Title: Pickering Vacation Home Rentals from CA $140: Search Top Private Vacation Homes for Rent | Expedia.ca [Pickering Travel Guide](https://expedia.ca/Pickering.dx3000349497)[Hotels in Pickering](https://expedia.ca/Pickering-Hotels.d3000349497.Travel-Guide-Hotels)[Vacation Rentals in Pickering](https://expedia.ca/Pickering-Vacation-Rentals.d3000349497.Travel-Guide-VacationRentals)[Pickering Car Rentals](https://expedia.ca/Car-Rentals-In-Pickering.d3000349497.Car-Rental-Guide)[Pickering Vacation Packages](https://expedia.ca/Pickering.d3000349497.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) # Pickering 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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000349497&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000349497&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000349497&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000349497&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pickering Vacation Homes ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/w378h683x323y0-d51b702f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/w389h683x312y0-9f65aadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/w379h683x323y0-87ca8173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/w378h683x323y0-45279346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grant City Nightly Rental Grant City 8.0/10 Very good (1) "We had a great stay for the night. It was a little warm with the ac units but other than that it was a perfect memory with my children. We will definitely book again in the future when we decide to get together again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chelsey P. CA $139 CA $202 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Grant-City-Hotels-Grant-City-Nightly-Rental.h109356252.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/123000000/122700000/122699300/122699251/w4000h2664x0y0-a4b9c5df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/123000000/122700000/122699300/122699251/483d5857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122700000/122699300/122699251/ffb1f345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122700000/122699300/122699251/w4000h2669x0y0-49455e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grant City Rental- NIGHTLY RATE! Grant City CA $112 CA $140 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Grant-City-Hotels-Grant-City-Rental-NIGHTLY-RATE.h122699251.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/9612a9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/e81673b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/2f346d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/04b77d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue House on Main | \*Pet Friendly\* Maryville 10/10 Exceptional (2) "It was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette W. CA $280 CA $479 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Maryville-Hotels-Blue-House-On-Main-Pet-Friendly.h113586121.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101430000/101421900/101421857/a39f1cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101430000/101421900/101421857/150775f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101430000/101421900/101421857/12488bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/102000000/101430000/101421900/101421857/379da140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 1905 - Spacious Downtown Farmhouse - 4bd/2ba Maryville 9.8/10 Exceptional (21) "Overall a very clean and enjoyable stay in a cool piece of History. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason E. CA $303 CA $485 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Maryville-Hotels-The-1905-Spacious-Downtown-Farmhouse-4bd2ba.h101421857.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=2025-12-02&endDate=2025-12-03®ionId=3000349497&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America®ionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America®ionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America®ionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America®ionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-02-15&d1=2026-02-15&endDate=2026-02-18&d2=2026-02-18&lodging=VACATION_HOME) ![](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%2FPickering-Private-Vacation-Homes.d3000349497-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPickering-Private-Vacation-Homes.d3000349497-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pickering Hotel Reviews ![Cobblestone Inn & Suites - Clarinda](//images.trvl-media.com/lodging/24000000/23390000/23380100/23380024/48b6995b_y.jpg) ### Cobblestone Inn & Suites - Clarinda 10/10 Excellent "We love staying at the Cobblestone Inn in Clarinda. It is a halfway point for us going from South Dakota to Missouri. The hotel is super clean and the staff is very helpful and friendly. It is so convenient and an easier drive than through Omaha. " [](https://expedia.ca/Shenandoah-Hotels-Cobblestone-Inn-Suites-Clarinda.h23380024.Hotel-Information) ### Cobblestone Inn & Suites - Maryville 10/10 Excellent "The room was very nice and the,staff was so polite and helpful." [](https://expedia.ca/St-Joseph-Hotels-Cobblestone-Inn-Suites-Maryville.h17150423.Hotel-Information) ### Bearcat Inn and Suites 10/10 Excellent "Staff was wonderful. Room was clean and felt safe." [](https://expedia.ca/St-Joseph-Hotels-Bearcat-Inn-And-Suites.h16140.Hotel-Information) ### Holiday Inn Express & Suites Maryville by IHG 10/10 Excellent "yes" [](https://expedia.ca/St-Joseph-Hotels-Holiday-Inn-Express-Suites-Maryville.h1178384.Hotel-Information) ![Entire residential home-walking distance to NWMSU](//images.trvl-media.com/lodging/75000000/74750000/74749200/74749114/6ed08ad8_y.jpg) ### Entire residential home-walking distance to NWMSU 10/10 Excellent "Perfect for our needs!" [](https://expedia.ca/Maryville-Hotels-Entire-Residential-Home-Walking-Distance-To-NWMSU.h74749114.Hotel-Information) ![Super 8 by Wyndham Clarinda](//images.trvl-media.com/lodging/1000000/320000/317200/317183/0f1773cb_y.jpg) ### Super 8 by Wyndham Clarinda 10/10 Excellent "My family stayed for the weekend, due to our son being in a movie being filmed near by. The stay was nice. The staff was pleasant. Breakfast needs some work, however, it was free. The hot tub was very relaxing. Our youngest son enjoyed the pool. We will stay again in the future. " [](https://expedia.ca/Shenandoah-Hotels-Super-8-By-Wyndham-Clarinda.h317183.Hotel-Information) ![The 1905 - Spacious Downtown Farmhouse - 4bd/2ba](//images.trvl-media.com/lodging/102000000/101430000/101421900/101421857/a39f1cb6_y.jpg) ### The 1905 - Spacious Downtown Farmhouse - 4bd/2ba 10/10 Excellent "Great place to return to with friends after a football game! Will try to stay there again!" [](https://expedia.ca/Maryville-Hotels-The-1905-Spacious-Downtown-Farmhouse-4bd2ba.h101421857.Hotel-Information) ### The Willow Loft III in Downtown Maryville 10/10 Excellent "Such a pretty and well maintained home away from home located in the center of town and quick walk or ride to everywhere we needed to visit owners answered alll questions and apartment was exactly as described and very well maintained we will be back " [](https://expedia.ca/Maryville-Hotels-The-Willow-Loft-III-In-Downtown-Maryville.h118649763.Hotel-Information) ### Americas Best Value Inn & Suites Maryville 10/10 Excellent "Friendly staff. " [](https://expedia.ca/St-Joseph-Hotels-Americas-Best-Value-Inn-Suites-Maryville.h523135.Hotel-Information) ## Find out more about Pickering ## Pickering Vacation Homes information | Number of reviews | 23 | | --- | --- | | Accommodation | 8 Vacation Homes | | Lowest Price | CA $140 | | Highest Price | CA $485 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Allendale Hotels](https://www.expedia.ca/Allendale-Hotels.d553248634983416488.Travel-Guide-Hotels) - [Luxury Hotels in Amazonia](https://www.expedia.ca/Amazonia-Hotels-Luxury-Hotel.0-0-d3000349270-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Amazonia Hotels](https://www.expedia.ca/Amazonia-Hotels.d3000349270.Travel-Guide-Hotels) - [Amity Hotels](https://www.expedia.ca/Amity-Hotels.d553248634983263244.Travel-Guide-Hotels) - [Arkoe Hotels](https://www.expedia.ca/Arkoe-Hotels.d553248634983331651.Travel-Guide-Hotels) - [Barnard Hotels](https://www.expedia.ca/Barnard-Hotels.d553248634983266741.Travel-Guide-Hotels) - 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