Vacation Rentals By Owner In Pickering, ON

This stylish basement apartment is perfect for family getaways. Approximately 35 mins from downtown Toronto, this newly built custom home features a 1300 sqft basement with large windows and 9ft ceilings. brThe unit has 3 spacious bedrooms, a large state of the are kitchen with an island and dining area. It also has built in laundry facilities and a modern bathroom with a double vanity. brIt’s approximately 4 mins from the 401 and close to many other attractions such as the Toronto Zoo

Elegance and Comfort in Pickering

Pickering, Ontario, Canada

3

Bed

Bath

5

Sleeps

$110.22

Kick back and relax in this calm, stylish space. Prime location near bus stop, shops, restaurants there is something for everyone. Whether you are here for work or pleasure this is your best place. Your home away home. Nice and modern new basement apartment with fast and reliable fibe internet , smart TV with Netflix, Amazon prime and Disney plus , dedicated work space and free parking

Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$687.36

Experience modern comfort and convenience just 20 minutes from downtown Toronto in this spacious 3-bedroom, 4-bathroom retreat. Complete with dedicated office space, a family room with a cozy fireplace, and a crib in one of the bedrooms, this stylish accommodation is ideal for group getaways, family vacations, or corporate stays. Whether you're gathering around the fireplace or enjoying the nearby attractions, this home offers a perfect blend of functionality and sophistication for your utmost comfort and enjoyment.

Condo

Luxury 3 Bedroom Family Home - w/ Free WiFi & Parking. 20mins from Downtown

Pickering, Ontario, Canada

3

Bed

4

Bath

6

Sleeps

$366.45

• Luxury beds with hotel-quality linens for premium comfortbr• Immediate highway access (401) — 40 min to Downtown Torontobr• Steps to GO Train station — easy commute across Toronto & GTAbr• Fully equipped kitchen with ample dishware & cookwarebr• Large private fully-fenced backyard — kid & dog friendlybr• Ideal for extended stays, corporate & insurance housingbr• Minutes from OPG Pickering — perfect for OPG professionalsbr• 5-min drive to Frenchman’s Bay Marina & BeachbrbrYour spacebrbr• Main & upper floors only — completely private and exclusively yoursbr• Basement is separate and not included in this listingbr• Exclusive access to a large private backyardbr• Bright, spacious living room for relaxing and gatheringbr• Fully equipped kitchen for cooking and diningbr• 4 comfortable bedroomsbr• 2 full bathrooms + 1 powder roombr• Cozy dining areabr• Private in-suite laundrybrbrPet Policybrbr• House-trained dogs & certified service dogs welcomebr• No catsbr• Baby gates installed at stairsbr• Dogs must remain on main floor onlybr• 30+ day stays with pets: $250 non-refundable feebrbrAdditional Featuresbrbr• 2 driveway parking spotsbr• High-speed Bell Fibe Wi-Fi (1000MB)br• Heating & air conditioning for year-round comfortbr• Quiet, peaceful setting — please respect quiet hours & outdoor space

Spacious 4BR • Big Yard • Family, Business & Relocation-Friendly

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$95.22

Kick back & relax in this calm, clean private basement guest suite w/ separate entrance in a nice residential area. King bed w/ Endy mattress for comfy night's rest. Full kitchen & 1 parking spot.brClose to amenities; shopping mall, 5 min. walk to grocery store/dollar store/restaurants/bank, public transit, waterfront, hiking trails, National Rouge Park, Pickering Casino, 7 min car ride to GO station for a 40 min train ride to downtown-Union Stn for concerts, Blue Jay/Hockey games & concerts

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

Pickering, Ontario, Canada

Bed

Bath

2

Sleeps

$114.27

Have fun with the whole family at this stylish place. It's a beach side custom made luxury house where you can enjoy sunrise and sun set view with Bar, Restaurant, Park, Public transport, Shopping Mall and many other amenities are just one step away. Its bright, specious and peaceful accommodation.

BEACH HOUSE : FIRST FLOOR

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$82.88

A spacious and comfortable basement apartment with 1 bedroom. Bedding includes a king sized bed and a sofa bed. A full equipped kitchen, big dining area, full bathroom, laundry room and separate entrance. The cozy and comfortable atmosphere creates the perfect setting to relax. Its located in a prime area in Pickering walking distance from restaurants, supermarkets, convenience stores, shopping plazas, movie theatre, and playgrounds. Create any kind of day you’d like to plan!

Cozy & modern apartment in Pickering

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$144.47

Welcome to this newly renovated, spacious basement apartment located in a quiet and family-friendly and one of the prestigious neighborhood in Pickering. This legal secondary unit offers approximately 1100 sq ft of comfortable living space with a modern open-concept layout, ideal for professionals, corporate stays, small families, or extended rentals.brbrThe unit features 1 bedroom with two full-size beds, comfortably sleeping up to 4 guests, along with a sofa bed in the living area that can accommodate 2 additional guests (maximum 6 occupants). The bright open-concept living, dining, and kitchen area is designed for both comfort and everyday living.brbrThe kitchen is fully equipped with modern appliances including a fridge, stove/oven, dishwasher, microwave, kettle, and toaster. A large 9-foot island provides ample space for cooking and casual dining.brbrThe bathroom is clean and modern, featuring a stand-up shower and a double-sink vanity, offering added convenience.brbrThe unit also includes in-suite washer and dryer, making it ideal for longer stays and added convenience.brbrThis unit has a private separate entrance, ensuring privacy and independence. Free parking for up to 2 vehicles is available.brbrLocated in a desirable and peaceful area, the home is just minutes from Highway 401, Pickering GO Station, and public transit, making commuting easy. Downtown Toronto is approximately 35–40 minutes by car or GO Train.brbrClose to shopping, restaurants, and key destinations including the Porsche Experience Centre Toronto and Pickering Casino Resort, making it a great option for corporate guests and visitors.brbrFor outdoor and winter activities, the property is approximately 25–30 minutes drive to Lakeridge Ski Resort and Dagmar Ski Resort.brbrGuests can enjoy access to the backyard, including a swing set (gazebo area not included). The home is in a quiet residential area and is best suited for respectful and responsible occupants.brbrNo smoking, no pets, and no parties permitted.

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

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$462.54

Why you will love your stay here: br- Open concept on the main floor so you and your guest can be connected and create memories - Dedicated work from home spaces . There are also cat 6 ports throughout the property to ensure speed is optimized. (Internet speed per Rogers is 1.5 gig) br-The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on both floors with lots of windows so you will not feel crammed and enjoy the natural light brNearby Attractions & Stores: brToronto Zoo, Thermea Spa, 2 Ski Resorts, Frenchman's Bay Marina and Pickering Casino. Toronto Zoo: 13km (15mins) Therma Spa: 15km (16mins) Frenchman's Bay Marina: 14km (20 mins) Pickering Casino: 12km (15 mins) Grocery/Coffee/Gym: Wal-Mart: 10km (14 min) Tim Hortons: 7km (8 min) Goodlife: 8km (8 min) Downtown Toronto: 50km (40 mins)brbr-About the Home--- br The interior of the home boasts an open-concept living, dining and kitchen area with plenty of windows to bring in natural light. The house is comfortably equipped with 1 King, 2 Queen, and 2 Double beds, gas stove top, washer/dryer, dishwasher, ice maker, central air and heating, gas fireplace and lightning fast internet. The living room features 10 feet ceilings and a large cozy sectional that serves as the perfect spot for long naps or an epic game of monopoly deal. The 65 inch OLED smart TV can easily connect to your smartphone or tablet so that you can pick up where you left off watching your favourite show. If you’re looking for something new or interested in watching a game, don’t worry we have a live streaming service for your viewing pleasure. The kitchen is fully equipped with a gas stove top, oven/air fryer, coffee maker, electric tea kettle, microwave, and a selection of complimentary snacks/drinks/teas (selection may vary). The large quartz waterfall kitchen island allows you to prepare a meal without missing key moments in the room and the big screen. There are enough plates, cutlery, cups, mugs, and other essentials to make your stay more comfortable. On the second floor you will find 4 bedrooms equipped with comfortable beds and black out curtains to ensure a good night's sleep. The primary bedroom has a private washroom with a stand up shower and a bath oasis. The 4th bedroom also has a private 3 piece bathroom. The 2nd and 3rd rooms share a generous sized bathroom with a double sink vanity alongside a tub and elongated toilet bowl. Top of the line memory foam mattresses are included in all rooms, with duvets and extra pillows to ensure your stay is personalized and enjoyable. The house is minutes away from lots of activities for the family – regardless of the season. During the summer you can enjoy the farmer’s market, the beach, Seaton trail, strawberry/apple picking at a farm, golf courses that are a stone’s throw away and even wander over to the Toronto Zoo. In the winter there are ski resorts, spas, casinos, historic buildings, libraries, movie theaters, indoor mini putt and arcades in the area. (See my guidebook for more details) Access to the house is via keyless entry and the house is equipped with a Ring doorbell camera at the front door and security cameras on the exterior of the house. We will send you detailed directions to the house once guests have booked their reservation. We are very responsive to phone calls, e-mails, and texts. We will make sure that your needs are addressed and met to your satisfaction and in a timely manner. Guests will have access to the entire house during their stay. The basement, linen closet, garage, and mudroom closet is not available for guests use. Laundry is available for guests staying longer than 5 nights. *1 High Chair and Pack and Play is available upon request Available on the app, text message or just a call away A quiet, calm and family oriented neighborhood with local amenities and restaurants within a 10 minute drive. A car is recommended to get around. The central bus stop/train station is about a 10 minute drive. From the train station, downtown Toronto is about 25 mins on GO Express train. brbrbrHere is a summary of our house rules you're agreeing to abide by. The guiding principal is, please treat our house with respect as you would your own place of residence. br Check-In Time: 4 PM Check-Out Time: 10 AM brbr *Guests without previous reviews may be required to provide ID before receiving check-in instructions. Cancellation policies apply.brbr 1) No smoking , vaping or drugs inside the the home, violating this rule will result in a $1,000 fee. Please note all rooms and hallways are equipped with carbon monoxide and smoke detector for our guests safety. br 2) Unless authorized in advance, check-in is anytime after 4 pm, and check-out is 10 am. br 3)No outdoor shoes in the home. Please take them off at the front. Dirt tracks throughout the house and we strive to keep our carpets and hardwood in the best of conditions.br 4) Missing or damaged items will be charged retail costs through the VRBO portal as part of our process. br 5) Excessive noise causing neighbours to complain will result in us asking you to leave without a refund of your stay. br6) Quiet Hours: 10 PM-7 AM br7) Any unauthorized guests are subject to additional charges. $100/per guest per night. Unauthorized guest are defined as anyone on the property for more than 10 mins.br8) By booking you agree to not hold us liable for any injury, illness of the renter, his/her guests, visitors, or any persons that are injured as a result of the renters occupancy or actions. br10) Cleaning charge is taken at the time of booking. This is to cover basic cleaning and normal use of the property and to include all floors, bathroom, beds and kitchen. Any exceptional cleaning that would be considered required due to beyond normal and conscientious use of the property will be charged at an hourly rate. brbrbr *Long term/Mid term bookings please contact me directly to discuss. *We provide the basic amenities you need as you book our place (e.g. hand soap, toilet paper) but further supplies especially for long-stay bookings need to be purchased on your own. br *Video surveillance is installed outside of the home and in the garage.

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$352.72

Welcome to Serene Stays - Pickering, where you'll find comfort, style, and convenience all come together! This is a newly built, spacious 4 bedroom, 2 storey home where you can completely relax with access to the entire home - boasting 4 bedrooms, 2.5 bathrooms, living room, dining room, full kitchen, private outdoor patio, and laundry room. This home has 4 parking spaces and is perfect for large families or groups! brbrThe spacebr- Smart TV in living roombr- High speed internet (up to 2.5 Gbps speed)br- Dedicated workspacebr- Free washer and dryerbr- Free parking for 4 vehicles (driveway and garage)br- Fully equipped kitchen (pots, pans, utensil sets, dinnerware, cutlery, kettle, microwave, toaster, coffee maker)br- Fully stocked bathrooms (shampoo, conditioner, body wash, fresh towels)br- Master bedroom suite with private ensuite bathroom (includes standing shower and tub)br- Pull out sofa bed (queen size) in living roombr- Baby crib and high chair available br- Flexible self check-in processbrbrThings to do that are in close proximity:br- Pickering Paintball (10 mins)br- Pickering Recreation Complex (11 mins)br- Pickering Town Centre Shopping Mall (12 mins)br- Pickering Museum Village (12 mins)br- Cherry Downs Golf Club (12 mins)br- Pickering Glen Golf Club (12 mins)br- Whitevale Golf Club (13 mins)br- Iroquois Beach (13 mins)br- Pickering Public Library (13 mins)br- Pickering Casino (14 mins)br- Toronto Zoo (14 mins)br- Thermea Spa (15 mins)br- Petticoat Creek Conservation Area (15 mins)br- Paradise Beach (15 mins)br- BATL Axe Throwing (15 mins)br- Pathways on Pleasure Valley - Horseback Riding (16 mins)br- Frenchman's Bay Marina (17 mins)br- Waterfront Trail/Beachfront Park (18 mins)br- Dagmar Ski Resort (20 mins)br- Lakeridge Ski Resort (23 mins)

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

Pickering, Ontario, Canada

4

Bed

2

Bath

10

Sleeps

$237.03

Enjoy a comfortable stay in this modern 3‑bedroom, 2‑bath apartment located in the heart of Pickering, Ontario. Conveniently situated just 3 minutes from Pickering Town Centre, 2 minutes from the recreation centre with skating rink and library, and close to Delaney O’Brien and Don Beer hockey arenas. The Pickering GO Station is only a 3‑minute drive away (also accessible via a covered walkway), making downtown Toronto easily reachable in about 30 minutes.brGuests will enjoy complimentary high‑speed Wi‑Fi and free onsite parking for one vehicle. This home is ideal for families, traveling professionals, or relaxing weekend getaways.brbrThe Spacebrbr3 bedrooms, each furnished with a queen‑size bed and dresserbrPrimary bedroom with a full ensuite bathroom and walk‑in closetbrTwo full bathroomsbrPrivate in‑unit laundry facilitiesbrSpacious living room and separate dining areabrSmall work desk, perfect for remote work or studybrSmart TVs with Netflix for your entertainmentbrbrbrOther Things to NotebrThis property is not suitable for events, gatherings, or local stays. Hosts reserve the right to cancel reservations that do not align with the intended use of the property.

Modern 3‑Bedroom Apartment in Prime Pickering Location

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$87.94

- Parking (Free Street Parking April 1 to Nov 30)br- Great pitstop for travels along the 401 (exit 399) br- Open concept space with private bathroombr- Queen bed, fast Wi-Fi, and mini kitchen bar br- Kettle, microwave, and coffee station includedbr- Cozy workstation for remote work or emailbr- Convenient location near transit, shops and restaurantsbr- Pickering Casino (10 min drive), Pickering Golf club (2 min drive), Bubble tea, Rollz Ice Cream, Fit 4 Less, Good Life, Shawarma, Mexi Guac within a 4 min drive or 15 min walkbrOur modernized space offers familiar comforts and a peaceful atmosphere. From the cozy queen bed to the fast Wi-Fi, we've taken care of every detail to ensure a memorable experience.brThe refreshment bar, complete with a Keurig machine and microwave, allows for convenient snacking. And if work calls, the workstation is ready to accommodate your tasks.brWhen it's time to unwind, our thoughtfully designed space ensures a restful night's sleep. With a prime location near shops, restaurants, and outdoor recreation, there's something for everyone to enjoy.brWhether you're here for work or leisure, our studio is the ideal choice. We look forward to hosting you soon!brWelcome to your private unit! You'll have exclusive access to the entire room, which is fully locked and offers a sense of privacy akin to its own unit. The main house is occupied by a lovely family, and their presence will not disrupt your stay.brPlease note that the storage room within the unit is not accessible. However, you'll have all the space you need within your private room to make yourself comfortable and enjoy your stay to the fullest.brPlease note, the primary house is occupied by a delightful family who respects your privacy and does not have access to your room or unit at any time. While you may hear them during the day, we have taken extra measures to ensure a peaceful and enjoyable stay for you.brAirbnb app is the best place to reach me!brFamily Oriented NeighborhoodbrCar or public transitbrBy booking, you agree to all of the house rules listed on our listing and rental agreement. Here it is again for your reference: By booking, you agree to all of the following house rules:br*All guests are required to provide ID before receiving check-in instructions. A driver's license or passport is an acceptable form of ID. Cancellation policies apply.brCheck-In Time: 4 PMbrCheck-Out Time: 10 AMbr1) NO smoking in the home, violating this rule will result in a $1000 fee to de-smoke the house.br2) Unless authorized in advance, check-in is anytime after 4 pm, and check-out is 10 am. If you'd like an early check-in at 3:00 pm and/or late check-out at noon, please let us know 24hrs in advance and send us $35 via the Airbnb platform so that we can authorize this for you.br4) No shoes in the room. Please take them off at the coat rack.br5) Any missing or damaged items will be charged retail costs through the Airbnb portal as part of our process.br6) Any parties or excessive noise causing neighbours to complain will result in us asking you to leave without a refund for your stay—no more than 2 people in the space at one time.br7) Management fee covers a damage protection insurance waiver during your stay.br8) Quiet Hours: 9 PM- 7AMbr9) Any unauthorized guests will be charged an extra $100/guest/nightbr10) The cleaning that you pay for is to clean the home prior to your stay. If you do not pick up after yourself sufficiently when you check out, you may be charged an additional cleaning fee - the price depends on how long it takes to clean up after you. We don't expect you to scrub the home, but pick up your trash and put everything where you found it!br11) Do not wash hair down the drain.br12) We require a $300 security deposit for stays 20 nights or longer and an extra cleaning fee of $100 for an extended stay (20+ days)br13) We charge a $150 security deposit for any same-day/day-before reservations.br14) There is a $150 charge for losing, damaging or missing the key fob/home keybr15) Any cleaning issues or matters must be reported within a reasonable time of check-in so that we can help resolve any issues you may have.br16) Respectful and friendly vocabulary is required by both parties. Your reservation will be cancelled with no refund if you use profanity or threaten any of our staff.br17) By booking you agree not to hold us liable for any injuries, lost items, or accidents that happen at the property whether in the inside or outside areas.br*We provide the basic amenities you need as you book our place (e.g. hand soap, toilet paper) but further supplies especially for long-stay bookings need to be purchased on your own.br*Video surveillance is installed outside of the home onlybr*For stays longer than 10 days, it may be necessary for us to conduct a routine inspection of the unit, which typically takes 1-3 hours. We will provide 24 hours notice prior to the inspection, except in cases of emergency or when necessary for the builder to access the unit, in which case a shorter notice may be provided regardless of the length of stay.br* As there is no thermostat in the unit, please use the fan and heater provided in the closet to control the room temperature. You may also advise the host and they can adjust the main house temperature.

Pickering, Ontario, Canada

Bed

Bath

2

Sleeps

$81.26

Enjoy this well-lit, newly renovated basement apartment suite, thoughtfully designed to offer comfort and privacy during your time away from home. It features a private keypad entrance, a full kitchen with modern appliances, and an in-unit washer and dryer. The space sleeps up to 4 guests and includes a full bathroom and cozy living area. Located in a peaceful neighbourhood with easy car access to highways and shopping centers, it is perfect for families, work stays, or a relaxing getaway.

Newly Renovated 2BR Basement Suite | Private Entry

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$197.31

Convenient Location - 3 Minutes to Go Station, Pickering Town Centre and HWY 401! 5 Minutes to Pickering Casino! 23 Minutes to UNION STATION Via GO!brbrOur location is easy to access to any place in Toronto and Durham. Situated in the West Shore pocket of Pickering, the beaches, light houses and Lake Ontario are walking distance! brbrOur basement is newly renovated, clean and tidy. Two comfortable queen beds with two bedrooms and a spacious living room. Parking is available for one to two cars. brbrGuest access - separate entrance

Cozy Entire Apartment - Quiet & Privacy

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$154.04

Discover this adorable 2-bedroom gem in Pickering. This townhome features 1 queen bed and 1 full bed, perfect for a cozy stay. With amenities like an iron, hair dryer, AC, and heating, guests will feel right at home. The 2 bathrooms come equipped with a hair dryer, shower, and bathtub for added convenience. Come experience the marvelous comfort and charm of this lovely rental. We look forward to welcoming you to our place.

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

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$113.8

Kick back and relax in this calm, stylish space. This beautiful one bedroom unit is great for a romantic getaway and it's 5 min driving to Frenchman's Bay Beach. The patio is beautiful with space to relax and enjoy. brSeparate entrance from the main unit. brWifi and TV with free Netflix and Crave installed. brThe kitchen is spacious with full appliances, Fridge, Stove, Microwave, Dishwasher, Coffee maker, Toaster and Kettle. Dishes and cookware are available in the kitchen. There is laundry too.

Luxury 1-bedroom 1-parking downtown Pickering

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$418.03

Consider this house your home away from home while you visit Pickering. This gorgeous property boasts 4 bedrooms, including 1 king bed and 3 queen beds, ensuring a perfect night's sleep for all guests. With amenities like Central Air, WiFi, and a washing machine, your stay will be as soothing as can be. Kickback, relax, and enjoy everything Pickering and our house has to offer.

Spacious 4-bedroom house in Pickering

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$336.35

Beautiful full house in Pickering ,full Kitchen full washroom Master bedroom and kids room, home in quiet neighborhood with ravine view close to school and park shopping Walmart shopers drug mart restaurant.

4+2 Bedroom Full House, corner very private house with ravine view

Pickering, Ontario, Canada

Bed

Bath

Sleeps

$177.98

Experience a stunning walkout basement offering more than 2,000 sq. ft. of comfort and style — perfect for creating lasting memories with your family. We would be glad to welcome you anytime, and should you have any concerns, please don’t hesitate to reach out to us.

A beautiful Walkout basement

Pickering, Ontario, Canada

3

Bed