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Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Cottages in Windham

Property grounds
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
10.0 out of 10, Exceptional, (4)
"Beautiful location!! Very comfortable and clean home "
United States
Beth L.
$519 nightly
The price is $566
Nov 10 - Nov 11
Total with taxes and fees
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Private kitchen
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
7.2 out of 10, Good, (12)
"The property is charmless. Not clean. Linens and towels are disgusting. Very disappointed. Especially for the price I paid."
United States
Darla J.
$178 nightly
The price is $194
Nov 10 - Nov 11
Total with taxes and fees
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Exterior
Adorable 1 bedroom cabin only 50 ft from beach#1
Adorable 1 bedroom cabin only 50 ft from beach#1
10.0 out of 10, Exceptional, (3)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
$216 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees
Adorable 1 bedroom cabin only 50 ft from beach#1
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
10.0 out of 10, Exceptional, (6)
"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.
$502 nightly
The price is $547
Nov 9 - Nov 10
Total with taxes and fees
Brand new charming cottage next to the pristine sandy beaches of Biddeford Pool
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
10.0 out of 10, Exceptional, (3)
"Great place for a family retreat "
United States
joey r.
$657 nightly
The price is $716
Nov 16 - Nov 17
Total with taxes and fees
The Rose Cottage, Charming Old Orchard Beach Cottage 25 Steps to Beach
Beach nearby
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Cozy one bedroom cottage, 50 feet from the beach in OOB.
9.6 out of 10, Exceptional, (4)
"Great location to the beach and the pier! "
United States
Pamela C.
$216 nightly
The price is $235
Nov 17 - Nov 18
Total with taxes and fees
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Exterior
Cheerful 1 bedroom cottage only 50ft from beach
Cheerful 1 bedroom cottage only 50ft from beach
10.0 out of 10, Exceptional, (2)
"Amazing!"
Canada
Annie B.
$216 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees
Cheerful 1 bedroom cottage only 50ft from beach
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
8.0 out of 10, Very Good, (24)
"Cozy little cotrage"
United States
craig H.
$200 nightly
The price is $218
Nov 10 - Nov 11
Total with taxes and fees
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Beach nearby
Attractive 1 bedroom cabin only 50 ft from beach
Attractive 1 bedroom cabin only 50 ft from beach
$191 nightly
The price is $208
Nov 9 - Nov 10
Total with taxes and fees
Attractive 1 bedroom cabin only 50 ft from beach
Exterior
Attractive 1 bedroom cabin only 50 ft from beach
Attractive 1 bedroom cabin only 50 ft from beach
$228 nightly
The price is $249
Nov 16 - Nov 17
Total with taxes and fees
Attractive 1 bedroom cabin only 50 ft from beach
Exterior
Spacious 2 bedroom cabin, 50ft from the beach
Spacious 2 bedroom cabin, 50ft from the beach
$256 nightly
The price is $279
Nov 24 - Nov 25
Total with taxes and fees
Spacious 2 bedroom cabin, 50ft from the beach
Beach nearby
beautiful 1 bedroom cabin only 50 ft from beach
beautiful 1 bedroom cabin only 50 ft from beach
$216 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees
beautiful 1 bedroom cabin only 50 ft from beach
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.0 out of 10, Wonderful, (36)
"Came up for the night to spend it with our kids in their 21st birthday. Great location and very convenient within walking distance to the pier, the beach, and lots of restaurants yet far enough away to be good and quiet "
United States
Joshua 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
Spring into Summer at Turtle Lane Cottage
Spring into Summer at Turtle Lane Cottage
10.0 out of 10, Exceptional, (3)
"Accurately advertised! Very clean and super easy check in. Was the perfect stay for our overnight getaway! Would stay again for sure! Views were beautiful too!"
United States
Samantha M.
$292 nightly
The price is $318
Nov 8 - Nov 9
Total with taxes and fees
Spring into Summer at Turtle Lane Cottage
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

LivAway Suites Portland-Scarborough

LivAway Suites Portland-Scarborough

10/10 Excellent
"clean and check in and out was easy.Quality for that price is a steal."
Gershom 14-night trip
Posted 7 hours ago
LivAway Suites Portland-Scarborough

Find out more about Windham

Windham Cottages information

Number of reviews
92
Accommodation
457 Cottages
Lowest Price
$194
Highest Price
$716

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between $194 and $716 per night. These retreats offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Windham?
Enjoy the beauty of nature in one of the 457 cottages available in Windham. To help you find your ideal stay, make use of our handy filters to search for must-have amenities or perks.
Why book your cottage in Windham with Expedia?
Expedia has some superb cottages in Windham, so start planning for an unforgettable stay on nature's doorstep. If you have a fixed budget, click on how much you want to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a pool or a kitchen. We'll help you find the perfect fit whatever your plans or bank balance.
How can I find cheap cottages in Windham?
The easiest way to locate cheap cottages in Windham is with Expedia's handy filter tool. Narrow down your search by star rating, amenities and budget to land awesome rates in just a few keystrokes.
What is there to do in Windham near my cottage?
The ideal travel accessory is a well-planned to-do list. Maine Wildlife Park is a top place to kick-start your adventures in Windham.

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