Search Windham Cottage Rentals from CA $360

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Windham cottages

Exterior

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (2 reviews)
"Super clean and spacious in a walkable area. "
United States
Nell F.
The price is CA $250
CA $504 total
includes taxes & fees
Apr 26 - Apr 27
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Exterior

4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (8 reviews)
"Ani was very friendly and communicative and the place was comfortable and inviting. We had a great stay!"
United States
Cristina Q.
The price is CA $553
CA $926 total
includes taxes & fees
May 3 - May 4
4br2ba House parking A Peaceful Oasis on Munjoy Hill
Beach nearby

Clean cozy cottage 1 mile from beach.

Clean cozy cottage 1 mile from beach.
Old Orchard Beach
8.0 out of 10, Very good, (11 reviews)
"This house met all of our needs. It was updated and clean and has a nice little quiet enclosed back yard with a fire pit, grill and dining area. "
United States
Alyssa F.
The price is CA $176
CA $537 total
includes taxes & fees
Apr 22 - Apr 23
Clean cozy cottage 1 mile from beach.
2 bedrooms, WiFi

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 CA $129
CA $381 total
includes taxes & fees
Apr 22 - Apr 23
Renovated 2Bd Cottage 10min walk to Beach.
Property grounds

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 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 CA $190
CA $360 total
includes taxes & fees
Apr 22 - Apr 23
Cheerful 1 bedroom cottage only 50ft from beach
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, (4 reviews)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is CA $203
CA $379 total
includes taxes & fees
Apr 26 - Apr 27
Adorable 1 bedroom cabin only 50 ft from beach#1
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 CA $190
CA $360 total
includes taxes & fees
Apr 22 - Apr 23
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
The price is CA $190
CA $360 total
includes taxes & fees
Apr 22 - Apr 23
beautiful 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.
The price is CA $244
CA $473 total
includes taxes & fees
Apr 26 - Apr 27
Spacious 2 bedroom cabin, 50ft from the beach
Beach nearby

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 CA $136
CA $393 total
includes taxes & fees
Apr 26 - Apr 27
Updated 2 BD cottage. 10 min walk to Pier & 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, (38 reviews)
"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.
The price is CA $158
CA $472 total
includes taxes & fees
Apr 26 - Apr 27
Large 2BD cottage 10 min to Pier & Beach Sleeps 6
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 CA $217
CA $394 total
includes taxes & fees
May 3 - May 4
Attractive 1 bedroom cabin only 50 ft from beach
House (3 Bedrooms) | Interior

Lakefront Home w/ Seasonal Dock in Limerick!

Lakefront Home w/ Seasonal Dock in Limerick!
3.0 star property
Limerick
Lakefront Home w/ Seasonal Dock in Limerick!
Exterior

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Brownfield
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great for check in, and the amenities and snacks there were a great touch! Came in handy for the couple that forgot to pack their toothbrushes! "
United States
Brian A.
The price is CA $195
CA $410 total
includes taxes & fees
Apr 28 - Apr 29
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
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

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent
"We enjoyed our stay. The location was perfect and in the heart of everything. The front desk guy, Jim, was super friendly and sent us some helpful places to check out."
Sara 2-night trip
Posted 1 hour ago
Hyatt Place Portland Downtown - Old Port Square

Find out more about Windham

Windham Cottages information

Number of reviews
104
Accommodation
400 Cottages
Lowest Price
CA $360
Highest Price
CA $926

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between CA $360 and CA $926 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 400 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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