Title: Pickering Vacation Home Rentals from CA $152: Search Top Private Vacation Homes for Rent | Expedia.ca [Pickering Travel Guide](https://expedia.ca/Pickering.dx9546)[Hotels in Pickering](https://expedia.ca/Pickering-Hotels.d9546.Travel-Guide-Hotels)[Vacation Rentals in Pickering](https://expedia.ca/Pickering-Vacation-Rentals.d9546.Travel-Guide-VacationRentals)[Flights to Pickering](https://expedia.ca/Cheap-Flights-To-Pickering.d9546.Travel-Guide-Flights)[Things to do in Pickering](https://expedia.ca/Things-To-Do-In-Pickering.d9546.Travel-Guide-Activities)[Pickering Car Rentals](https://expedia.ca/Car-Rentals-In-Pickering.d9546.Car-Rental-Guide)[Pickering Vacation Packages](https://expedia.ca/Pickering.d9546.Destination-Travel-Guides) ![🌊☀️](https://images.trvl-media.com/place/9546/d6559b52-9c19-472d-84bd-45accfd9bc59.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Bryan Valderrama ![](https://images.trvl-media.com/place/9546/d6559b52-9c19-472d-84bd-45accfd9bc59.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 In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pickering vacation homes ![Interior](https://images.trvl-media.com/lodging/101000000/100980000/100979700/100979661/4ab81e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100980000/100979700/100979661/f770b802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/101000000/100980000/100979700/100979661/88443a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100979700/100979661/1589d08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg [](https://www.expedia.ca/Pickering-Hotels-King-Bed-I-Chefs-Kitchen-I-Toronto-Hub-I-5-Beds-35-Bath-I-8km-From-Tesla-Chrg.h100979661.Hotel-Information) Pickering 10/10 Exceptional (27 reviews) "It was great! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Andrew D. CA $201 CA $545 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Pickering-Hotels-King-Bed-I-Chefs-Kitchen-I-Toronto-Hub-I-5-Beds-35-Bath-I-8km-From-Tesla-Chrg.h100979661.Hotel-Information) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117230000/117221000/117220992/3b7879a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117230000/117221000/117220992/db6e991b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117230000/117221000/117220992/a6024087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave](https://images.trvl-media.com/lodging/118000000/117230000/117221000/117220992/8efd4a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Countryside Guesthouse with BBQ & Firepit [](https://www.expedia.ca/Pickering-Hotels-Cozy-Countryside-Guesthouse-With-BBQ-Firepit.h117220992.Hotel-Information) Pickering 6.0/10 (2 reviews) "It was an alright night away. Place was fairly clean, newer Reno for sure with some smaller kinks to be worked out. No wifi instructions and noises in the morning with occupants of the other side of the house. Neat spot for a little getaway for the night." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Geoff G. CA $122 CA $201 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pickering-Hotels-Cozy-Countryside-Guesthouse-With-BBQ-Firepit.h117220992.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96380000/96372300/96372235/e75de52d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/97000000/96380000/96372300/96372235/1bff7a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96380000/96372300/96372235/408a4aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/97000000/96380000/96372300/96372235/3ffb7bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Comfort Stay at City of Pickering Rm A / Free Wi-Fi [](https://www.expedia.ca/Pickering-Hotels-The-Comfort-Stay-At-City-Of-Pickering-Rm-A-Free-Wi-Fi.h96372235.Hotel-Information) Pickering CA $104 CA $250 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pickering-Hotels-The-Comfort-Stay-At-City-Of-Pickering-Rm-A-Free-Wi-Fi.h96372235.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120090000/120089400/120089345/bc2e68cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120090000/120089400/120089345/4635a73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120090000/120089400/120089345/f62493cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120090000/120089400/120089345/eb1b2fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A beautiful Walkout basement [](https://www.expedia.ca/Pickering-Hotels-A-Beautiful-Walkout-Basement.h120089345.Hotel-Information) Pickering 10/10 Exceptional (1 review) "Great place and quiet neighborhood. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lance C. CA $162 CA $464 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Pickering-Hotels-A-Beautiful-Walkout-Basement.h120089345.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107570000/107561900/107561851/90087865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/108000000/107570000/107561900/107561851/fa346687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107570000/107561900/107561851/020bbea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107570000/107561900/107561851/9d0cf910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SH203-Cozy Holiday Home [](https://www.expedia.ca/Pickering-Hotels-SH203-Cozy-Holiday-Home.h107561851.Hotel-Information) Pickering CA $65 CA $160 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pickering-Hotels-SH203-Cozy-Holiday-Home.h107561851.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109910000/109906100/109906030/b9269518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109910000/109906100/109906030/a4212a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109910000/109906100/109906030/479913c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109910000/109906100/109906030/692e9552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking) [](https://www.expedia.ca/Pickering-Hotels-Serene-Stays-Pickering.h109906030.Hotel-Information) Pickering 10/10 Exceptional (1 review) "I had a wonderful stay! The place was clean, cozy, and exactly what I needed. The host was welcoming and made everything easy. I’d definitely recommend it and would love to come back again!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nyajah H. CA $215 CA $431 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Pickering-Hotels-Serene-Stays-Pickering.h109906030.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114360000/114359100/114359028/e7e9b45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114360000/114359100/114359028/8bf97a3e.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/115000000/114360000/114359100/114359028/3f558732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114360000/114359100/114359028/w2095h1572x2y0-7f22ea2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke free [](https://www.expedia.ca/Pickering-Hotels-Private-2-Bedroom-Unit.h114359028.Hotel-Information) Pickering CA $238 CA $329 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Pickering-Hotels-Private-2-Bedroom-Unit.h114359028.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/98000000/97150000/97142200/97142127/fbca6bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/98000000/97150000/97142200/97142127/9acafda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97150000/97142200/97142127/3c4d2f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/98000000/97150000/97142200/97142127/a453fab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in the Six
Steps Away from Beach
Great Fishing
Rouge River Trails [](https://www.expedia.ca/Pickering-Hotels-Cottage-In-The-SixbrSteps-Away-From-Beach-BrGreat-Fishing-BrRouge-River-Trails.h97142127.Hotel-Information) Pickering 6.0/10 (1 review) "Cute place, but a little small. Furnishing and overall state is a little old and outdated. Rooms were nice." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Aruvi K. CA $212 CA $369 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Pickering-Hotels-Cottage-In-The-SixbrSteps-Away-From-Beach-BrGreat-Fishing-BrRouge-River-Trails.h97142127.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118410000/118402800/118402740/e1851bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118410000/118402800/118402740/25ed35c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118410000/118402800/118402740/baa44681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118410000/118402800/118402740/b6f4d7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4BR • Big Yard • Family, Business & Relocation-Friendly [](https://www.expedia.ca/Pickering-Hotels-Spacious-4BR-Big-Yard-Family.h118402740.Hotel-Information) Pickering [](https://www.expedia.ca/Pickering-Hotels-Spacious-4BR-Big-Yard-Family.h118402740.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99680000/99677700/99677691/a16ee329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99680000/99677700/99677691/17945a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99680000/99677700/99677691/3b288980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99680000/99677700/99677691/6439f3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly built stunning 4-bedroom detached 2-storey home in Pickering. [](https://www.expedia.ca/Pickering-Hotels-Newly-Built-Stunning-4-Bedroom-Detached-2-Storey-Home-In-Pickering.h99677691.Hotel-Information) Pickering 10/10 Exceptional (2 reviews) "Great property. Host was very helpful and place was very nice and clean." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ryan J. CA $504 CA $719 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pickering-Hotels-Newly-Built-Stunning-4-Bedroom-Detached-2-Storey-Home-In-Pickering.h99677691.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/105000000/104220000/104219800/104219788/20d3d5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104220000/104219800/104219788/249b726b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104220000/104219800/104219788/d14d35fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104220000/104219800/104219788/14bd2648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Stay W/ Chef’s Kitchen [](https://www.expedia.ca/Pickering-Hotels-Luxury-Stay-W-Chefs-Kitchen.h104219788.Hotel-Information) Pickering CA $350 CA $643 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pickering-Hotels-Luxury-Stay-W-Chefs-Kitchen.h104219788.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/36000000/35280000/35273400/35273351/01cc34b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35280000/35273400/35273351/dce9201b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35280000/35273400/35273351/2a79fb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35280000/35273400/35273351/6940ad81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking [](https://www.expedia.ca/Oshawa-Hotels-Gorgeous-1-BDR-Prime-Kitchen-No-Sharing-Spaces-Wifi-Parking.h35273351.Hotel-Information) Ajax 9.4/10 Exceptional (23 reviews) "Clean quite enjoying my stay!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Aleashia S. CA $93 CA $181 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Oshawa-Hotels-Gorgeous-1-BDR-Prime-Kitchen-No-Sharing-Spaces-Wifi-Parking.h35273351.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105340000/105337600/105337514/c974f8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105340000/105337600/105337514/b594362e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105340000/105337600/105337514/e51bad54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105340000/105337600/105337514/d7ae6c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything [](https://www.expedia.ca/Ajax-Hotels-Brand-New-Luxury-Entire-Private-Suite-Open-Concept-Retreat.h105337514.Hotel-Information) Ajax 10/10 Exceptional (12 reviews) "Spotless and modern with a cozy feel. We enjoyed our stay and hope to return!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Melissa CA $97 CA $152 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Ajax-Hotels-Brand-New-Luxury-Entire-Private-Suite-Open-Concept-Retreat.h105337514.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/121000000/120250000/120242400/120242399/92432700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120242400/120242399/eebe7c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120250000/120242400/120242399/73c8600e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120242400/120242399/1a8d6b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Together Time Getaway, Just 5 Mins to Hwy 401 [](https://www.expedia.ca/Clarington-Hotels-Family-Time.h120242399.Hotel-Information) Courtice 10/10 Exceptional (1 review) "Was super clean, and fully equipped with everything we needed. Fits description and photos to a tee. Host was very helpful and easy to get in contact with if we needed to. Even left a thank you gift for us at the end of our stay. Not a bad thing to say. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kiana CA $110 CA $177 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Clarington-Hotels-Family-Time.h120242399.Hotel-Information) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/111000000/110880000/110877800/110877797/92252d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110880000/110877800/110877797/9b4c543a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110880000/110877800/110877797/ab0290d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/111000000/110880000/110877800/110877797/3b3c3422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry [](https://www.expedia.ca/Whitby-Gateway-2BR-2WR-Kitchen-Laundry.h110877797.Hotel-Information) Whitby 9.0/10 Wonderful (2 reviews) "Comfortable stay. Unit was very quiet. Area is new so lots of construction close by. With the AC running in the rest of the house (most of the day) it made the unit cold. There was no way to control the temperature in the unit. Would have been great to have a side table with a lamp in the bedroom I slept in. Gravel walkway at the side of the house to access the unit. Need to be careful walking on the loose gravel. Overall stay was excellent. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Oral CA $127 CA $265 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Whitby-Gateway-2BR-2WR-Kitchen-Laundry.h110877797.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/125000000/124750000/124744700/124744688/78398989.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/125000000/124750000/124744700/124744688/1162281b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124750000/124744700/124744688/w823h1080x122y0-d4d6e15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124750000/124744700/124744688/a37966b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COZY PLACE [](https://www.expedia.ca/Oshawa-Hotels-COZY-PLACE.h124744688.Hotel-Information) Central 10/10 Exceptional (1 review) "Great place. Clean and spacious " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Venkata CA $78 CA $179 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Oshawa-Hotels-COZY-PLACE.h124744688.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105880000/105878900/105878868/2f3024d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105880000/105878900/105878868/7ca77401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105880000/105878900/105878868/2f82689e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/106000000/105880000/105878900/105878868/382ff8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire 1 bedroom basement suite with separate entrance in North Oshawa [](https://www.expedia.ca/Oshawa-Hotels-Entire-1-Bedroom-Basement-Suite-With-Separate-Entrance-In-North-Oshawa.h105878868.Hotel-Information) Donevan 9.6/10 Exceptional (7 reviews) "Spacious accommodations. Easy check-in. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Paul L. CA $72 CA $201 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Oshawa-Hotels-Entire-1-Bedroom-Basement-Suite-With-Separate-Entrance-In-North-Oshawa.h105878868.Hotel-Information) ![TV, books](https://images.trvl-media.com/lodging/112000000/111140000/111132800/111132773/256d5585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111140000/111132800/111132773/6821e05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111140000/111132800/111132773/bff0a105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111140000/111132800/111132773/5ef3add4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DT Retreat : Firepit, Backyard, Arcade [](https://www.expedia.ca/Clarington-Hotels-DT-Retreat-HotTub.h111132773.Hotel-Information) Bowmanville 10/10 Exceptional (2 reviews) "Our family really enjoyed our stay. Lovely home, extremely clean, with lots to do. The hosts were incredibly responsive for any question and made us feel at home. Great option for a family staying in the area. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Rishia CA $148 CA $402 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Clarington-Hotels-DT-Retreat-HotTub.h111132773.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124510000/124502900/124502883/530b198f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124510000/124502900/124502883/3ac00d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124510000/124502900/124502883/97933848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124510000/124502900/124502883/6fe1ce75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Modern Home + Free Parking In Ajax [](https://www.expedia.ca/Ajax-Hotels-New-Modern-Home-Free-Parking-In-Ajax.h124502883.Hotel-Information) Ajax CA $150 CA $322 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Ajax-Hotels-New-Modern-Home-Free-Parking-In-Ajax.h124502883.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118840000/118839400/118839368/w1290h753x0y26-8c249bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/119000000/118840000/118839400/118839368/w1290h774x0y18-be0c9cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118840000/118839400/118839368/eb544d3b_edited_bc05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118840000/118839400/118839368/8891e75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Modern Private Basement Suite – Richmond Hill [](https://www.expedia.ca/Toronto-Hotels-A-Modern-Private-Basement-Suite-Richmond-Hill.h118839368.Hotel-Information) Richmond Hill 9.2/10 Wonderful (5 reviews) "Had an incredible stay. Communication was great, they were very understanding that we were at Canadas Wonderland for the day and would be checking in late. Everything was exactly like they had advertised. Would definitely recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheyenne C. CA $117 CA $208 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Toronto-Hotels-A-Modern-Private-Basement-Suite-Richmond-Hill.h118839368.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=2026-02-22&endDate=2026-02-23®ionId=9546&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=HOUSE_BOAT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CHALET) ![](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.d9546-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.d9546-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pickering Hotel Reviews ![Holiday Inn Toronto Downtown Centre by IHG](https://images.trvl-media.com/lodging/1000000/30000/26300/26247/f61ea124_y.jpg) ### Holiday Inn Toronto Downtown Centre by IHG 10/10 Excellent "Nice location and friendly staff" [](https://expedia.ca/Toronto-Hotels-Holiday-Inn-Toronto-Downtown-Centre.h26247.Hotel-Information) ![DoubleTree by Hilton Hotel Toronto Downtown](https://images.trvl-media.com/lodging/1000000/30000/21800/21783/b68c94c6_y.jpg) ### DoubleTree by Hilton Hotel Toronto Downtown 10/10 Excellent "amazing! staff was so friendly and the room was nice! would stay here again " [](https://expedia.ca/Toronto-Hotels-DoubleTree-By-Hilton-Hotel-Toronto-Downtown.h21783.Hotel-Information) ![Pod-Inn Hotel](https://images.trvl-media.com/lodging/114000000/113310000/113307400/113307348/a6d8cf89_y.jpg) ### Pod-Inn Hotel 10/10 Excellent "it was nice and quite " [](https://expedia.ca/Toronto-Hotels-Pod-Inn-Hotel.h113307348.Hotel-Information) ![Radisson Blu Toronto Downtown](https://images.trvl-media.com/lodging/1000000/10000/7400/7352/ecf9e271_y.jpg) ### Radisson Blu Toronto Downtown 10/10 Excellent "Large, clean room. Great coffee shop. This was an excellent alternative to staying at the conference center hotel. " [](https://expedia.ca/Toronto-Hotels-Radisson-Blu-Toronto-Downtown.h7352.Hotel-Information) ![Hotel Riu Plaza Toronto](https://images.trvl-media.com/lodging/118000000/117280000/117279800/117279789/24f5be26_y.jpg) ### Hotel Riu Plaza Toronto 10/10 Excellent "Great staff, friendly and welcoming. Clean rooms. Great breakfast. " [](https://expedia.ca/Toronto-Hotels-Hotel-Riu-Plaza-Toronto.h117279789.Hotel-Information) ![Town Inn Suites Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8010/0453f001_y.jpg) ### Town Inn Suites Hotel 10/10 Excellent "Great place" [](https://expedia.ca/Toronto-Hotels-Town-Inn-Suites-Toronto.h8010.Hotel-Information) ![Cambridge Suites Toronto](https://images.trvl-media.com/lodging/1000000/20000/18800/18781/180fc485_y.jpg) ### Cambridge Suites Toronto 10/10 Excellent "The front desk staff are by far the friendliest and most helpful I've come across in a long time. The room it self was spa ious and comfortabe The room itself was spacious " [](https://expedia.ca/Toronto-Hotels-Cambridge-Suites-Hotel-Toronto.h18781.Hotel-Information) ![Delta Hotels by Marriott Toronto](https://images.trvl-media.com/lodging/9000000/8310000/8301400/8301308/53ef2422_y.jpg) ### Delta Hotels by Marriott Toronto 10/10 Excellent "Great service. Comfortable room. Club experience well worth it" [](https://expedia.ca/Toronto-Hotels-Delta-Hotels-By-Marriott-Toronto.h8301308.Hotel-Information) ![Pickering Casino Resort Hotel](https://images.trvl-media.com/lodging/90000000/89440000/89435800/89435702/bfd9e71e_y.jpg) ### Pickering Casino Resort Hotel 10/10 Excellent "It was great" [](https://expedia.ca/Pickering-Hotels-Pickering-Casino-Resort.h89435702.Hotel-Information) ## Find out more about Pickering ## Pickering Vacation Homes information | Number of reviews | 79 | | ----------------- | ------------------ | | Accommodation | 917 Vacation Homes | | Lowest Price | CA $152 | | Highest Price | CA $719 | ## Explore a world of travel with Expedia - Lodging - Flights - [Aparthotels in Ajax ](https://www.expedia.ca/Ajax-Apart-Hotels.d6047927-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Ajax ](https://www.expedia.ca/Ajax-Apartments.d6047927-aaApartments.Travel-Guide-Accommodation) - [B&B in Ajax ](https://www.expedia.ca/Ajax-Bed-And-Breakfast.d6047927-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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