Title: Windsor Guest Houses from CA $178 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6180248.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6180248.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6180248.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d6180248.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) # Search Guest Houses in Windsor from CA $178 - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6180248&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6180248&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6180248&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6180248&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor guest houses ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100932300/100932202/397f7d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100932300/100932202/dbf98efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100932300/100932202/50a894de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100940000/100932300/100932202/f7f15733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy two bedroom house close to Middlefield, and not far from Route 80 and 422 [](https://www.expedia.ca/West-Farmington-Hotels-Cozy-Two-Bedroom-House-Close-To-Middlefield.h100932202.Hotel-Information) West Farmington 10/10 Exceptional (13) "Very clean and accommodating house in a peaceful country setting. Would book again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian U. CA $123 CA $178 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/West-Farmington-Hotels-Cozy-Two-Bedroom-House-Close-To-Middlefield.h100932202.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41020000/41013100/41013100/b5104632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/42000000/41020000/41013100/41013100/b868f60d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/42000000/41020000/41013100/41013100/39af87f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41020000/41013100/41013100/4d5970b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bonnie's Guesthouse @ Peridot Equine Sanctuary [](https://www.expedia.ca/Cleveland-Hotels-Bonnies-Guesthouse-Peridot-Equine-Sanctuary.h41013100.Hotel-Information) Chardon 9.6/10 Exceptional (79) "Beautiful property, well decorated, comfortable. We enjoyed our visit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey M. CA $207 CA $234 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Cleveland-Hotels-Bonnies-Guesthouse-Peridot-Equine-Sanctuary.h41013100.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/72000000/71940000/71936000/71935969/7189cacb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71936000/71935969/f58eb82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71936000/71935969/w1596h1816x402y481-587ccea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71940000/71936000/71935969/c49b317a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate Wine Country Retreat | Hot Tub, Arcade, and Mins to Spire and Winery! [](https://www.expedia.ca/Geneva-Hotels-Geneva-Loft-HotTub.h71935969.Hotel-Information) Geneva 10/10 Exceptional (65) "We had the most amazing stay! Renee is a wonderful host and the place was extremely clean! Super close to all the winery’s. We will definitely be returning! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige R. CA $281 CA $439 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Geneva-Hotels-Geneva-Loft-HotTub.h71935969.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=2025-12-28&endDate=2025-12-29®ionId=6180248&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.d6180248-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Guest-Houses.d6180248-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries](https://images.trvl-media.com/lodging/19000000/18980000/18978500/18978426/7f4d0dfa_y.jpg) ### Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries 10/10 Excellent "It is a great place me and my family enjoy staying at this property " [](https://expedia.ca/Austinburg-Hotels-Private-Lake-Access-Pet-Friendly-Wi-Fi-Cable-AC-Fire-Pit-Wineries.h18978426.Hotel-Information) ![Red Roof Inn Cleveland - Mentor/ Willoughby](https://images.trvl-media.com/lodging/1000000/20000/13800/13716/dc1ee235_y.jpg) ### Red Roof Inn Cleveland - Mentor/ Willoughby 10/10 Excellent "Room was clean " [](https://expedia.ca/Cleveland-Hotels-Red-Roof-Inn-Cleveland-Mentor-Willoughby.h13716.Hotel-Information) ![Americas Best Value Inn Austinburg](https://images.trvl-media.com/lodging/1000000/180000/172300/172245/ed83c66d_y.jpg) ### Americas Best Value Inn Austinburg 10/10 Excellent "It was a very nice place to stay nice clean " [](https://expedia.ca/Austinburg-Hotels-Americas-Best-Value-Inn-Austinburg.h172245.Hotel-Information) ![Hampton Inn Ashtabula](https://images.trvl-media.com/lodging/1000000/50000/40500/40423/519f8bb3_y.jpg) ### Hampton Inn Ashtabula 10/10 Excellent "Clean Room, Good breakfast options and friendly staff. " [](https://expedia.ca/Austinburg-Hotels-Hampton-Inn-Ashtabula.h40423.Hotel-Information) ![Best Western Plus Mentor-Cleveland Northeast](https://images.trvl-media.com/lodging/1000000/660000/660000/659951/ae24b750_y.jpg) ### Best Western Plus Mentor-Cleveland Northeast 10/10 Excellent "We stay here every time we drive to/from Co to Ny. Clean, friendly staff and comfortable. Our dog knows it well and is happy when we are there. " [](https://expedia.ca/Cleveland-Hotels-Best-Western-Plus-Lawnfield-Inn-Suites.h659951.Hotel-Information) ![Residence Inn By Marriott Cleveland Mentor](https://images.trvl-media.com/lodging/1000000/560000/551400/551388/4e179e58_y.jpg) ### Residence Inn By Marriott Cleveland Mentor 10/10 Excellent "We always stay here during our drive from St. Louis to the Syracuse area. We are so happy that we found you! Everyone is always so very welcoming and hospitable. The rooms are so clean, cozy, spacious and reasonable. We always rest very well, prior to getting up early the next day and resuming the rest of our drive. We adore Noosa Bistro across the street! We often get up before the breakfast area opens; however, the workers there are always so very kind and gracious. They offer us coffee, of course, and then ask if we wish to take anything with us to eat as we prepare to hit the road. Thank you for always going the extra mile. We highly recommend and will certainly be back! " [](https://expedia.ca/Cleveland-Hotels-Residence-Inn-By-Marriott-Cleveland-Mentor.h551388.Hotel-Information) ![Holiday Inn Express Hotel & Suites Ashtabula-Geneva by IHG](https://images.trvl-media.com/lodging/1000000/330000/327900/327862/948f7797_y.jpg) ### Holiday Inn Express Hotel & Suites Ashtabula-Geneva by IHG 10/10 Excellent "The front desk girl was nice and the breakfast was amazing" [](https://expedia.ca/Austinburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Ashtabula-Geneva.h327862.Hotel-Information) ![Holiday Inn Express & Suites Painesville - Concord by IHG](https://images.trvl-media.com/lodging/36000000/35110000/35109000/35108914/bff8428a_y.jpg) ### Holiday Inn Express & Suites Painesville - Concord by IHG 10/10 Excellent "The front desk staff was exceptionally friendly, Service was prompt and efficient." [](https://expedia.ca/Austinburg-Hotels-Holiday-Inn-Express-And-Suites-Painesville-Concord.h35108914.Hotel-Information) ![Towneplace Suites By Marriott Geneva](https://images.trvl-media.com/lodging/103000000/102520000/102514300/102514294/f8018ead_y.jpg) ### Towneplace Suites By Marriott Geneva 10/10 Excellent "We have stayed at this property several times, it’s always an excellent stay. Rooms are clean and comfortable with everything you will need for the weekend.. staff is friendly and courteous. Breakfast is good with many options every day.. ⭐️⭐️⭐️⭐️⭐️" [](https://expedia.ca/Geneva-Hotels-Towneplace-Suites-By-Marriott-Geneva.h102514294.Hotel-Information) ## Find out more about Windsor ## Windsor Guest Houses information | Number of reviews | 154 | | ----------------- | -------------- | | Accommodation | 3 Guest Houses | | Lowest Price | CA $178 | | Highest Price | CA $439 | ## Frequently asked questions ### What is the nightly rate for a guest house in Windsor? ### What's the difference between a Windsor guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Middlefield ](https://www.expedia.ca/4Star-Middlefield-Hotels.s40-0-d553248634983583868.Travel-Guide-Filter-Hotels) - [Aquilla Hotels ](https://www.expedia.ca/Aquilla-Hotels.d553248634983297386.Travel-Guide-Hotels) - [Guest Houses in Ashtabula County ](https://www.expedia.ca/Ashtabula-County-Guest-Houses.d553248635083916805-aaGuestHouses.Travel-Guide-Accommodation) - 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