Search Cottages in Windham

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 284 Cottages in Windham with updated reviews, rates, and availability.

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

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

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!

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (82)
"We stayed because they accept pets. Good place the 24/7 laundry was useable but not everything working"
Little Miss Cottages

Rose Cottage Oceanfront with Private Dock

10.0 out of 10, Exceptional, (15)
"The location is great, the house is clean and well maintained, and the hosts are very responsive. We hope to be back next year!"
Rose Cottage Oceanfront with Private Dock

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

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!

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

Cozy Year-round House right outside Portland Maine on Highland Lake.

9.8 out of 10, Exceptional, (62)
"My wife and I stay for a long weekend, had a great time! Anything you might need is provided, watched the sun rise over the lake right from the dinning table, enjoyed the gas fireplace at night. Off the beaten path but not really 5min and your on the main drag with a multitude of stores. I'm sure its even nicer in the warm weather."
Cozy Year-round House right outside Portland Maine on Highland Lake.

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

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🏠🏖🚗

Stunning Waterfront Designer Hideaway on the Maine Coast!

2.0 star property
The price is SAR 1,125
SAR 2,077 total
includes taxes & fees
13 Mar - 14 Mar
Stunning Waterfront Designer Hideaway on the Maine Coast!

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.

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

Spring into Summer at Turtle Lane Cottage

The price is SAR 521
SAR 1,006 total
includes taxes & fees
12 Apr - 13 Apr
Spring into Summer at Turtle Lane Cottage

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 !

Classic Maine Beach Cottage **** Fabulous location!

9.2 out of 10, Wonderful, (25)
"We had a great Thanksgiving here with my family. This looks like a very small cottage but looks are deceiving because it's huge inside. Fabulous layout and great communication with the owner. Only thing we didn't like is it's very close to the ocean but you can't get access to it. owner..this was"
The price is SAR 1,219
SAR 2,203 total
includes taxes & fees
19 Mar - 20 Mar
Classic Maine Beach Cottage **** Fabulous location!

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

Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock

10.0 out of 10, Exceptional, (19)
"Perfect spot. "
Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock

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
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.
Don't see what you're looking for?
See all available properties in Windham
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Windham

Lakefront House

10.0 out of 10, Exceptional, (23)
"The house was clean and welcoming. The hosts were quick to respond to questions. It would be remarkable in the warm months, so you could enjoy the lake! "
Lakefront House

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (44)
"More than regular hotel experience. Condo like living "
The price is SAR 574
SAR 626 total
includes taxes & fees
23 Mar - 24 Mar
The Weldon Hotel

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (101)
"We stayed to visit family in the area. The location was excellent and we loved the ocean view. Everything was very clean, except under the sofa in the living room. We searched for a dropped puzzle piece and "
Gorgeous ocean-front home with stunning beach views
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 521 and SAR 1,219 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 284 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.