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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Windham cottages

Exterior detail

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, (9 reviews)
"Ani was very friendly and communicative and the place was comfortable and inviting. We had a great stay!"
United States
Cristina Q.
$618 nightly
The price is $674
May 13 - May 14
Total with taxes and fees
4br2ba House parking A Peaceful Oasis on Munjoy Hill
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.
$405 nightly
The price is $441
May 18 - May 19
Total with taxes and fees
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Exterior

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (68 reviews)
"Place was great and fenced in backyard for our dog. "
United States
Billy N.
$230 nightly
The price is $251
May 10 - May 11
Total with taxes and fees
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
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.
$415 nightly
The price is $452
May 10 - May 11
Total with taxes and fees
Clean cozy cottage 1 mile from beach.
Property grounds

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
9.4 out of 10, Exceptional, (3 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.
$264 nightly
The price is $288
May 10 - May 11
Total with taxes and fees
Cheerful 1 bedroom cottage only 50ft from beach
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.
$270 nightly
The price is $273
May 10 - May 11
Total with taxes and fees
Renovated 2Bd Cottage 10min walk to Beach.
Exterior

Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
10.0 out of 10, Exceptional, (3 reviews)
"Such a cute rustic cabin, cozy and quiet two minute walk to the beach very easy check in and check out very comfortable bed perfect for one or two people and a pet host answers almost immediately! Recommend it for sure! "
United States
Kimberly K.
$316 nightly
The price is $345
Jun 1 - Jun 2
Total with taxes and fees
Little Miss Cottages - One Bedroom Cottage
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.
$264 nightly
The price is $288
May 12 - May 13
Total with taxes and fees
Adorable 1 bedroom cabin only 50 ft from beach#1
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.
$289 nightly
The price is $292
May 12 - May 13
Total with taxes and fees
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, (39 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.
$307 nightly
The price is $310
May 10 - May 11
Total with taxes and fees
Large 2BD cottage 10 min to Pier & Beach Sleeps 6
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.
$374 nightly
The price is $408
May 11 - May 12
Total with taxes and fees
Spacious 2 bedroom cabin, 50ft from the beach
Exterior

Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
$264 nightly
The price is $288
May 10 - May 11
Total with taxes and fees
Attractive 1 bedroom cabin only 50 ft from beach
Beach nearby

Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
$268 nightly
The price is $292
May 10 - May 11
Total with taxes and fees
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
$264 nightly
The price is $288
May 10 - May 11
Total with taxes and fees
beautiful 1 bedroom cabin only 50 ft from beach
House (1 Bedroom) | Interior

Couple's Glamping Getaway on Bonny Eagle Pond

Couple's Glamping Getaway on Bonny Eagle Pond
3.0 star property
Buxton
$302 nightly
The price is $329
Jun 2 - Jun 3
Total with taxes and fees
Couple's Glamping Getaway on Bonny Eagle Pond
Exterior

Lakeside cottage with boats, grill, firepit, pet and Kid Friendly

Lakeside cottage with boats, grill, firepit, pet and Kid Friendly
Poland
9.6 out of 10, Exceptional, (21 reviews)
"Great location and close to many shops and restaurants. Camp is comfortable and clean. We enjoyed our stay very much."
United States
Jeff M.
$513 nightly
The price is $559
May 31 - Jun 1
Total with taxes and fees
Lakeside cottage with boats, grill, firepit, pet and Kid Friendly
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

4/10 Poor
"It said free self parking but when I got there I was charged for parking"
andy 2-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
184
Accommodation
400 Cottages
Lowest Price
$251
Highest Price
$674

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between $251 and $674 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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