Title: Pickering Vacation Home Rentals from CA $103: 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 # 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 Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9546&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) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=9546&startDate=2026-02-06&endDate=2026-02-08&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 ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120090000/120089400/120089345/25147c9b.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) ![Interior](https://images.trvl-media.com/lodging/121000000/120090000/120089400/120089345/e1b146e7.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) ### A beautiful Walkout basement [](https://www.expedia.ca/Pickering-Hotels-A-Beautiful-Walkout-Basement.h120089345.Hotel-Information) Pickering 10/10 Exceptional (1) "Great place and quiet neighborhood. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lance C. CA $135 CA $433 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Pickering-Hotels-A-Beautiful-Walkout-Basement.h120089345.Hotel-Information) ![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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/108000000/107570000/107561900/107561851/5a670e3c.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 $162 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Pickering-Hotels-SH203-Cozy-Holiday-Home.h107561851.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96380000/96372300/96372235/408a4aa9.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) ![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) ![Dining](https://images.trvl-media.com/lodging/97000000/96380000/96372300/96372235/c53725ec.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 $251 total includes taxes & fees Dec 11 - Dec 12 [](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/118000000/117230000/117221000/117220992/3b10b7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Microwave](https://images.trvl-media.com/lodging/118000000/117230000/117221000/117220992/8efd4a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117230000/117221000/117220992/8ba6fd42.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) "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 $202 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Pickering-Hotels-Cozy-Countryside-Guesthouse-With-BBQ-Firepit.h117220992.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114360000/114359100/114359028/1e67bc80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114360000/114359100/114359028/f17ac445.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114360000/114359100/114359028/6631d8a2.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 $332 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Pickering-Hotels-Private-2-Bedroom-Unit.h114359028.Hotel-Information) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109910000/109906100/109906030/bce275d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109910000/109906100/109906030/560c42f3.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) ![Dining](https://images.trvl-media.com/lodging/110000000/109910000/109906100/109906030/da36e801.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) "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 $209 CA $423 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Pickering-Hotels-Serene-Stays-Pickering.h109906030.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/115000000/114590000/114583200/114583152/e313dad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114590000/114583200/114583152/e029b1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114590000/114583200/114583152/acc597be.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/115000000/114590000/114583200/114583152/w1425h1418x0y0-ee03a2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Breezy Lake House! [](https://www.expedia.ca/Pickering-Hotels-Beautiful-Breezy-Lake-House.h114583152.Hotel-Information) Pickering 9.6/10 Exceptional (4) "We had a great stay. The home is unique and spacious and in a quiet neighborhood. There was plenty of room for our family! Communication was great. The view of the lake is amazing! I would enjoy staying here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amie W. CA $249 CA $477 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Pickering-Hotels-Beautiful-Breezy-Lake-House.h114583152.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119760000/119754400/119754338/eb7d1cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119760000/119754400/119754338/d05db820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119760000/119754400/119754338/6c9ac871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119760000/119754400/119754338/eb10fa0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ravine Retreat | Chef Kitchen | Toronto Zoo | 20 min to Therma SPA | Entire Home [](https://www.expedia.ca/Pickering-Hotels-Ravine-Retreat-Chef-Kitchen-Toronto-Zoo-SPA-Entire-Home-Detached-Home.h119754338.Hotel-Information) Pickering CA $155 CA $491 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Pickering-Hotels-Ravine-Retreat-Chef-Kitchen-Toronto-Zoo-SPA-Entire-Home-Detached-Home.h119754338.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99680000/99677700/99677691/eed5186b.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) "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 $560 CA $789 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Pickering-Hotels-Newly-Built-Stunning-4-Bedroom-Detached-2-Storey-Home-In-Pickering.h99677691.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107570000/107561700/107561640/712ea776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107570000/107561700/107561640/52da0f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107570000/107561700/107561640/f9732aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107570000/107561700/107561640/798f9d56_edited_ed75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SH202-Cozy Holiday Home [](https://www.expedia.ca/Pickering-Hotels-SH202-Cozy-Holiday-Home.h107561640.Hotel-Information) Pickering 6.0/10 (2) "Worked for me " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Richard CA $66 CA $157 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Pickering-Hotels-SH202-Cozy-Holiday-Home.h107561640.Hotel-Information) ![Sauna](https://images.trvl-media.com/lodging/124000000/123180000/123176600/123176507/5b4aec2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123180000/123176600/123176507/w1612h1300x0y0-5825eb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123180000/123176600/123176507/47f554ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/124000000/123180000/123176600/123176507/1fda8029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Suite At The Taiga Animal Sanctuary [](https://www.expedia.ca/Toronto-Hotels-Cedar-Suite-At-The-Taiga-Animal-Sanctuary.h123176507.Hotel-Information) East Gwillimbury CA $136 CA $287 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Toronto-Hotels-Cedar-Suite-At-The-Taiga-Animal-Sanctuary.h123176507.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/36000000/35280000/35273400/35273351/3cc555e3.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) ![Interior](https://images.trvl-media.com/lodging/36000000/35280000/35273400/35273351/dce9201b.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 (20) "Was very close to our destinations for the weekend. Quiet and very nice. Single bed was a little firm but all in all a great stay. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jason CA $78 CA $165 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Oshawa-Hotels-Gorgeous-1-BDR-Prime-Kitchen-No-Sharing-Spaces-Wifi-Parking.h35273351.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120250000/120242400/120242399/7990c9ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120242400/120242399/1a8d6b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120250000/120242400/120242399/32ec37e4.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) "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 $84 CA $149 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Clarington-Hotels-Family-Time.h120242399.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105340000/105337600/105337514/692dcc0e.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) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105340000/105337600/105337514/d645c215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105340000/105337600/105337514/84afd734.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 (10) "Amazing place , amazing owners , beautiful lil paradise ! Well maintained and close to everything you need " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jonathan CA $101 CA $191 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Ajax-Hotels-Brand-New-Luxury-Entire-Private-Suite-Open-Concept-Retreat.h105337514.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122780000/122778900/122778816/eee72d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122780000/122778900/122778816/9ea2676f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/123000000/122780000/122778900/122778816/4203fc73.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/123000000/122780000/122778900/122778816/7b6419a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private bedroom suite in shared house near Ontario Tech U in North Oshawa [](https://www.expedia.ca/Oshawa-Hotels-Nice-Suit-Near-Ontario-Tech-U-In-Oshawa.h122778816.Hotel-Information) Samac 10/10 Exceptional (2) "CC’s place was a perfect stay for my trip to Oshawa. Check in was easy, room was spotless and had everything needed to feel at home. Only a 5 minute walk to Durham College, and nearby restaurants. Highly recommend for anyone visiting Oshawa or Durham College" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mark M. CA $63 CA $103 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Oshawa-Hotels-Nice-Suit-Near-Ontario-Tech-U-In-Oshawa.h122778816.Hotel-Information) ![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) ![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) ![Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/106000000/105880000/105878900/105878868/c2218d5a.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 9.4/10 Exceptional (6) "Spacious accommodations. Easy check-in. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Paul L. CA $72 CA $202 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Oshawa-Hotels-Entire-1-Bedroom-Basement-Suite-With-Separate-Entrance-In-North-Oshawa.h105878868.Hotel-Information) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/111000000/110880000/110877800/110877797/930e1065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/111000000/110880000/110877800/110877797/8fb86fe5.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) "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 $266 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Whitby-Gateway-2BR-2WR-Kitchen-Laundry.h110877797.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111180000/111171900/111171836/40758ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111180000/111171900/111171836/5d5ecacd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111180000/111171900/111171836/713bd956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111180000/111171900/111171836/9afe18eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cozy Home. Lovely 3 bedroom house near Restaurants, Park, Supermarket & 401" [](https://www.expedia.ca/Oshawa-Hotels-Cozy-3-Bedroom-Apt-In-A-Quiet-Neighbourhood-Close-To-Several-Shopping-Centres.h111171836.Hotel-Information) Vanier 10/10 Exceptional (4) "Lovely properly. Host was friendly and very helpful. Be happy to stay here again." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Robert E. CA $153 CA $327 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Oshawa-Hotels-Cozy-3-Bedroom-Apt-In-A-Quiet-Neighbourhood-Close-To-Several-Shopping-Centres.h111171836.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107970000/107968000/107967963/80a0eb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107970000/107968000/107967963/17f8946d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107970000/107968000/107967963/ede5acbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107970000/107968000/107967963/w3000h1779x0y0-116e800e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking [](https://www.expedia.ca/Toronto-Hotels-20OFF-0-Cleaning-Fee-Mins-To-Lake-Free-Parking.h107967963.Hotel-Information) Richmond Hill 9.4/10 Exceptional (14) "Cozy stay perfect for teens attending sports competition." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Etienne G. CA $109 CA $155 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Toronto-Hotels-20OFF-0-Cleaning-Fee-Mins-To-Lake-Free-Parking.h107967963.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163903/9eb78dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163903/57b31cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163903/6920abec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163903/2ee09b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming bungalow in lovely Richmond Hill with AC, WiFi [](https://www.expedia.ca/Toronto-Hotels-Charming-Bungalow-In-Lovely-Richmond-Hill-With-AC.h114163903.Hotel-Information) Richmond Hill 8.2/10 Very good (10) "Highly recommend, will come again" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Aileen CA $100 CA $201 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Toronto-Hotels-Charming-Bungalow-In-Lovely-Richmond-Hill-With-AC.h114163903.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=2025-12-24&endDate=2025-12-25®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=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=APARTMENT) 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=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=COTTAGE) Residences [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=RESIDENCE) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Ontario%2C+Canada®ionId=9546&latLong=43.838408%2C-79.086767&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&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=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&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 ![Cambridge Suites Toronto](https://images.trvl-media.com/lodging/1000000/20000/18800/18781/180fc485_y.jpg) ### Cambridge Suites Toronto 10/10 Excellent "Always great staff. " [](https://expedia.ca/Toronto-Hotels-Cambridge-Suites-Hotel-Toronto.h18781.Hotel-Information) ![Novotel Toronto Centre](https://images.trvl-media.com/lodging/1000000/20000/12800/12735/6c6eb088_y.jpg) ### Novotel Toronto Centre 10/10 Excellent "Good" [](https://expedia.ca/Toronto-Hotels-Novotel-Toronto-Centre.h12735.Hotel-Information) ![Pan Pacific Toronto](https://images.trvl-media.com/lodging/1000000/20000/19200/19145/7ef38849_y.jpg) ### Pan Pacific Toronto 10/10 Excellent "The food at the restaurant was amazing" [](https://expedia.ca/Toronto-Hotels-Pan-Pacific-Toronto.h19145.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 "Excellent" [](https://expedia.ca/Pickering-Hotels-Pickering-Casino-Resort.h89435702.Hotel-Information) ![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 "everything was great. I will definitely come back here. " [](https://expedia.ca/Toronto-Hotels-Holiday-Inn-Toronto-Downtown-Centre.h26247.Hotel-Information) ![Fairmont Royal York](https://images.trvl-media.com/lodging/1000000/20000/17300/17289/ca60300e_y.jpg) ### Fairmont Royal York 10/10 Excellent "Room was perfect! Clean, warm, cozy! Hotel was so beautifully decorated for Christmas this year! " [](https://expedia.ca/Toronto-Hotels-Fairmont-Royal-York.h17289.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 "My stay at the town Inn Suites was excellent. My room was very clean and tidy, Very friendly , knowledgeable staff helped out with any issues with a smile. Thoroughly enjoyed my time with them " [](https://expedia.ca/Toronto-Hotels-Town-Inn-Suites-Toronto.h8010.Hotel-Information) ![The Omni King Edward Hotel](https://images.trvl-media.com/lodging/1000000/30000/25800/25713/d3198ba6_y.jpg) ### The Omni King Edward Hotel 10/10 Excellent "Room was excellent and staff were all super friendly " [](https://expedia.ca/Toronto-Hotels-The-Omni-King-Edward-Hotel.h25713.Hotel-Information) ![Panorama Suites Downtown Toronto ](https://images.trvl-media.com/lodging/104000000/103900000/103891600/103891582/b038c7a4_y.jpg) ### Panorama Suites Downtown Toronto 10/10 Excellent "Property was clean, front desk person. It was very central location! " [](https://expedia.ca/Toronto-Hotels-Panorama-Suites-Downtown-Toronto.h103891582.Hotel-Information) ## Find out more about Pickering ## Pickering Vacation Homes information | Number of reviews | 69 | | ----------------- | ------------------ | | Accommodation | 917 Vacation Homes | | Lowest Price | CA $103 | | Highest Price | CA $789 | ## 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) - [Cabin Rentals in Ajax ](https://www.expedia.ca/Ajax-Cabins.d6047927-aaCabins.Travel-Guide-Accommodation) - [Capsule Hotels in Ajax ](https://www.expedia.ca/Ajax-Capsule-Hotels.d6047927-aaCapsuleHotels.Travel-Guide-Accommodation) - [Chalets in Ajax ](https://www.expedia.ca/Ajax-Chalets.d6047927-aaChalets.Travel-Guide-Accommodation) - 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