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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Windham

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

Loon Call Cottage DIRECTLY ACROSS from Little Sebago Lake With Easy Water Access
WATERFRONT ON PETTENGILL POND
Smart TV

WATERFRONT ON PETTENGILL POND

10.0 out of 10, Exceptional, (1)
"Location was as depicted. Kitchen was well equipped, shower had good water pressure. Pond was beautiful, and the view was excellent. Comfortable and quiet. We enjoyed it."
WATERFRONT ON PETTENGILL POND
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, (33)
"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.
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (48)
"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.
The Outlet House, Comfortable Cottage
Interior

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (41)
"We booked this to be near our daughter and grandchildren in Freeport. It is a great location, large interior, quiet location."
The Outlet House, Comfortable Cottage
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!
2 bedroom cottage
Smart TV

2 bedroom cottage

9.6 out of 10, Exceptional, (4)
"quiet, clean, short walk to beach"
2 bedroom cottage
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Exterior detail

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

7.8 out of 10, Good, (20)
"This was a great find! Short walk to downtown, but far enough away to be away from the crowds. Perfect oasis for myself, my pregnant wife, and our dog. We would definitely stay again!"
The price is SAR 1,107
SAR 1,730 total
includes taxes & fees
15 Jul - 16 Jul
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
Beach

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

10.0 out of 10, Exceptional, (1)
"Boomfish Cottage is a cozy place with everything you could need . It was clean , comfy and serene . It provided the perfect calm for us during a weekend long family wedding at nearby Caswell Flower Farm . It was also easy access for an older person ( me) as well as small children and my little ShihTzu rescue dogs . My granddaughters came by and loved catching minnows in the still warm lake. Extra bonus was enjoying the peak foliage at the lake . Eric , the property manager was very communicative...
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
Cute 2+ Bedroom Cottage
Fridge, microwave, oven, stovetop

Cute 2+ Bedroom Cottage

9.6 out of 10, Exceptional, (14)
"Returned this year for our 2nd stay. Clean, comfortable and quiet. Will book again!"
Cute 2+ Bedroom Cottage
Quaint Retro Ash Cove Cottage
Flat-screen TV, books, stereo

Quaint Retro Ash Cove Cottage

9.6 out of 10, Exceptional, (15)
"Chuck and Lynn were excellent hosts. We enjoyed our stay!"
Quaint Retro Ash Cove Cottage
Quaint Cottage Just Steps From The Beach And The Saco River
Fridge, microwave, oven, stovetop

Quaint Cottage Just Steps From The Beach And The Saco River

9.8 out of 10, Exceptional, (15)
"We had a very nice, clean and comfortable stay!"
Quaint Cottage Just Steps From The Beach And The Saco River
Seashell Cottages/JK Rentals - Cottage 4, 2 full beds, 1 twin
Pool

Seashell Cottages/JK Rentals - Cottage 4, 2 full beds, 1 twin

10.0 out of 10, Exceptional, (4)
"My family‘s first trip to old Orchard Beach and I would have to say this was a perfect location. The cottage Was clean, private, and family friendly. It was a short walk to the pier. The process was quite easy, and the owners were Easily reachable and friendly."
Seashell Cottages/JK Rentals - Cottage 4, 2 full beds, 1 twin
Glamorous cottage-glamping at Sebago Lake
Terrace/patio

Glamorous cottage-glamping at Sebago Lake

9.8 out of 10, Exceptional, (72)
"We had an amazing time at Bo and Frank’s and would love to come back in the future!"
Glamorous cottage-glamping at Sebago Lake
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
Beach

COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠

9.6 out of 10, Exceptional, (78)
"Overall we had a great stay! The water is super close, the cottage is clean, comfy and cozy and has everything you need. We enjoyed fires at night and morning coffee on the hammock. Great communication as well. "
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!
Outdoor dining

'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!

9.8 out of 10, Exceptional, (10)
"Really enjoyed the house and location."
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Property grounds

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

9.4 out of 10, Exceptional, (16)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior

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

9.2 out of 10, Wonderful, (29)
"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 SAR 900
SAR 1,464 total
includes taxes & fees
23 Jun - 24 Jun
Large 2BD cottage 10 min to Pier & Beach Pets ok
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, (115)
"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
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 SAR 900 and SAR 1,107 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 452 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.