Title: Windham, ME Guest Houses from $325 | 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 Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham guest houses ![Cottage, Air conditioning, Lake View | Living area](https://images.trvl-media.com/lodging/126000000/125310000/125302000/125301987/3fe1be94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Air conditioning, Lake View | Private kitchen | Cookware/dishes/utensils](https://images.trvl-media.com/lodging/126000000/125310000/125302000/125301987/0a81e27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Air conditioning, Lakeside | Individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/126000000/125310000/125302000/125301987/92077718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Air conditioning, Lakeside | Living area](https://images.trvl-media.com/lodging/126000000/125310000/125302000/125301987/8604b805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### And.N Lodging [](https://www.expedia.com/Casco-Hotels-AndN-Lodging.h125301987.Hotel-Information) Casco $289 nightly $315 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Casco-Hotels-AndN-Lodging.h125301987.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/121000000/120410000/120409100/120409059/w1344h900x5y0-f23b44ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120410000/120409100/120409059/6359b9c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120410000/120409100/120409059/f782f81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120410000/120409100/120409059/ef1a4466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodland Loft at Falmouth [](https://www.expedia.com/Falmouth-Hotels-The-Woodland-Loft-At-Falmouth.h120409059.Hotel-Information) Falmouth $298 nightly $325 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Falmouth-Hotels-The-Woodland-Loft-At-Falmouth.h120409059.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=2026-03-13&endDate=2026-03-14®ionId=10053&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_10053) ![](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-Guest-Houses.d10053-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Guest-Houses.d10053-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windham Hotel Reviews ![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 "Room was spotless, close to the mall, lobby is wonderful." [](https://expedia.com/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.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 "Great " [](https://expedia.com/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "The staff were Courteous " [](https://expedia.com/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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 and great staff." [](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 "Great location and extremely nice & accommodating staff. " [](https://expedia.com/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "I had an amazing stay at the Portland Harbor Hotel. Everything was wonderful from start to finish. The staff were genuinely kind and helpful, the room was beautiful and comfortable, and the location was perfect for walking around the Old Port. It honestly may be the best hotel I have ever stayed at. I would absolutely stay here again and recommend it to anyone visiting Portland." [](https://expedia.com/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "We had a corner room that was very nice. A lot of windows and a big foyer area. " [](https://expedia.com/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Canopy by Hilton Portland Waterfront](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg) ### Canopy by Hilton Portland Waterfront 10/10 Excellent "Great place, everyone is super friendly. Definitely will be going back." [](https://expedia.com/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.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 "Spotless room, soft towel, bed super comfy. Fridge could have been a lil colder. I’ve stayed many times and will always stay again. Great front desk people! " [](https://expedia.com/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ## Find out more about Windham ## Windham Guest Houses information | Number of reviews | | | ----------------- | -------------- | | Accommodation | 2 Guest Houses | | Lowest Price | $325 | | Highest Price | $325 | ## Frequently asked questions ### What is the nightly rate for a guest house in Windham? ### What's the difference between a Windham guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Portland Hotels ](https://www.expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels) - [Little Falls-South Windham Hotels ](https://www.expedia.com/Little-Falls-South-Windham-Hotels.d553248634999088397.Travel-Guide-Hotels) - [Hotels near Shaw Park ](https://www.expedia.com/Shaw-Park-Hotels.0-l553248633861906803-0.Travel-Guide-Filter-Hotels) - [North Windham Hotels ](https://www.expedia.com/North-Windham-Hotels.d553248634999118067.Travel-Guide-Hotels) - 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