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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 382 Cottages in Windham with updated reviews, rates, and availability.

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

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

9.4 out of 10, Exceptional, (27)
"This property was a great place for an off-season vacation. The home was exactly as described, very clean and extremely comfortable. It is located in a quiet residential neighborhood within easy walking distance to the beach, stores and amenities. The property owner/manager was responsive when we ran into an issue and resolved it in a timely manner. I will absolutely keep this as an option for future vacations and weekends at Old Orchard Beach!"
The price is SAR 600
SAR 1,100 total
includes taxes & fees
1 May - 2 May
Large 2BD cottage 10 min to Pier & Beach Pets ok
Charming cottage short walk to beach!
TV, fireplace

Charming cottage short walk to beach!

9.4 out of 10, Exceptional, (26)
"We had a great time on our recent stay here. short walk to the beach, quiet neighborhood. This home was fully stocked with all the amenities and truly felt like our home away from home. Check in/out was seamless and there was great communication the the host. If we ever plan to travel to the area again, we would definately stay here once more. "
Charming cottage short walk to beach!
The Renaissance - Majestic Sebago Lake panorama
Miscellaneous

The Renaissance - Majestic Sebago Lake panorama

9.4 out of 10, Exceptional, (13)
"We had a great experience at the house ice fishing and caught some great lake trout! House was very clean! "
The Renaissance - Majestic Sebago Lake panorama
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (100)
"We sat and watched a major winter storm outside the window. Very exciting from within a cozy house. We enjoyed staying in a house where you could feel somebody's presence, rather than the "accessorized" vacation homes with welcoming signs from the Dollar store etc. Only thing lacking--place needs a new key box because the existing one is hard enough to use that it feels like it won't work. Gorgeous place!"
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
Children's area

Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

10.0 out of 10, Exceptional, (136)
"We had a fabulous time. You would never know there was a town 2 miles from the house. It was very peaceful and welcoming. The cottage was very clean and had no issues what so ever. We were able to choose from quite a few events going on in the area and enjoy the fall foliage. "
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
Cozy countryside cottage located on Crooked river in Naples Maine.
Property grounds

Cozy countryside cottage located on Crooked river in Naples Maine.

10.0 out of 10, Exceptional, (10)
"Had everything we needed. Stream would be very nice if we had come during warmer weather. Next time!"
Cozy countryside cottage located on Crooked river in Naples Maine.
100 feet from the ocean 3 bedroom cottage 420 friendly
Interior

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Beach

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

9.8 out of 10, Exceptional, (112)
"When we arrived at the property, it was exactly as described in the listing and even a little larger than we expected. The setting was beautiful and so peaceful! I loved watching the water from my seat around the fire and listening to all of the woodland creatures going about their day. My son also loved that it was a "classic" Maine Camp.... it was just like one would imagine. We would definitely recommend and stay here again."
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Glamorous cottage-glamping at Sebago Lake
Interior

Glamorous cottage-glamping at Sebago Lake

9.8 out of 10, Exceptional, (72)
"What a great it was staying by Sebago Lake! We enjoyed a cozy weekend sitting outside by the fire. Loved it! "
Glamorous cottage-glamping at Sebago Lake
Lakefront Cottage - private dock, large decks, large fire pit
Property grounds

Lakefront Cottage - private dock, large decks, large fire pit

9.4 out of 10, Exceptional, (24)
"Good location "
Lakefront Cottage - private dock, large decks, large fire pit
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
Spring into Summer at Turtle Lane Cottage
Smart TV, fireplace

Spring into Summer at Turtle Lane Cottage

The price is SAR 417
SAR 884 total
includes taxes & fees
26 Apr - 27 Apr
Spring into Summer at Turtle Lane Cottage
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
Beach

GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗

9.8 out of 10, Exceptional, (76)
"Very cute cottage a short walk from the beach. We enjoyed our stay and appreciated all the small touches left by the hosts for a conveient stay."
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Point of interest

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
The Outlet House, Comfortable Cottage
Fridge, microwave, oven, stovetop

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (38)
"This is a perfect haven for a couple, or a small group of family or friends. Everything is as nice as it's presented here at VRBO. Clean, spacious, and well-appointed. Owner was very responsive and quickly addressed a minor heating issue and it was resolved. Highly recommended!"
The Outlet House, Comfortable Cottage
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)
"This is the third or fourth time we have stayed here. It is a perfect set up for our needs and is close by to the people we came to visit. Everything is stocked and all the utensils and appliances are in great shape. No issues. We'll be back"
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
Classic Maine Cottage with the Comforts of Home
Fridge, microwave, oven, stovetop

Classic Maine Cottage with the Comforts of Home

9.2 out of 10, Wonderful, (10)
"This was my second time renting out this place. I came because I had a good experience the first time. The second time not so much. First I will list the pros Pros: good location from the beach . Love the porch and beach gear to borrow Cons: Parking is tight especially when you have all three renting out the different places. Also, the pictures look totally different from the couches that are actually there. Definitely outdated and ready to fall apart. Even hang my clothes in the room, where...
Classic Maine Cottage with the Comforts of Home
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Fridge, microwave, oven, stovetop

Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage

9.8 out of 10, Exceptional, (6)
"Overall this location is a great spot for those that dont need many amenities. There is no tv and no ac but the view and the breeze from the water make up for that! The space was clean and there was a grill plus Cooks Lobster house was a quick walk down the street! "
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Terrace/patio

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

10.0 out of 10, Exceptional, (30)
"This property was spectacular! Beautiful views, clean, spacious and comfortable. Great space to share with a larger group. The Host was very responsive. It was an amazing experience even in the winter. "
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (46)
"Beautiful clean house right on Jordan Bay, Sebago Lake. Wonderful spot to get on the lake for some ice fishing! Would love to come back. Four stars overall only because neither of the two fire places worked and one of the entrance doors was broken upon arrival."
The Great Escape - Picturesque Sebago Lake
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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Other property types in Windham

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (54)
"A great place to stay if you’re in town for several days. Felt like my own apt and loved the extra living space to chill after a busy week of work travels. "
The price is SAR 617
SAR 955 total
includes taxes & fees
27 Apr - 28 Apr
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (103)
"Loved the property, location and views"
Gorgeous ocean-front home with stunning beach views
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is SAR 563
SAR 1,129 total
includes taxes & fees
16 Apr - 17 Apr
Oceanfront Condo! Spectacular Views From Private Large Balcony
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.

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between SAR 417 and SAR 600 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 382 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.