Title: Windham, ME Cottage Rentals from $191 | Expedia.com [Windham Travel Guide](https://expedia.com/Windham.dx10053)[Hotels in Windham](https://expedia.com/Windham-Hotels.d10053.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d10053.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d10053.Travel-Guide-Flights)[Things to do in Windham](https://expedia.com/Things-To-Do-In-Windham.d10053.Travel-Guide-Activities)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d10053.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.com/Windham.d10053.Destination-Travel-Guides) ![Windham](https://images.trvl-media.com/place/10053/e35578b1-da57-445e-877f-214e815ca305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10053/e35578b1-da57-445e-877f-214e815ca305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham cottages ![Exterior](https://images.trvl-media.com/lodging/113000000/112060000/112057600/112057591/8488828c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112060000/112057600/112057591/44288564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112060000/112057600/112057591/w1341h900x3y0-e34c0956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112060000/112057600/112057591/6f9f88e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Cottage Parking A Peaceful Oasis on Munjoy Hill [](https://www.expedia.com/Portland-Hotels-3BR-Cottage-Parking-A-Peaceful-Oasis-On-Munjoy-Hill.h112057591.Hotel-Information) Munjoy Hill 10/10 Exceptional (2 reviews) "This is the best VRBO we have stayed at in the last three years of using this service. Everything was as advertised, our host was super helpful and Portland was delightful because of our great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg F. $447 nightly $488 total Feb 10 - Feb 11 Total with taxes and fees [](https://www.expedia.com/Portland-Hotels-3BR-Cottage-Parking-A-Peaceful-Oasis-On-Munjoy-Hill.h112057591.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112060000/112057600/112057597/5a868d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112060000/112057600/112057597/d0920118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112060000/112057600/112057597/w1340h900x4y0-cd0f54e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112060000/112057600/112057597/8bf8d4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4br2ba House parking A Peaceful Oasis on Munjoy Hill [](https://www.expedia.com/Portland-Hotels-4br2ba-House-Parking-A-Peaceful-Oasis-On-Munjoy-Hill.h112057597.Hotel-Information) Munjoy Hill 10/10 Exceptional (8 reviews) "Beautiful Cottage in a great proximity to a lot! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe C. $526 nightly $573 total Feb 10 - Feb 11 Total with taxes and fees [](https://www.expedia.com/Portland-Hotels-4br2ba-House-Parking-A-Peaceful-Oasis-On-Munjoy-Hill.h112057597.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114120000/114112700/114112693/b69bb8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114120000/114112700/114112693/682a1d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/115000000/114120000/114112700/114112693/6a4d9ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114120000/114112700/114112693/2275f85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable 1 bedroom cabin only 50 ft from beach#1 [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Adorable-1-Bedroom-Cabin-Only-50-Ft-From-Beach1.h114112693.Hotel-Information) Old Orchard Beach 10/10 Exceptional (3 reviews) "The location was wonderful! The host was so communicative and kind!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney W. $210 nightly $229 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Adorable-1-Bedroom-Cabin-Only-50-Ft-From-Beach1.h114112693.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/8c4cba78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/2d400632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/683b972b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/0bf5f3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated 2Bd Cottage 10min walk to Beach. Pets Ok [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Renovated-2Bd-Cottage-10min-Walk-To-Beach-Pets-Ok.h76972798.Hotel-Information) Old Orchard Beach 7.2/10 Good (12 reviews) "Was as advertised." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew H. $175 nightly $191 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Renovated-2Bd-Cottage-10min-Walk-To-Beach-Pets-Ok.h76972798.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120280000/120276600/120276535/44f0940d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120280000/120276600/120276535/e9c6a7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/121000000/120280000/120276600/120276535/d4cce57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120280000/120276600/120276535/e50d6602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Miss Cottages - One Bedroom Cottage [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Little-Miss-Cottages-One-Bedroom-Cottage-3.h120276535.Hotel-Information) Old Orchard Beach 10/10 Exceptional (2 reviews) "Clean, very good communication with the host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon F. $291 nightly $317 total Feb 7 - Feb 8 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Little-Miss-Cottages-One-Bedroom-Cottage-3.h120276535.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/87d77c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/1e7c0877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/7048a9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35790000/35785100/35785044/89c24373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach [](https://www.expedia.com/Portland-Hotels-New-To-Market-Sunny.h35785044.Hotel-Information) Old Orchard Beach 9.8/10 Exceptional (65 reviews) "Everything was nice & perfectly described. Great quiet neighborhood loved my stay & so did my Dogs thank you for a lovely stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa M. $220 nightly $240 total Feb 10 - Feb 11 Total with taxes and fees [](https://www.expedia.com/Portland-Hotels-New-To-Market-Sunny.h35785044.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/fc0ec0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/34adb56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/30c47fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/45a374cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean cozy cottage 1 mile from beach. [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Clean-Cozy-Cottage-1-Mile-From-Beach.h78065792.Hotel-Information) Old Orchard Beach 8.0/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa F. $363 nightly $396 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Clean-Cozy-Cottage-1-Mile-From-Beach.h78065792.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/85af2af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/cbd3c9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/249b79fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112724/f527d7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheerful 1 bedroom cottage only 50ft from beach [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Cheerful-1-Bedroom-Cottage-Only-50ft-From-Beach.h114112724.Hotel-Information) Old Orchard Beach 10/10 Exceptional (2 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris A. $210 nightly $229 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Cheerful-1-Bedroom-Cottage-Only-50ft-From-Beach.h114112724.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112701/57a07133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112701/5610f008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112701/c47663de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112701/991da09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy one bedroom cottage, 50 feet from the beach in OOB. [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Cozy-One-Bedroom-Cottage.h114112701.Hotel-Information) Old Orchard Beach 9.6/10 Exceptional (4 reviews) "Great location to the beach and the pier! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela C. $210 nightly $229 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Cozy-One-Bedroom-Cottage.h114112701.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649263/a94cd9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649263/231fb957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649263/731e8309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113650000/113649300/113649263/51632897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 2 bedroom cabin, 50ft from the beach [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Spacious-2-Bedroom-Cabin.h113649263.Hotel-Information) Old Orchard Beach 10/10 Exceptional (1 review) "The amenities were perfect and the communication was excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn C. $272 nightly $296 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Spacious-2-Bedroom-Cabin.h113649263.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/1aae08b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/b2985fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/3ee8df8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/e0cc7143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5 [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Updated-2-BD-Cottage-10-Min-Walk-To-Pier-Beach-Sleeps-5.h76603180.Hotel-Information) Old Orchard Beach 8.0/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria H. $200 nightly $218 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Updated-2-BD-Cottage-10-Min-Walk-To-Pier-Beach-Sleeps-5.h76603180.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112730/96c8bf2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112730/50eba0a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112730/2dfe08ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112730/4eb6fedb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Attractive 1 bedroom cabin only 50 ft from beach [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Attractive-1-Bedroom-Cabin-Only-50-Ft-From-Beach.h114112730.Hotel-Information) Old Orchard Beach $210 nightly $229 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Attractive-1-Bedroom-Cabin-Only-50-Ft-From-Beach.h114112730.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112718/be76c43e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112718/ff1946c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112718/f66efb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114120000/114112800/114112718/8bd946a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### beautiful 1 bedroom cabin only 50 ft from beach [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Beautiful-1-Bedroom-Cabin-Only-50-Ft-From-Beach.h114112718.Hotel-Information) Old Orchard Beach $210 nightly $229 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Beautiful-1-Bedroom-Cabin-Only-50-Ft-From-Beach.h114112718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78090000/78088400/78088314/d60c8491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge](https://images.trvl-media.com/lodging/79000000/78090000/78088400/78088314/3ad77772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78090000/78088400/78088314/1de5f52d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78090000/78088400/78088314/ea95ff9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large 2BD cottage 10 min to Pier & Beach Pets ok [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Large-2BD-Cottage-10-Min-To-Pier-Beach-Pets-Ok.h78088314.Hotel-Information) Old Orchard Beach 9.0/10 Wonderful (37 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven D. $200 nightly $218 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Old-Orchard-Beach-Hotels-Large-2BD-Cottage-10-Min-To-Pier-Beach-Pets-Ok.h78088314.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118160000/118153600/118153577/58103d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118160000/118153600/118153577/7eb70c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/119000000/118160000/118153600/118153577/142c95f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/119000000/118160000/118153600/118153577/4ebb5745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile [](https://www.expedia.com/Brownfield-Hotels-Maine-Lakehouse-Near-N-Conway-Beach-AccessPool-TableScreened-Porchgas-Grill.h118153577.Hotel-Information) Brownfield 10/10 Exceptional (3 reviews) "Everything was great for check in, and the amenities and snacks there were a great touch! Came in handy for the couple that forgot to pack their toothbrushes! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian A. $280 nightly $305 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Brownfield-Hotels-Maine-Lakehouse-Near-N-Conway-Beach-AccessPool-TableScreened-Porchgas-Grill.h118153577.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20®ionId=10053&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America®ionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America®ionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America®ionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America®ionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America®ionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America®ionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America®ionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APART_HOTEL) Chalets [](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America®ionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Cottages.d10053-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Cottages.d10053-aaCottages.Travel-Guide-Accommodation) ## Top Windham Hotel Reviews ![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg) ### Cambria Hotel Portland Downtown-Old Port 10/10 Excellent "The staff is excellent - efficient, gracious and always available to manage whatever comes up for the guest. " [](https://expedia.com/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information) ![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749_y.jpg) ### Aloft Portland Downtown Waterfront ME 10/10 Excellent "great stat overall!! everything was perfect" [](https://expedia.com/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Clean room. Great lounge. Excellent location " [](https://expedia.com/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Staff great, room great, free upgrade, great location." [](https://expedia.com/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg) ### The Westin Portland Harborview 10/10 Excellent "great people, big room" [](https://expedia.com/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg) ### Tru by Hilton Portland Airport Area 10/10 Excellent "Friendly staff. Clean facility. Great location " [](https://expedia.com/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "They like my dog." [](https://expedia.com/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Excellent Hotel " [](https://expedia.com/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "Everything was wonderful " [](https://expedia.com/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ## Find out more about Windham ## Windham Cottages information | Number of reviews | 151 | | ----------------- | ------------ | | Accommodation | 374 Cottages | | Lowest Price | $191 | | Highest Price | $317 | ## Frequently asked questions ### How much do cottages in Windham cost? ### How many cottages are there in Windham? ### Why book your cottage in Windham with Expedia? ### How can I find cheap cottages in Windham? ### What is there to do in Windham near my cottage? ## Explore a world of travel with Expedia - 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