Title: Winchester Vacation Home Rentals from CA $241: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248634983172491.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248634983172491.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248634983172491.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d553248634983172491.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) # Winchester 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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248634983172491&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248634983172491&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 months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248634983172491&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248634983172491&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/94000000/93870000/93860600/93860570/963df8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/94000000/93870000/93860600/93860570/55a1c3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93870000/93860600/93860570/7d9a1646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/94000000/93870000/93860600/93860570/79a8a79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Western Roost | A Vensérra Retreat Near Hot Springs State Park Thermopolis 8.4/10 Very good (5) "Nice property updated inside. Nice layout nd floorplan for 3-4 people. Great location in town. I would stay there again." CA $173 CA $288 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Thermopolis-Hotels-Rustic-Western-Getaway-At-Hot-Springs-State-Park.h93860570.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/77000000/76610000/76604700/76604667/1006a20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76610000/76604700/76604667/ed37645e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76610000/76604700/76604667/ab4587f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76610000/76604700/76604667/facf6c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### This home is a great spot to stash your belongings and go explore the historical town of Thermopolis Thermopolis 9.2/10 Wonderful (57) "Came for our grandson's football game. Good location. We could hear crickets. The back yard was great for our 11 lb. Dog. Would stay again." CA $143 CA $241 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Thermopolis-Hotels-The-Cache.h76604667.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/32000000/31500000/31493100/31493031/781545b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31500000/31493100/31493031/699cd86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31500000/31493100/31493031/0fbe3a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31500000/31493100/31493031/60d57c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Furnished with a western decor and many antiques, yet has modern amenities. Thermopolis 9.6/10 Exceptional (89) "We loved the rental. It was spacious, clean, upgraded and conveniently located. Pillows were a little flat but no other issues. We will be staying here again. " CA $143 CA $241 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Thermopolis-Hotels-THE-BUNKHOUSE-A-WESTERN-TREAT.h31493031.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33500000/33499900/33499830/eb6acd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33499900/33499830/226482ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33499900/33499830/f50b59d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33499900/33499830/06739586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A home away from home. Thermopolis 9.4/10 Exceptional (117) "Loved the jacuzzi" CA $143 CA $241 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Thermopolis-Hotels-Cozy-Two-Bedroom-House-In-Beautiful-Neighborhood.h33499830.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83760000/83757600/83757530/26e1b25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83760000/83757600/83757530/43d5d6bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83760000/83757600/83757530/8b15c8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83760000/83757600/83757530/e3f405cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### This house is a 3 bedroom(s), 1 bathrooms, located in Thermopolis, WY. Thermopolis 9.0/10 Wonderful (34) "Perfect location for the family to meet and so much to do nearby. Our grandson wants this to be our annual vacation home! Thanks so much for the care and consideration made available! " CA $216 CA $406 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Thermopolis-Hotels-The-Rendezvous.h83757530.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88307900/88307864/d7370f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88310000/88307900/88307864/118b1e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88310000/88307900/88307864/52749827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88307900/88307864/ce94e2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Eagle's Nest is an oilfield building converted into a beautiful house right on the river. Thermopolis 9.6/10 Exceptional (34) "Great spot to stay for a fishing trip. " CA $287 CA $584 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Thermopolis-Hotels-Eagles-Nest.h88307864.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116470000/116466900/116466874/3741af8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116470000/116466900/116466874/f54f7b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116470000/116466900/116466874/0edd49ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116470000/116466900/116466874/0bae45f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Charming 100+ year old vintage farmhouse that has been updated with modern amenities. Thermopolis 10/10 Exceptional (2) "We loved the charm of this vintage home! We had everything we needed, space, beds, bathrooms etc. Such a fun rental. We would definitely stay here again. " CA $186 CA $404 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Thermopolis-Hotels-A-Charming-100-Year-Old-Vintage-Farmhouse-That-Has-Been-Updated-With-Modern-Amenities.h116466874.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105210000/105200100/105200025/21311472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105210000/105200100/105200025/2b395519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105210000/105200100/105200025/c5c58114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105210000/105200100/105200025/c9f8c9e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A newly renovated home full of fun games for the entire family to enjoy. Thermopolis 9.8/10 Exceptional (17) "We've stayed here a couple of times and will be back! Great communication from owners too! Highly recommend. " CA $244 CA $495 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Thermopolis-Hotels-A-Newly-Renovated-Home-Full-Of-Fun-Games-For-The-Entire-Family-To-Enjoy.h105200025.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74740000/74735900/74735896/10e6df0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/75000000/74740000/74735900/74735896/e799a597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74740000/74735900/74735896/ddc7eccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74740000/74735900/74735896/cc60f3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤Top VRBO, A+ Stay, Hunters & Fishing, Cozy Nights, Pets, Amenity-Rich Thermopolis 10/10 Exceptional (47) "We traveled to Thermopolis for a fishing weekend. The house was close to the river and restaurants. It is well maintained and has all the comfortable of home. Highly recommend staying here if you are in the area!" CA $307 CA $677 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Thermopolis-Hotels-PoolsRiver-One-Minute-Location-Home-A-Lets-Go-Pets.h74735896.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=2025-10-26&endDate=2025-10-27®ionId=553248634983172491&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%2FWinchester-Private-Vacation-Homes.d553248634983172491-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Vacation-Homes.d553248634983172491-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Elk Antler Inn](//images.trvl-media.com/lodging/117000000/116030000/116028500/116028425/15350814_y.jpg) ### Elk Antler Inn 10/10 Excellent "Really nice place. Great follow up from staff. " [](https://expedia.ca/Thermopolis-Hotels-Elk-Antler-Inn.h116028425.Hotel-Information) ![Comfort Inn Worland Hwy 16 to Yellowstone](//images.trvl-media.com/lodging/1000000/120000/116600/116594/3418cd4b_y.jpg) ### Comfort Inn Worland Hwy 16 to Yellowstone 10/10 Excellent "Property was in very good condition. It had some updates. It was clean and welcoming. Staff was friendly." [](https://expedia.ca/Worland-Hotels-Comfort-Inn-Worland-Hwy-16-To-Yellowstone.h116594.Hotel-Information) ![El Rancho Motel](//images.trvl-media.com/lodging/14000000/13580000/13577800/13577798/a409b0e6_y.jpg) ### El Rancho Motel 10/10 Excellent "Best motel in Thermopolis" [](https://expedia.ca/Worland-Hotels-El-Rancho-Motel.h13577798.Hotel-Information) ![Rainbow Motel](//images.trvl-media.com/lodging/2000000/1510000/1506000/1505958/13926da1_y.jpg) ### Rainbow Motel 10/10 Excellent "The staff were extremely kind and accommodating " [](https://expedia.ca/Worland-Hotels-Rainbow-Motel.h1505958.Hotel-Information) ![Best Western Plus Plaza Hotel](//images.trvl-media.com/lodging/1000000/300000/296700/296682/2d1cb5db_y.jpg) ### Best Western Plus Plaza Hotel 10/10 Excellent "Allways the best place to stay in the park" [](https://expedia.ca/Worland-Hotels-Best-Western-Plus-Plaza-Hotel.h296682.Hotel-Information) ![Travelodge by Wyndham Worland](//images.trvl-media.com/lodging/19000000/18330000/18324700/18324692/7df24d81_y.jpg) ### Travelodge by Wyndham Worland 10/10 Excellent "Clean room. Not a fan of streaming TV. Just want some regular TV stations. Breakfast just some pre-packaged items. Expected at least bananas." [](https://expedia.ca/Worland-Hotels-Travelodge-By-Wyndham-Worland.h18324692.Hotel-Information) ![Furnished with a western decor and many antiques, yet has modern amenities.](//images.trvl-media.com/lodging/32000000/31500000/31493100/31493031/781545b3_y.jpg) ### Furnished with a western decor and many antiques, yet has modern amenities. 10/10 Excellent "Great location, excellent communication and just perfect for a weekend of fishing!" [](https://expedia.ca/Thermopolis-Hotels-THE-BUNKHOUSE-A-WESTERN-TREAT.h31493031.Hotel-Information) ![Hot Springs Hotel and Spa](//images.trvl-media.com/lodging/1000000/20000/17400/17392/c0331e0e_y.jpg) ### Hot Springs Hotel and Spa 10/10 Excellent "Location in park" [](https://expedia.ca/Worland-Hotels-Days-Inn-By-Wyndham-Thermopolis.h17392.Hotel-Information) ![Two Rivers Inn](//images.trvl-media.com/lodging/20000000/19450000/19447400/19447337/cfccbafe_y.jpg) ### Two Rivers Inn 10/10 Excellent "Don't expect modern rooms, but what you can expect is a clean room, with microwave; small fridge and coffee maker for a reasonable price. Friendly staff. Very close to Hot Springs Park and Taco John's neighbor. " [](https://expedia.ca/Worland-Hotels-Two-Rivers-Inn.h19447337.Hotel-Information) ## Find out more about Winchester ## Winchester Vacation Homes information | Number of reviews | 392 | | --- | --- | | Accommodation | 32 Vacation Homes | | Lowest Price | CA $241 | | Highest Price | CA $584 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Otto](https://www.expedia.ca/3Star-Otto-Hotels.s30-0-d770577533871017984.Travel-Guide-Filter-Hotels) - [Airport Road Hotels](https://www.expedia.ca/Airport-Road-Hotels.d553248634983213531.Travel-Guide-Hotels) - [Vacation Homes in Airport Road](https://www.expedia.ca/Airport-Road-Private-Vacation-Homes.d553248634983213531-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cheap Hotels in Basin](https://www.expedia.ca/Basin-Hotels-Cheap-Hotels.0-0-d3000462150-tCheapHotels.Travel-Guide-Filter-Hotels) - [Basin Hotels](https://www.expedia.ca/Basin-Hotels.d3000462150.Travel-Guide-Hotels) - 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