Title: Winston Vacation Home Rentals from CA $298: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winston](https://expedia.ca/Winston-Hotels.d553248634983181173.Travel-Guide-Hotels)[Vacation Rentals in Winston](https://expedia.ca/Winston-Vacation-Rentals.d553248634983181173.Travel-Guide-VacationRentals)[Winston Car Rentals](https://expedia.ca/Car-Rentals-In-Winston.d553248634983181173.Car-Rental-Guide)[Winston Vacation Packages](https://expedia.ca/Winston.d553248634983181173.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) # Winston Vacation Rentals ![](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=553248634983181173&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634983181173&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248634983181173&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634983181173&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winston Vacation Homes ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92200000/92199100/92199006/afde3ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92200000/92199100/92199006/6354e99f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet](https://images.trvl-media.com/lodging/93000000/92200000/92199100/92199006/af7b7b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92199100/92199006/7c80c013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Piper's Place - 2 Bedroom House in DT Hamilton Hamilton 8.8/10 Excellent (10) "House was nicely updated, conveniently located; perfect for a landing spot while we were visiting family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margie B. CA $194 CA $298 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hamilton-Hotels-Pipers-Place-2-Bedroom-House-In-DT-Hamilton.h92199006.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59290000/59282600/59282599/556b3042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59290000/59282600/59282599/bf5bf8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/60000000/59290000/59282600/59282599/6b7ef516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59290000/59282600/59282599/5463533b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamilton Getaway -Entire House in DT Hamilton Hamilton 10/10 Exceptional (50) "Very clean and comfortable. Just make sure to bring your own shampoo/soap!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley B. CA $220 CA $331 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Hamilton-Hotels-Hamilton-Getaway-Entire-House-In-DT-Hamilton.h59282599.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70990000/70987100/70987079/38f85f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70990000/70987100/70987079/2f548acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70990000/70987100/70987079/dcd69499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70990000/70987100/70987079/c0ef325b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Two-Story Family Home in Picturesque Small Town USA Hamilton 9.6/10 Exceptional (110) "We loved everything about our stay at this wonderful house! Thank you so very much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacy CA $250 CA $400 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Hamilton-Hotels-Comfortable-Two-Story-Family-Home-In-Picturesque-Small-Town-USA.h70987079.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113150000/113142000/113141945/54e4edb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113150000/113142000/113141945/w1800h1698x0y4-f45e8303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113150000/113142000/113141945/w1202h1226x0y6-3271ba32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113150000/113142000/113141945/7964615a_edited_61e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1920s Restored Home-walk to MSQC shops, Quilt Town USA Hamilton 10/10 Exceptional (3) "We loved our stay at this perfectly renovated home! Very clean, well organized and stocked with everything you need. We highly recommend staying at this property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather T. CA $338 CA $582 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Hamilton-Hotels-1920s-Restored-Home-Walk-To-MSQC-Shops.h113141945.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=2025-11-12&endDate=2025-11-13®ionId=553248634983181173&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FWinston-Private-Vacation-Homes.d553248634983181173-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinston-Private-Vacation-Homes.d553248634983181173-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winston Hotel Reviews ![Foxy's Den cozy grain bin cabin with WiFi & AC in serene Kidder. Quiet & serene.](//images.trvl-media.com/lodging/111000000/110500000/110492900/110492816/fdfcce1c_y.jpg) ### Foxy's Den cozy grain bin cabin with WiFi & AC in serene Kidder. Quiet & serene. 10/10 Excellent "This place was amazing!! Nice and cozy!! Love the out door seating and the comfy indoor couch where you can snuggle up under a nice warm fuzzy blanket if you needed too!!! " [](https://expedia.ca/Kidder-Hotels-Cozy-Cabin-With-WiFi-And-AC-In-Serene-Kidder-Come-Enjoy-This-Unique-Grainbin.h110492816.Hotel-Information) ![Red Roof Inn Cameron](//images.trvl-media.com/lodging/1000000/40000/40000/39991/917e85d1_y.jpg) ### Red Roof Inn Cameron 10/10 Excellent "Doesn’t have an elevator but the staff was helpful with placing us in a room with limited flights of stairs since we had quite a bit of luggage. " [](https://expedia.ca/St-Joseph-Hotels-Red-Roof-Inn-Cameron.h39991.Hotel-Information) ![Quality Inn Cameron](//images.trvl-media.com/lodging/1000000/50000/42200/42192/5baaa282_y.jpg) ### Quality Inn Cameron 10/10 Excellent "What was advertised was all true. Good serivce, easy check in, nice breakfast, comfortable room." [](https://expedia.ca/St-Joseph-Hotels-Quality-Inn-Cameron.h42192.Hotel-Information) ![Motel 6 Cameron, MO](//images.trvl-media.com/lodging/10000000/10000000/9992800/9992788/35d22ebd_y.jpg) ### Motel 6 Cameron, MO 6/10 Okay "Temperature in room easily adjusted, water pressure and drains working as expected. Rooms had clean smell, no noise except little from couple of dogs nearby for couple of minutes. Motel 6 is working to fix some holes and damaged items so after renovation the place should be much better. Parking and driveways need to be fixed. A little inconvenient. Pets are free. Coffee in lobby not available until after 7am." [](https://expedia.ca/Cameron-Hotels-Motel-6-Cameron.h9992788.Hotel-Information) ![Super 8 by Wyndham Cameron](//images.trvl-media.com/lodging/1000000/860000/855500/855452/fbe988e4_y.jpg) ### Super 8 by Wyndham Cameron 10/10 Excellent "Check in was fast." [](https://expedia.ca/St-Joseph-Hotels-Super-8-By-Wyndham-Cameron.h855452.Hotel-Information) ![Days Inn by Wyndham Cameron](//images.trvl-media.com/lodging/1000000/50000/42200/42165/602776a9_y.jpg) ### Days Inn by Wyndham Cameron 10/10 Excellent "Easy check-in. Clean and comfortable room. Breakfast was great." [](https://expedia.ca/St-Joseph-Hotels-Days-Inn-By-Wyndham-Cameron.h42165.Hotel-Information) ![Quilter's retreat! 3 quilting spaces and 2 full bathrooms!](//images.trvl-media.com/lodging/103000000/102640000/102635200/102635133/b49dc64b_y.jpg) ### Quilter's retreat! 3 quilting spaces and 2 full bathrooms! 10/10 Excellent "Everything was amazing! My daughter and I had a lovely time. " [](https://expedia.ca/Hamilton-Hotels-Cozy-2-Bedroom-House-With-Quilting-Work-Spaces-In-The-Quilting-Town-Of-Hamilton.h102635133.Hotel-Information) ![SureStay Hotel by Best Western Cameron](//images.trvl-media.com/lodging/1000000/20000/10500/10417/b317db33_y.jpg) ### SureStay Hotel by Best Western Cameron 10/10 Excellent "Needed to stop before St Louis. Clean and comfortable hotel. " [](https://expedia.ca/Cameron-Hotels-SureStay-Hotel-By-Best-Western-Cameron.h10417.Hotel-Information) ![The Deannie - Entire 2 Bedroom Apt in Quilt Town, USA](//images.trvl-media.com/lodging/80000000/79700000/79694300/79694206/a1c71412_y.jpg) ### The Deannie - Entire 2 Bedroom Apt in Quilt Town, USA 10/10 Excellent "I liked the cleanliness and the main street quilt shops, which we came for. Directions for the property were clear of what our responsibilities were. Plenty of room." [](https://expedia.ca/Hamilton-Hotels-The-Deannie-Entire-2-Bedroom-Apt-In-Quilt-Town.h79694206.Hotel-Information) ## Find out more about Winston ## Winston Vacation Homes information | Number of reviews | 167 | | --- | --- | | Accommodation | 16 Vacation Homes | | Lowest Price | CA $298 | | Highest Price | CA $582 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Holt](https://www.expedia.ca/4Star-Holt-Hotels.s40-0-d553248634983503554.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cameron](https://www.expedia.ca/5Star-Cameron-Hotels.s50-0-d6533.Travel-Guide-Filter-Hotels) - [Amity Hotels](https://www.expedia.ca/Amity-Hotels.d553248634983263244.Travel-Guide-Hotels) - [Cheap Hotels in Bethany](https://www.expedia.ca/Bethany-Hotels-Cheap-Hotels.0-0-d6897-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bethany](https://www.expedia.ca/Bethany-Hotels-Luxury-Hotel.0-0-d6897-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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