchard Beach
10.0 out of 10, Exceptional, (1)
"Clean, very good communication with the host."
United States
Brandon F.
$300 nightly
The price is $327
Dec 29 - Dec 30
Total with taxes and fees
Little Miss Cottages - One Bedroom Cottage
Exterior
The Rose Cottage, Charming Old Orchard Beach Cottage 25 Steps to Beach

The Rose Cottage, Charming Old Orchard Beach Cottage 25 Steps to Beach

Surfside
10.0 out of 10, Exceptional, (3)
"Great place for a family retreat "
United States
joey r.
$657 nightly
The price is $716
Nov 30 - Dec 1
Total with taxes and fees
The Rose Cottage, Charming Old Orchard Beach Cottage 25 Steps to Beach
Private kitchen
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Old Orchard Beach
7.2 out of 10, Good, (12)
"Was as advertised."
United States
Andrew H.
$176 nightly
The price is $192
Dec 1 - Dec 2
Total with taxes and fees
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok

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

Old Orchard Beach
9.0 out of 10, Wonderful, (36)
"Wondeful place to stay while in the area. EASY walk to the beach and all that the boardwalk area has to offer. "
United States
Steven D.
$198 nightly
The price is $216
Dec 1 - Dec 2
Total with taxes and fees
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior
Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1

Old Orchard Beach
10.0 out of 10, Exceptional, (3)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
$225 nightly
The price is $245
Nov 30 - Dec 1
Total with taxes and fees
Adorable 1 bedroom cabin only 50 ft from beach#1
Beach nearby
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
9.6 out of 10, Exceptional, (4)
"Great location to the beach and the pier! "
United States
Pamela C.
$225 nightly
The price is $245
Nov 30 - Dec 1
Total with taxes and fees
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Exterior
Spacious 2 bedroom cabin, 50ft from the beach

Spacious 2 bedroom cabin, 50ft from the beach

Old Orchard Beach
$287 nightly
The price is $313
Dec 1 - Dec 2
Total with taxes and fees
Spacious 2 bedroom cabin, 50ft from the beach
Exterior
Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach

Old Orchard Beach
$237 nightly
The price is $258
Nov 30 - Dec 1
Total with taxes and fees
Attractive 1 bedroom cabin only 50 ft from beach
Beach nearby
Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach

Old Orchard Beach
$225 nightly
The price is $245
Nov 30 - Dec 1
Total with taxes and fees
Attractive 1 bedroom cabin only 50 ft from beach
Beach nearby
beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach

Old Orchard Beach
$225 nightly
The price is $245
Nov 30 - Dec 1
Total with taxes and fees
beautiful 1 bedroom cabin only 50 ft from beach
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Lovely old hotel in the heart of Portland. Loved the pantry, the staff were friendly and our room was quiet and comfortable. We got a great price from Hotels.com. We would love to stay here again but the normal rate is too steep for us. "
Irene 1-night trip
Posted 2 days ago
Portland Harbor Hotel

Find out more about Great Diamond Island

Great Diamond Island Cottages information

Number of reviews
141
Accommodation
197 Cottages
Lowest Price
$192
Highest Price
$716

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