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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Windham cottages

House (2 Bedrooms) | Interior

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 €295
includes taxes & fees
16 Jul - 17 Jul
1 Mi to Maine Street! Mcm-style Home in Brunswick
Outdoor dining

'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."
United States
John J.
The price is €563
includes taxes & fees
19 Jul - 20 Jul
'Osprey Cottage' South Freeport Home on Casco Bay!
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, (5 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
The price is €309
includes taxes & fees
24 Jun - 25 Jun
Adorable 1 bedroom cabin only 50 ft from beach#1
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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)
"Was as advertised."
United States
Andrew H.
The price is €287
includes taxes & fees
24 Jun - 25 Jun
Renovated 2Bd Cottage 10min walk to Beach.
Exterior

Cottages by the Sea #1 by Bayley Vacation Rentals

Cottages by the Sea #1 by Bayley Vacation Rentals
Surfside
10.0 out of 10, Exceptional, (7 reviews)
"Clean place, had everything we needed, and can’t beat the location. Will definitely be back."
United States
Matthew J.
The price is €1,262
includes taxes & fees
13 Jul - 14 Jul
Cottages by the Sea #1 by Bayley Vacation Rentals
Exterior

Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
9.0 out of 10, Wonderful, (6 reviews)
"Clean, very good communication with the host."
United States
Brandon F.
The price is €429
includes taxes & fees
25 Jun - 26 Jun
Little Miss Cottages - One Bedroom Cottage
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 reviews)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is €309
includes taxes & fees
24 Jun - 25 Jun
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Property grounds

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, (4 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 €309
includes taxes & fees
24 Jun - 25 Jun
Cheerful 1 bedroom cottage only 50ft 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
beautiful 1 bedroom cabin only 50 ft from beach
Interior

Large 2BD cottage 10 min to Pier & Beach Sleeps 6

Large 2BD cottage 10 min to Pier & Beach Sleeps 6
Old Orchard Beach
9.0 out of 10, Wonderful, (40 reviews)
"The location and the space is great!!"
United States
Anonymous traveller
The price is €332
includes taxes & fees
24 Jun - 25 Jun
Large 2BD cottage 10 min to Pier & Beach Sleeps 6
Cottage (2 Bedrooms) | Interior

'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
'osprey Cottage' South Freeport Home on Casco Bay!
Beach nearby

Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"It was very close to the beach but I would not call it beach view. Having said that it was only a very short walk, 5 minutes. The cabin was perfect for two people and two mid sized dogs. Very clean and well supplied. Will most certainly book again."
United States
Nichole B.
Attractive 1 bedroom cabin only 50 ft from beach
Beach

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

Updated 2 BD cottage. 10 min walk to Pier & Beach
Old Orchard Beach
8.0 out of 10, Very good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is €287
includes taxes & fees
24 Jun - 25 Jun
Updated 2 BD cottage. 10 min walk to Pier & 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 €510
includes taxes & fees
26 Jun - 27 Jun
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
8.0 out of 10, Very good, (2 reviews)
"The amenities were perfect and the communication was excellent!"
United States
Dawn C.
Spacious 2 bedroom cabin, 50ft from the 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 Windham Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"This was a brief stay on our driving trip through the New England states. The property is very nice, modern and well maintained. Rooms are super clean, well appointed and have great amenities. Breakfast was decent, although the coffee was mostly gone when I filled my cup before leaving. I would definitely recommend this hotel if your visiting Portland, ME."
John 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Find out more about Windham

Windham Cottages information

Number of reviews
118
Accommodation
429 Cottages
Lowest Price
€287
Highest Price
€1,262

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between €287 and €1,262 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 429 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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