Vacation Rentals By Owner In Pickering, ON

Modern Refined Living in New Seaton, PickeringbrbrExperience a luxurious getaway in this contemporary townhome, thoughtfully designed with modern comforts. Featuring a stylish kitchen, a chic dining area, and a cozy living space, this home offers 3 spacious bedrooms plus an additional sleeping area, equipped with 4 queen beds to comfortably host up to 8 guests. Conveniently located near downtown Pickering’s finest restaurants, shopping, and attractions, it’s ideal for family vacations or business trips. Book your stay today and enjoy a memorable blend of comfort and elegance!

Modern Elegance: New Seaton Luxury Home in Pickering

Pickering, Ontario, Canada

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$985.61

This property offers scenic views of Rouge valley five minute walk to the beach. Has an amazing kitchen big skylight. Gives you a cottage feel but you are still in the city 25 minutes from downtown Toronto

Ambassador style Smart home 5 min walk to beach

Pickering, Ontario, Canada

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Exceptional(27)

$135.73

Enjoy the charming touches of this spacious basement suite with a clean modern feel. Beautifully decorated featuring a spacious living/dining room combo area, and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is luxurious and full of warmth. Along with our beautiful accommodations we have car rentals available to make your trip complete. Just ask for details.

RedDore - 2 Bedroom Cozy Basement Suite

Pickering, Ontario, Canada

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$472.38

Welcome to your luxury getaway just 2 mins from Greenwood Conservation Area, 3 mins from Duffins Lookout and 30 mins from downtown Toronto! This brand-new 4BR home offers a bright, open-concept design, large windows with tons of natural light, and high-end finishes. Whether you’re here to explore the trails, city, or unwind in style, this is your perfect home away from home.br- Luxury 4BR 2.5 Bath with 4-piece master ensuitebr- Stainless steel appliancesbr- 2.5 Gbps WiFibr- OLED TVbr- 5 mins to 407brbrThe Space:brStep into this brand new home featuring luxury finishes, 9-foot ceilings, 2.5GBPS Internet, Stainless Steel appliances and large windows with tons of natural light. With 4 spacious bedrooms and 2.5 modern and elegant bathrooms, this thoughtfully designed residence offers a full kitchen, dedicated dining area, a generous living room, attached garage, and a backyard—perfect for relaxing or entertaining. A perfect blend of modern sophistication and everyday comfort.brOther things to note:brJust a gentle reminder to please take a moment to review the house rules before your stay. They help ensure a smooth and comfortable experience for everyone. Thank you for your understanding and cooperation!brHouse Rules:brHouse rules are strictly enforced – Violation May Lead to Immediate Cancellation & Fines br General Rulesbr✅ No parties, events, or gatherings – Zero tolerance for unauthorized guests or noise complaints.br✅ No pets, smoking, vaping, or drugs inside the house.br✅ No unregistered guests – Only the people listed on the reservation are allowed.br✅ Quiet hours: 7 PM - 7 AM – As per the City of Pickering.br Property Carebr✅ Treat our home as you would treat your own home and if there are any damages, please report immediately.br✅ No shoes past the entryway area – Our goal is to provide a truly home away from home experience.br✅ Do not rearrange furniture.br✅ Keep the doors & windows locked for safety reasons.br Safety & Securitybr✅ Exterior security cameras in place – No tampering allowed.br✅ Turn off lights when leaving – Helps conserve energy.br✅ Children must be supervised at all times.br Check-Out Instructionsbr✅ Check-out by 11AM – Late check-out without approval will incur a fee of $100.00 per every 30 minutes.br Additional Policiesbr Violation of rules may result in removal without refund.brBy booking this home, you agree to these rules. Thank you for respecting our space! I hope you have a wonderful stay

Brand New contemporary 4 bedroom nestled in nature

Pickering, Ontario, Canada

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Exceptional(3)

$132.27

Kick back and unwind in this stylish, serene studio suite, nestled in the heart of Pickering’s beautiful Bay Ridges, just moments from the scenic Frenchman’s Bay brbrThis unique living space is in the walkable proximity of Pickering waterfront with easy access to the GO station for effortless travel. brEnjoy top-rated restaurants, trendy cafes, convenient stores and a bustling mall all nearby.brbrWith private parking, the huge backyard is a treat.brbr

Pet friendly private backyard Garden studio

Pickering, Ontario, Canada

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$305.36

Make some memories and have fun at this unique, spacious, stylish and family-friendly place located in the heart of Pickering’s newly-built Seaton Community. brbrFamily-friendly parks and lovely forest trails are close by and on walking distance. 10 mins away from Pickering Town Centre (mall), Highway 401, and 407 the GO Train, numerous restaurants, and other attractions, as well as being only 30 minutes from Downtown Toronto.

Stylish Newly Built Pickering Family Home

Pickering, Ontario, Canada

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$184.98

Newly built 2BR/2.5B townhome flooded with natural light, 2 private balconies & modern design. Free parking, self check-in, 1 Gbps WiFi. Walk to restaurants & groceries.brbr5 min · GO Train; Frenchman's Bay Lakefront (Boardwalk)br10 min · Toronto Zoo; Casino Resort; Altona Forest (trails)br15 min · Thermëa Spa (Scandinavian outdoor baths)brbrSip your morning coffee on the top floor balcony & unwind on the main floor balcony. Your calm, stylish base for city adventures or a lakeside escape in Pickering

Modern Townhome w Parking: 10 min to Boardwalk · Spa · Zoo

Pickering, Ontario, Canada

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$120.16

Welcome to our stunning 2-bedroom basement unit in the prestigious Amberlea Community in Pickering! This modern and stylish unit is perfect for families, business travelers, or anyone looking for a comfortable and convenient place to stay. The location of the unit is truly unbeatable. You'll have access to scenic hiking trails, parks, beaches, museums, local restaurants, and a shopping mall, all just a short distance away. Easy access to Pickering Go Stations & Highway 401 to explore further.brA Comfortable Private unit for 4 guests.

Stylish 2BR: w/free parking & streaming!

Pickering, Ontario, Canada

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Exceptional(8)

$71.01

Indulge in a private and comfortable stay at our cozy basement studio, designed with weary travelers in mind. This compact unit includes a full 3-piece washroom, a convenient kitchenette, and a comfortable sleeping area with a full-size bed. Unwind with entertainment options such as the wall-mounted TV and a cozy seating area. As our valued guest, you'll enjoy complimentary welcome snacks and water bottles, along with clean bed linens.brbr✔Size: Compact 180 sq ft studio unitbr✔Amenities: Full 3-piece washroom, kitchenette, comfortable sleeping areabr✔Entertainment: Wall-mounted TV, cozy seating areabr✔Complimentary: Welcome snacks, water bottles, clean bed linensbr✔Extras: Free parking, super-fast internetbr✔Location: Prestigious Amberlea neighborhoodbr✔Nearby: Rouge Urban National Park, upscale shops, gourmet restaurantsbrbr

Cozy Studio: Private, Free Parking & Great Deals!

Pickering, Ontario, Canada

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$688.47

A unique and relaxing farmhouse for short-term stays, retreats and small events. Experience exciting farmhouse stay in Pickering with lots of activities and attractions both inside and outside. Perfect for families looking to make the most of the season or for companies wanting to host a corporate retreat. Our farmhouse is able to host up to 16 guests inside the house. Stunning 49 ac property with a pond. Extremely private with an elevated view of the Pond. Comes with a beautiful well-kept Barn.

Stunning Farmhouse In Pickering!

Pickering, Ontario, Canada

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Exceptional(2)

$82.44

Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It has a double size bed, so can be sleep 2 guest. Please mention the number of guest you will live in the room. Very bright and nice room on 2ND FLOOR of a 2 stories house in Pickering which is located at very close to downtown Pickering. Just 2-3 minutes walking distance from the room to Brock Rd and Major Oaks Rd bus stop for Go. You can go anywhere by GoTrain. Coin laundry available.

SH202-Cozy Holiday Home

Pickering, Ontario, Canada

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$70.57

Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It is a Master Bed Room with a Private full washroom and has a Queen size bed, so can be sleep 2 guest. Please mention the number of guest you will live in the room. Very bright and nice room on 2ND FLOOR of a 2 stories house in Pickering which is located at very close to downtown Pickering. Just 2-3 minutes walking distance from the room to Brock Rd and Major Oaks Rd bus stop for Go. You can go anywhere by GoTrain. Coin laundry available.

SH204-Master Bedroom (Attached Private Washroom)

Pickering, Ontario, Canada

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$60.62

SH201-Cozy Holiday Home

Pickering, Ontario, Canada

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$68.44

Affordable Holiday Home SHAY-B01 is situated in Pickering, 32 km from Ontario Science Centre, 41 km from Royal Ontario Museum, and 41 km from The Distillery District. Free WiFi is provided throughout the property and private parking is available on site. The property is non-smoking and is located 15 km from Toronto Zoo.brbrThe guest house is equipped with a flat-screen TV. Towels and bed linen are available in the guest house. The accommodation offers an air conditioning, a heating and a shared bathroom.brbrUniversity of Toronto is 42 km from the guest house, while Ryerson University is 42 km away. The nearest airport is Billy Bishop Toronto City Airport, 46 km from Affordable Holiday Home SHAY-B02.brbrYour property description is created according to the facilities and amenities you add. It’s then translated into multiple languages. This can increase your bookings because it appeals to all potential guests.

SHB01-Cozy Holiday Home

Pickering, Ontario, Canada

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Exceptional(7)

$202.95

Relaxing Family Retreat in the Heart of Pickering – Walk to Parks, Shops, The Lake & Much More!brbrWelcome to your home away from home! Nestled in a quiet, family-friendly neighborhood, this spacious and stylish retreat offers the perfect balance of comfort, convenience, and local charm designed to make your stay stress-free and enjoyable.brbrBook your stay at our cozy Pickering getaway and enjoy the comfort of suburban living just minutes from Toronto’s excitement!brbrThe Space:brbrEnjoy a bright, open-concept living space with cozy seating, a fully equipped kitchen, and 3 comfortable bedrooms ideal for families, couples, friends or business travelers. Fast Wi-Fi and smart TVs are available for your entertainment.brbrLocation Highlights:brbrEntertainment & Dining:br • Pickering Casino Resort – Just minutes away for gaming, live entertainment, and upscale dining.br • Cineplex Cinemas – Catch the latest movies at nearby Pickering Town Centre.br • A wide range of local restaurants, cafes, and bars offering everything from sushi and pizza to Caribbean and Indian cuisine.brbrShopping:br • Pickering Town Centre – A major shopping hub with over 200 stores including Hudson’s Bay, H&M, and Winners.br • SmartCentres Pickering – Walmart, Lowe’s, and other big-box stores just a short drive away.brbrTransportation:br • Pickering GO Station – Direct access to downtown Toronto in under 40 minutes.br • Quick access to Highway 401 for easy commuting across the GTA.br • Local bus routes within walking distance.brbrNature & Parks:br • Frenchman’s Bay Marina & Waterfront Trail – Stroll along the lakefront, rent a kayak, or enjoy scenic views and sunsets.br • Petticoat Creek Conservation Area – Perfect for hikes, picnics, and family-friendly nature activities.br • Dunmoore Park & Amberlea Park – Great for kids with playgrounds, basketball courts, and open green spaces.brbrExtras:br • Free parking on-sitebr • Laundry facilitiesbr • Family-friendly amenities (crib, high chair, toys available on request)

3-bedroom home with free parking on premises!

Pickering, Ontario, Canada

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$191.25

Our beautiful modern basement apartment offers 2 bedrooms with queen beds, 1 full washroom and a spacious kitchen and living space. Our 1000 square foot home is minutes drive to the beach, Highway 401 and Go station. It is also near all major amenities including grocery stores, laundromat, banks and food stores. Our home is also located in a quite, peaceful and safe neighboourhood. It is minutes from the bus stop and close to beautiful trails including the famous Rouge park, Petticok Creek Park and Frenchmans Bay. This is a perfect getaway place for those of us who want to enjoy beautiful sceneries of Toronto.

Brand New 2 Br Bsmt Apt Next to Beach and Go Station

Pickering, Ontario, Canada

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$288.51

Our beautiful modern home offers 4 bedrooms, 3 full bathrooms, powder room and an expansive kitchen and living space. Our 3500 square feet home is minutes drive to the beach, Highway 401 and Go station. It is also near all major amenities including grocery stores, laundromat, banks and food stores. Our home is also located in a quite, peaceful and safe neighboourhood. It is minutes from the bus stop and close to beautiful trails including the famous Rouge park, Petticok Creek Park and Frenchmans Bay. This is a perfect getaway place for those of us who want to enjoy beautiful sceneries of Toronto.brbrbr*Please note Basement is not included as it is a separate unit.*

Dazzling Modern Home Next to Beach & Go Station

Pickering, Ontario, Canada

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Most popular vacation rentals in Pickering

$144.47

Modern Suite, Sleeps 6, Private Entry,Free Parking, 40 min to Downtown Toronto .

Pickering, Ontario, Canada

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Bath

Sleeps

$209.80

Private vacation home

Cosy 3-Bedroom Home in Quiet Cul-de-Sac

Pickering, Ontario, Canada

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Sleeps

$199.22

Vacation Home in Pickering

Pickering, Ontario, Canada

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Sleeps

$161.85

Guest house

Bright Basement Home|Family-Friendly 3BR Retreat

Pickering, Ontario, Canada

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$154.04

Private vacation home

Elegant 2-bedroom townhome in Pickering with AC Free Wifi and Parking included

Pickering, Ontario, Canada

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$110.22

Spacious Basement Apt Open Concept wth Separate Entrance No Walls Dividing Rooms

Pickering, Ontario, Canada

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$82.88

Cozy & modern apartment in Pickering

Pickering, Ontario, Canada

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$95.22

Private Entrance, Lower suite, 1 bedroom, exclusively yours, nice neighborhood

Pickering, Ontario, Canada

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$215.69

Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish

Pickering, Ontario, Canada

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Sleeps

$135.73