Title: Windsor Guest Houses from CA $318 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d553248635975850362.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d553248635975850362.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d553248635975850362.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d553248635975850362.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 [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975850362&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975850362&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975850362&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975850362&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor guest houses ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88140000/88134200/88134140/b17e4f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/89000000/88140000/88134200/88134140/c2e10686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88140000/88134200/88134140/498bb8ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88140000/88134200/88134140/5409e169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to UF! Historic King Bed Loft w/ Private Deck [](https://www.expedia.ca/Gainesville-Hotels-Walk-To-UF-Historic-King-Bed-Loft-W-Private-Deck.h88134140.Hotel-Information) Gainesville 10/10 Exceptional (30 reviews) "Perfect location, the stay was great with good communication throughout my stay would definitely recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica A. CA $122 CA $311 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Gainesville-Hotels-Walk-To-UF-Historic-King-Bed-Loft-W-Private-Deck.h88134140.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=2026-03-03&endDate=2026-03-04®ionId=553248635975850362&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_553248635975850362) ![](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.d553248635975850362-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Guest-Houses.d553248635975850362-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Drury Inn & Suites Gainesville](https://images.trvl-media.com/lodging/20000000/19490000/19484600/19484503/93f8f773_y.jpg) ### Drury Inn & Suites Gainesville 10/10 Excellent "Clean rooms and courteous staff. Perfect location." [](https://expedia.ca/Gainesville-Hotels-Drury-Inn-Suites-Gainesville.h19484503.Hotel-Information) ![Sleep Inn & Suites University/Shands](https://images.trvl-media.com/lodging/2000000/1940000/1932400/1932346/3c8617a9_y.jpg) ### Sleep Inn & Suites University/Shands 10/10 Excellent "Popcorn! They had fresh popcorn in the lobby. Quiet room. Good breakfast. Very friendly staff" [](https://expedia.ca/Gainesville-Hotels-Sleep-Inn-Suites-UniversityShands.h1932346.Hotel-Information) ![Hyatt Place Gainesville Downtown](https://images.trvl-media.com/lodging/79000000/78550000/78547700/78547624/894304b9_y.jpg) ### Hyatt Place Gainesville Downtown 10/10 Excellent "Clean and modern. Staff attentive. " [](https://expedia.ca/Gainesville-Hotels-Hyatt-Place-Gainesville-Downtown.h78547624.Hotel-Information) ![Comfort Inn University](https://images.trvl-media.com/lodging/1000000/800000/793600/793525/78ca2e85_y.jpg) ### Comfort Inn University 10/10 Excellent "The room while basic was comfortable and very clean. Just what we needed. We had a small glitch in extending our stay by one day but Barbara went above and beyond to fix the situation. She is one in a million and I can't thank her enough for her help." [](https://expedia.ca/Gainesville-Hotels-Comfort-Inn-University.h793525.Hotel-Information) ![HOM Hotel Gainesville, SureStay Collection by Best Western](https://images.trvl-media.com/lodging/1000000/210000/200800/200755/07c3ba53_y.jpg) ### HOM Hotel Gainesville, SureStay Collection by Best Western 10/10 Excellent "No problem at all. Good breakfast and decent coffee." [](https://expedia.ca/Gainesville-Hotels-HOM-Hotel-Gainesville.h200755.Hotel-Information) ![Hilton University of Florida Conference Center Gainesville](https://images.trvl-media.com/lodging/1000000/480000/475300/475205/7dbdcf15_y.jpg) ### Hilton University of Florida Conference Center Gainesville 10/10 Excellent "The staff was very helpful specifically with help printing my boarding passes. The room was comfortable, and the entire vibe of the hotel was friendly. We will be staying there again on my next trip to Gainesville in May." [](https://expedia.ca/Gainesville-Hotels-Hilton-University-Of-Florida-Conference-Center-Gainesville.h475205.Hotel-Information) ![Comfort Suites Gainesville near University](https://images.trvl-media.com/lodging/55000000/54140000/54138200/54138132/d62bb37b_y.jpg) ### Comfort Suites Gainesville near University 10/10 Excellent "Friendly staff" [](https://expedia.ca/Gainesville-Hotels-Comfort-Suites-Gainesville.h54138132.Hotel-Information) ![La Quinta by Wyndham Gainesville](https://images.trvl-media.com/lodging/38000000/37770000/37760100/37760006/d9964af7_y.jpg) ### La Quinta by Wyndham Gainesville 10/10 Excellent "Staff was great at check in. Room was comfortable, clean and spacious. " [](https://expedia.ca/Gainesville-Hotels-La-Quinta-By-Wyndham-Gainesville.h37760006.Hotel-Information) ![Country Inn & Suites by Radisson, Gainesville, FL](https://images.trvl-media.com/lodging/2000000/1290000/1289100/1289043/8584a629_y.jpg) ### Country Inn & Suites by Radisson, Gainesville, FL 10/10 Excellent "Clean, quiet, reasonably priced." [](https://expedia.ca/Gainesville-Hotels-Country-Inn-Suites-By-Radisson.h1289043.Hotel-Information) ## Find out more about Windsor ## Windsor Guest Houses information | Number of reviews | 30 | | ----------------- | -------------- | | Accommodation | 5 Guest Houses | | Lowest Price | CA $318 | | Highest Price | CA $318 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Earleton Hotels ](https://www.expedia.ca/Earleton-Hotels.d3000345210.Travel-Guide-Hotels) - [Motels in Earleton ](https://www.expedia.ca/Earleton-Motels.d3000345210-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Earleton ](https://www.expedia.ca/Earleton-Private-Vacation-Homes.d3000345210-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Villas in Earleton ](https://www.expedia.ca/Earleton-Villas.d3000345210-aaVillas.Travel-Guide-Accommodation) - [Aparthotels in Gainesville ](https://www.expedia.ca/Gainesville-Apart-Hotels.d6048189-aaApartHotels.Travel-Guide-Accommodation) - 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