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Check prices for these dates

Next weekend
25 Jul - 27 Jul
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1 Aug - 3 Aug
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15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Cottages in Windham

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Property grounds

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.6 out of 10, Exceptional, (85)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Smart TV

Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay there .the cottage was clean loved the charm of the place. Host was very helpful. Will return again. "
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Outdoor spa tub

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (38)
"Great stay. Unique place with lots of character. Clean and pleasant. Loved the geese that greeted us each time we walked in/out (fenced not loose) !"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Loon Call Cottage DIRECTLY ACROSS from Little Sebago Lake With Easy Water Access
Smart TV, printers

Loon Call Cottage DIRECTLY ACROSS from Little Sebago Lake With Easy Water Access

10.0 out of 10, Exceptional, (2)
"I cannot think of a single thing our host Emily could have done to make our stay even better. Her communucation was excellent. The property is spotless, well appointed, tastefully decorated and exceedingly comfortable. Great bed and shower. Soothing hot tub. Front and back decks to enjoy.The easy access to the lake, with the use of a canoe and paddleboards was a joy. Emily made herself available to answer all questions and provide splendid hospitality. I cannot recommend this property highly...
Loon Call Cottage DIRECTLY ACROSS from Little Sebago Lake With Easy Water Access
Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings
Marina

Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings

9.6 out of 10, Exceptional, (46)
"We had a great visit!!"
Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings
WATERFRONT ON PETTENGILL POND
Property grounds

WATERFRONT ON PETTENGILL POND

10.0 out of 10, Exceptional, (3)
"Family and pet friendly. Quiet and convenient. It was a nice home base for our visit to the area. "
WATERFRONT ON PETTENGILL POND
Little Miss Cottages
Property grounds

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (82)
"Place was great "
Little Miss Cottages
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
Fridge, microwave, oven, stovetop

Professionally styled waterfront cottage on Sebago. Cozy and Serene.

10.0 out of 10, Exceptional, (8)
"Good location, good fishing"
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
100 feet from the ocean 3 bedroom cottage 420 friendly
Beach nearby, sun loungers, beach towels

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Our family of 5 stayed here with our dog. This place has it all and we wanted for nothing. Stocked with towels, everything you would need in the kitchen. There’s even a washer and dryer on site. Right next the beach and a short walk to the pier. It was very clean and well taken care of. We will definitely be back!"
100 feet from the ocean 3 bedroom cottage 420 friendly
Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC
Fridge, microwave, oven, stovetop

Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Cute cabin in small quiet campground close to pool and short walk to downtown. The cabin itself was clean, cozy, and had everything we needed for a comfortable stay. Perfect for a small family getaway or a relaxing weekend."
Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior

Large 2BD cottage 10 min to Pier & Beach Pets ok

9.0 out of 10, Wonderful, (31)
"This 2 bedroom cottage was perfect for our 3 day stay.Location was a 10 minute walk to the boardwalk.Would like to come back in the summer."
The price is AED 1,010
AED 1,601 total
includes taxes & fees
17 Jul - 18 Jul
Large 2BD cottage 10 min to Pier & Beach Pets ok
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (49)
"Property was perfect for our stay."
The Great Escape - Picturesque Sebago Lake
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Property grounds

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

9.8 out of 10, Exceptional, (27)
"Nice little hidden gem of a place."
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!
Beach

Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!

9.6 out of 10, Exceptional, (45)
"We enjoyed our visit"
Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Marina

Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

9.8 out of 10, Exceptional, (118)
"My family and I had a wonderful stay. The cabin is great, the location is beautiful and so peaceful and Kyle is a wonderful host. I would definitely want to stay there again on my next trip to Maine."
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
3 BR Lake house in Sebago Maine steps from beach!
Beach

3 BR Lake house in Sebago Maine steps from beach!

10.0 out of 10, Exceptional, (1)
"Close to the beach boat rentals and restaurants. Far enough away from the noise. Clean house with all the amenities needed. Philip was great and always available."
3 BR Lake house in Sebago Maine steps from beach!
Dock + Fire Pit: Secluded Cottage in Denmark
Fridge, microwave, stovetop, coffee/tea maker

Dock + Fire Pit: Secluded Cottage in Denmark

Dock + Fire Pit: Secluded Cottage in Denmark
Quaint Cottage Just Steps From The Beach And The Saco River
Beach

Quaint Cottage Just Steps From The Beach And The Saco River

9.8 out of 10, Exceptional, (16)
"We had a very nice, clean and comfortable stay!"
Quaint Cottage Just Steps From The Beach And The Saco River
Waterfront Lake Arrowhead Home w/ Kayaks & Grill!
TV, table tennis

Waterfront Lake Arrowhead Home w/ Kayaks & Grill!

9.4 out of 10, Exceptional, (21)
"Nice cabin with great views. Quiet and secluded"
Waterfront Lake Arrowhead Home w/ Kayaks & Grill!
15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Outdoor dining

15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

9.8 out of 10, Exceptional, (49)
"Convenient to all that Old Orchard Beach has to offer. Great communication and offerings of beach chairs and beach towels. Wonderful time. Definitely recommend."
15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
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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Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between AED 1,010 and AED 1,010 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 449 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.