Title: Windsor Guest Houses from CA $382 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d175568.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d175568.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d175568.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d175568.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d175568.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Windsor from CA $382 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Guest Houses ![Property grounds](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/20d8d18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/e9d8ab8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/d4256d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/5d995857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore Oakland 10/10 Exceptional (12) "This was so nice and relaxing! Perfect spot and so much fun. My dog loved swimming in the lake and so did we! Diane was awesome very friendly and accommodating. We will deffinetly be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra P. CA $198 CA $382 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.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.ca/Hotel-Search?startDate=2025-11-15&endDate=2025-11-16®ionId=175568&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Guest-Houses.d175568-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Guest-Houses.d175568-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Maine Evergreen Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/790000/787600/787572/4f6988c8_y.jpg) ### Maine Evergreen Hotel, an Ascend Collection Hotel 10/10 Excellent "The hotel was very clean. Loved the morning breakfast, great way to start the day!!!" [](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information) ![Hampton Inn Waterville](//images.trvl-media.com/lodging/1000000/730000/721100/721075/3c11b972_y.jpg) ### Hampton Inn Waterville 10/10 Excellent "Great room. Close to good food." [](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information) ![The Elmwood](//images.trvl-media.com/lodging/72000000/71560000/71556000/71555928/6685e6ca_y.jpg) ### The Elmwood 10/10 Excellent "Great spot to stay near Colby College. Easy in/out and very clean. It’s a motel, but the rooms are updated and modern with comfortable beds. Would stay again. " [](https://expedia.ca/Waterville-Hotels-The-Elmwood.h71555928.Hotel-Information) ![Cod Cove Inn, BW Signature Collection](//images.trvl-media.com/lodging/35000000/34930000/34925200/34925132/d325545c_y.jpg) ### Cod Cove Inn, BW Signature Collection 10/10 Excellent "Clean Room, and very spacious! Front desk employee was really nice and gave advice for us on things to do in surrounding areas too!" [](https://expedia.ca/Boothbay-Harbor-Hotels-Cod-Cove-Inn.h34925132.Hotel-Information) ![Best Western Plus Waterville Grand Hotel](//images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg) ### Best Western Plus Waterville Grand Hotel 10/10 Excellent "Pet friendly. Rooms were lovely. Food was great staff was great " [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information) ![Fireside Inn & Suites Waterville](//images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "It was a pleasant stay. Thanks." [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Lockwood Hotel](//images.trvl-media.com/lodging/79000000/78100000/78095000/78094968/d4c480e1_y.jpg) ### Lockwood Hotel 10/10 Excellent "Easy place to stay off highway " [](https://expedia.ca/Waterville-Hotels-Lockwood-Hotel.h78094968.Hotel-Information) ![Homewood Suites by Hilton Augusta](//images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/5709c140_y.jpg) ### Homewood Suites by Hilton Augusta 10/10 Excellent "Convenient location. Helpful and friendly staff. " [](https://expedia.ca/Augusta-Hotels-Homewood-Suites-By-Hilton-Augusta.h15591820.Hotel-Information) ![Senator Inn & Spa](//images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg) ### Senator Inn & Spa 10/10 Excellent "We stayed in the spa suite every time now and love it! Plenty of room for the grand baby and a warm fireplace along with a clean and comfy sitting area. The staff are very welcoming and the whole vibe is chill and relaxing. Starbucks and Target are across the street in case you forgot something." [](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information) ## Find out more about Windsor ## Windsor Guest Houses information | Number of reviews | 12 | | --- | --- | | Accommodation | 3 Guest Houses | | Lowest Price | CA $382 | | Highest Price | CA $382 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [B&B in Augusta](https://www.expedia.ca/Augusta-Bed-And-Breakfast.d452-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Augusta](https://www.expedia.ca/Augusta-Cabins.d452-aaCabins.Travel-Guide-Accommodation) - [Chalets in Augusta](https://www.expedia.ca/Augusta-Chalets.d452-aaChalets.Travel-Guide-Accommodation) - [Cruise Ships in Augusta](https://www.expedia.ca/Augusta-Cruise-Ships.d452-aaCruiseShips.Travel-Guide-Accommodation) - [Holiday Park Resorts in Augusta](https://www.expedia.ca/Augusta-Holiday-Parks.d452-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Augusta](https://www.expedia.ca/Augusta-Hostels.d452-aaHostels.Travel-Guide-Accommodation) - 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