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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

Featured Cottages in Windham and around

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

Harpswell
10.0 out of 10, Exceptional, (4)
"Beautiful location!! Very comfortable and clean home "
United States
Beth L.
The price is €502
includes taxes & fees
10 Nov - 11 Nov
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

Old Orchard Beach
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.
The price is €173
includes taxes & fees
11 Nov - 12 Nov
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

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.
The price is €209
includes taxes & fees
16 Nov - 17 Nov
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

Biddeford
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.
The price is €485
includes taxes & fees
9 Nov - 10 Nov
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

Surfside
10.0 out of 10, Exceptional, (3)
"Great place for a family retreat "
United States
joey r.
The price is €636
includes taxes & fees
16 Nov - 17 Nov
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.

Old Orchard Beach
9.6 out of 10, Exceptional, (4)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is €209
includes taxes & fees
17 Nov - 18 Nov
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

Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"Amazing!"
Canada
Annie B.
The price is €210
includes taxes & fees
16 Nov - 17 Nov
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

Old Orchard Beach
8.0 out of 10, Very good, (24)
"Cozy little cotrage"
United States
craig H.
The price is €195
includes taxes & fees
10 Nov - 11 Nov
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

Old Orchard Beach
The price is €185
includes taxes & fees
9 Nov - 10 Nov
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

Old Orchard Beach
The price is €221
includes taxes & fees
16 Nov - 17 Nov
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

Old Orchard Beach
The price is €248
includes taxes & fees
24 Nov - 25 Nov
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

Old Orchard Beach
The price is €209
includes taxes & fees
16 Nov - 17 Nov
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

Old Orchard Beach
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.
The price is €192
includes taxes & fees
1 Dec - 2 Dec
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

Thompson's Point
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.
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

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Rooms were clean and beds were comfy. This place has gotten a lot better since I stayed here years ago."
Peter 1-night trip
Posted 1 day ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Windham

Windham Cottages information

Number of reviews
92
Accommodation
457 Cottages
Lowest Price
€173
Highest Price
€636

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between €173 and €636 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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