Title: Windsor Guest Houses from CA $407 | 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor guest houses ![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/5d995857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/0a5bf186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/881a8c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/2a3d0a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore [](https://www.expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.Hotel-Information) Oakland 10/10 Exceptional (18 reviews) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina M. CA $219 CA $407 total includes taxes & fees Mar 3 - Mar 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=2026-03-16&endDate=2026-03-17®ionId=175568&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.ca/deals?rfrr=AA_SPRING_PROMO_175568) ![](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](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/42d3f26f_y.jpg) ### Maine Evergreen Hotel, an Ascend Collection Hotel 10/10 Excellent "Great staff" [](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information) ![Super 8 by Wyndham Augusta](https://images.trvl-media.com/lodging/1000000/460000/459700/459673/623a5000_y.jpg) ### Super 8 by Wyndham Augusta 10/10 Excellent "Courteous staff at check-in and the rooms were super clean. Very pleasant stay! Would definitely recommend. " [](https://expedia.ca/Augusta-Hotels-Super-8-By-Wyndham-Augusta.h459673.Hotel-Information) ![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/0b519be7_y.jpg) ### Holiday Inn Express & Suites Waterville - North by IHG 10/10 Excellent "Room was very clean and ready upon arrival and very large. Staff was very friendly and accommodating. " [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg) ### Best Western Plus Waterville Grand Hotel 10/10 Excellent "Everything was good" [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information) ![Hampton Inn Augusta](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/bf2caaca_y.jpg) ### Hampton Inn Augusta 10/10 Excellent "The room was clean and spacious. We had plenty of towels. Breakfast was yummy. There were many grade school aged children staying at the hotel for swim meets and hockey games. Unfortunately, several of those children were very noisy running and shouting in the hallways. The hotel management addressed this issue very quickly after it they were notified." [](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Augusta.h5185016.Hotel-Information) ![Homewood Suites by Hilton Augusta](https://images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/5709c140_y.jpg) ### Homewood Suites by Hilton Augusta 10/10 Excellent "Beautiful and clean" [](https://expedia.ca/Augusta-Hotels-Homewood-Suites-By-Hilton-Augusta.h15591820.Hotel-Information) ![Best Western Plus Augusta Civic Center Inn](https://images.trvl-media.com/lodging/1000000/20000/12400/12303/ba6e7f89_y.jpg) ### Best Western Plus Augusta Civic Center Inn 10/10 Excellent "Yes" [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Augusta-Civic-Center-Inn.h12303.Hotel-Information) ![Comfort Inn Augusta](https://images.trvl-media.com/lodging/1000000/30000/25700/25651/7c15357d_y.jpg) ### Comfort Inn Augusta 10/10 Excellent "Clean room. Quiet. Friendly staff. 99 Restaurant next door. Decent breakfast. Right off the turnpike. Near the Augusta civic center." [](https://expedia.ca/Augusta-Hotels-Comfort-Inn-Civic-Center.h25651.Hotel-Information) ![Fairfield Inn & Suites by Marriott Augusta](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789240/5ded4683_y.jpg) ### Fairfield Inn & Suites by Marriott Augusta 10/10 Excellent "Good " [](https://expedia.ca/Augusta-Hotels-Fairfield-Inn-Suites-By-Marriott-Augusta.h1789240.Hotel-Information) ## Find out more about Windsor ## Windsor Guest Houses information | Number of reviews | 18 | | ----------------- | -------------- | | Accommodation | 3 Guest Houses | | Lowest Price | CA $407 | | Highest Price | CA $407 | ## 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) - 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