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Our top choices for Windham cottages
1 Mi to Maine Street! Mcm-style Home in Brunswick
1 Mi to Maine Street! Mcm-style Home in BrunswickBrunswick
$275 nightly
The price is $300
Jul 16 - Jul 17
Total with taxes and fees
'Osprey Cottage' South Freeport Home on Casco Bay!
'Osprey Cottage' South Freeport Home on Casco Bay!Freeport
8.8 out of 10, Excellent, (22 reviews)
"This was an adorable cottage in a picturesque location. The cottage was clean and comfortable, right on the water. Additional friends stayed in the adjacent Heron cottage, and we joined them on the patio for a fire one evening as summer faded to autumn."
John J.
$593 nightly
The price is $644
Jul 19 - Jul 20
Total with taxes and fees
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Dog Friendly, Relaxing Cottage Stay • Steps Away from The BeachOld Orchard Beach
9.8 out of 10, Exceptional, (76 reviews)
"Place was great and fenced in backyard for our dog. "
Billy N.
$304 nightly
The price is $331
Jul 5 - Jul 6
Total with taxes and fees
Cottages by the Sea #1 by Bayley Vacation Rentals
Cottages by the Sea #1 by Bayley Vacation RentalsSurfside
10.0 out of 10, Exceptional, (7 reviews)
"Clean place, had everything we needed, and can’t beat the location. Will definitely be back."
Matthew J.
$1,089 nightly
The price is $1,179
Jul 13 - Jul 14
Total with taxes and fees
Renovated 2Bd Cottage 10min walk to Beach.
Renovated 2Bd Cottage 10min walk to Beach.Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
$383 nightly
The price is $387
Jul 5 - Jul 6
Total with taxes and fees
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 reviews)
"Great location to the beach and the pier! "
Pamela C.
$481 nightly
The price is $524
Jul 5 - Jul 6
Total with taxes and fees
Little Miss Cottages - One Bedroom Cottage
Little Miss Cottages - One Bedroom CottageOld Orchard Beach
9.0 out of 10, Wonderful, (7 reviews)
"Clean, very good communication with the host."
Brandon F.
$402 nightly
The price is $438
Jul 5 - Jul 6
Total with taxes and fees
Cottages By The Sea #2 by Bayley Vacation Rentals
Cottages By The Sea #2 by Bayley Vacation RentalsSurfside
10.0 out of 10, Exceptional, (2 reviews)
"Perfect little getaway."
Tish L.
$925 nightly
The price is $1,000
Jul 24 - Jul 25
Total with taxes and fees
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 Windham Hotel Reviews
Comfort Inn South Portland Airport
10/10 Excellent
Find out more about Windham
Windham Cottages information
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