Vacation Rentals By Owner In Pickering, ON

$730.75

Quiet FIFA Home Base Near Pickering GO | Executive 4BR Stay

Pickering, Ontario, Canada

Quiet FIFA Home Base near Pickering GO, designed for a comfortable extended stay in June. This spacious 4-bedroom, 3.5-bath whole home offers a dedicated office, large modern kitchen, multiple living areas, finished basement, and a private deck backing onto green space. The layout is ideal for guests seeking both connection and privacy, with generous common spaces for gathering and separate areas for rest and work.brbrThe main floor includes a bright living room with fireplace and TV, a dining area, and a modern kitchen with oversized island seating. The finished basement adds another lounge area, mini fridge, and full bathroom, making the home especially well suited to longer stays. Guests have access to the full home, including the finished basement. The garage, mechanical room, and select storage areas remain locked and are not part of guest use.brbrLocated in a quiet residential setting, the home offers easy access to Pickering GO, Toronto, local groceries, wellness amenities, and green space. Nearby options include Farm Boy at Pickering Town Centre, Thermea Spa Village Whitby, and additional co-working and business-friendly workspace options across Durham Region. This is a calm executive-style home base for guests who value comfort, practicality, and a peaceful place to return to at the end of the day.

4

Bed

4

Bath

7

Sleeps

$77.57

/ Nightly

Private Vacation Home

Peaceful Private 1 bedroom w ensuite; Queen bed. close to 401 & all amenities.

Pickering, Ontario, Canada

A peaceful retreat with free parking! Grade-level, completely private room with an ensuite 3-piece bathroom, and a separate entrance.brA blend of convenience, privacy, accessibility and a well-lit room. Located in a quiet, residential pocket a few minutes away from essential services.br5-6 mins to HWYs 401, 407 & 412. Just 4 mins drive to major stores (Walmart, Costco, Starbucks, Restaurants, LCBO) 8 mins walk to transit 5 mins drive to Ajax Casino. 5 mins walk to all major amenities.brNo pets and no smokers and no drugs.

1

Bed

1

Bath

2

Sleeps

$413.48

/ Nightly

Private Vacation Home

Luxury Stay W/ Chef’s Kitchen

Pickering, Ontario, Canada

Discover the charm of our inviting 3-bedroom house in the heart of Pickering's family friendly neighbourhood, West Shore. Featuring a newly renovated luxurious chef's kitchen, comfortable living space, and a tranquil layout, our home offers the perfect blend of relaxation and convenience. With Frenchman's Bay just minutes away, you'll have easy access to the best of the beautiful lake. brbrConvenient Location - 3 Minutes to Go Station, Pickering Town Centre and HWY 401! 23 Min. to UNION STN Via GObrbrBedrooms: 3 cozy bedrooms, each furnished with comfortable bedding and ample storage space for your belongings. Master bedroom includes an ensuite bathroom as well as a modern walk in custom suited closet perfect for your delicate belongings. brbrBathrooms: 2 modern bathrooms equipped with fresh towels, toiletries, and a refreshing shower to start or end your day.brbrKitchen: A fully equipped luxury chef's kitchen with stainless steel appliances, including a wolf cooktop, refrigerator, microwave, and dishwasher. Complete with cookware and utensils, it's perfect for preparing home-cooked meals or quick snacks.brbrLiving Area: A spacious living room adorned with comfortable seating, a large smart TV, and plenty of natural light, creating an inviting space to relax and unwind.brbrConvenience: High-speed Wi-Fi access throughout the property keeps you connected with 2 dedicated driveway parking spots for your vehicles.brbrYour convenience is our priority. Upon arrival, access the house effortlessly with our secure lockbox system. We'll provide you with detailed instructions and a unique code prior to your arrival. Simply enter the code into the lockbox to retrieve the key, and you're ready to start your getaway. Enjoy the freedom to check-in at your own pace, knowing that your home away from home awaits you whenever you arrive.brbrFeel free to contact me at any time for assistance. Responsive and always happy to help.brbrThis listing is for the main and second floor and does not include the basement

3

Bed

2

Bath

6

Sleeps

$189.8

/ Nightly

Private Vacation Home

Stylish 3bdrm, 2bth house with 2 parking House

Pickering, Ontario, Canada

Have fun with the whole family at this stylish place. Basically it fits 5 people as there are 2 queen beds and one double bed. Extra guests are welcome to stay for extra fee. One hypo allergic, non shedding and fully trained dog is welcome to stay upon my approval. No cats no birds. It's a very stylish and extremely clean place. There are other tenants living downstairs. So please be considerate. The kitchen is fully equipped with everything you need for cooking, and serving food. The laundry is shared with other tenant.

Bed

Bath

Sleeps

$484.67

/ Nightly

Private Vacation Home

Lakeside Luxe

Pickering, Ontario, Canada

*Basement is occupied by host* Experience modern comforts and cozy accommodation just steps away from the sandy shores and tranquil waters of Frenchman’s Bay. The house features a spacious family room, living room, an elegant dining area, and a completely stocked kitchen. Outside, the deck offers serene views of surrounding trees, perfect for relaxation.

3

Bed

2

Bath

6

Sleeps

$123.55

/ Nightly

Apartment

Modern & Bright 2BR Retreat in Pickering – 12 mins from Waterfront!

Pickering, Ontario, Canada

Welcome to your stylish escape in Pickering! This bright and modern 2-bedroom home is thoughtfully designed for comfort, tech-savvy convenience, and total relaxation.brbrThe spacious master bedroom features a queen-sized bed that lights up, full-length mirrors, a dedicated workspace, and nightstands with multiple charging ports—on the tables and the bed.brbrThe second bedroom is perfect for families or groups, featuring full-sized bunk beds (just slightly smaller than queens!), built-in charging ports, lighting features, and another full-length mirror.brbrPamper yourself in the spa-style bathroom with dual showerheads—one luxurious waterfall and one handheld. The kitchen is fully equipped with full-sized appliances and a coffee & tea station, complete with complimentary coffee and tea.brbrKick back in the cozy living room with a large sectional and 55” Roku TV. Enjoy the convenience of in-unit washer and dryer with fresh linens provided.brbrSmart keyless entry makes arrivals smooth and simple. Located in a safe, family-friendly area near Frenchman’s Bay, Port Union Waterfront, Pickering & Rouge Hill GO Stations, and major shopping malls.brbrWhether you're here to explore or unwind, this is your perfect Pickering stay—book now and feel right at home!

Bed

Bath

Sleeps

$161.85

/ Nightly

Guest House

Bright Basement Home|Family-Friendly 3BR Retreat

Pickering, Ontario, Canada

Relax with the whole family at this peaceful place to stay.brbrBright and welcoming 3-bedroom basement home with private entrance, located in a quiet, family-friendly Pickering neighborhood. This light-filled space features large windows, a cozy fireplace, Smart TV, and comfortable queen beds in every room. Enjoy a fully equipped kitchen, private laundry room, and a dedicated parking spot. Ideal for families or professionals seeking comfort, privacy, and a peaceful stay close to all essentials.

Bed

Bath

Sleeps

$202.08

/ Nightly

Private Vacation Home

Cottage in the Six
Steps Away from Beach
Great Fishing
Rouge River Trails

Pickering, Ontario, Canada

Cottage in the Six by the Lake Ontario brPetticoat Conservation ParkbrPrivate backyard Patio, BBQbrWalking Trails by the LakebrBeach Area brCentrally Located brClose to Pickering Casino Resort br30 Minutes Drive from downtown Toronto

Bed

Bath

Sleeps

$209.8

/ Nightly

Private Vacation Home

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

Pickering, Ontario, Canada

Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!brbrABSOLUTELY NO PARTIES/EVENTS ALLOWED.brThe house is being monitored therefore we will know and it will be shut down immediately. No refunds. Extra guests/visitors not registered to be in the house will be removed and additional charges will be added.brbr

Bed

Bath

Sleeps

$244.54

/ Nightly

Private Vacation Home

Brand new, Modern 4Bed+Office, 3storeys, Whole house, 4/5 parking in Pickering

Pickering, Ontario, Canada

Welcome to our charming retreat nestled in the heart of Pickering.brThis cozy brand new 4-bed house offers a serene escape from the busy Toronto city while staying conveniently close to all its attractions.brStep inside to a state-of-the-art furnished living space.brModern kitchen and vibrant dining.br4 bedroomsbr2.5 baths br1 dedicated office roombr2 balconies for patio spacebr2 free driveway parkingbrIdeal for families, friends and working professionals (pets welcome) seeking comfort and urban living at its finest.

Bed

Bath

Sleeps

$215.69

/ Nightly

Apartment

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

Pickering, Ontario, Canada

brWelcome to Your Luxury Retreat Just Minutes from Toronto. Escape to serene elegance at this beautifully furnished home, perfectly positioned with fast access to Toronto’s city pulse while offering the peace and quiet of a tranquil suburban oasis.brbrStep inside to discover a space curated with comfort and style. The living areas feature designer furnishings, sumptuous fabrics, and thoughtful accents throughout — from plush sofas and tastefully selected art to chef-inspired kitchen appliances and high-end finishes. The bedrooms promise restful nights with premium linens, blackout shades and a calm ambience.brbrOutside, you’ll find a spacious deck or patio (or garden) where the only soundtrack is birdsong and gentle breezes — a rare quiet that allows you to truly unwind. And when you’re ready for the city’s energy, you’re only a short drive away from Toronto’s top dining, shopping and entertainment.brbrWhether you’re visiting for business, catching a game or simply seeking a luxury escape within reach of the city, this home offers the best of both worlds: urban convenience and suburban tranquility.brbrBook your stay, arrive relaxed, and step into elevated comfort — with all the amenities and all the peace.

1

Bed

1

Bath

4

Sleeps

$111.81

/ Nightly

Private Vacation Home

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi

Pickering, Ontario, Canada

Bright, spacious and quiet 1 bedroom in a detached house. Located centrally and close to all amenities. Shared bathroom, kitchen, dinning area and free Wi-Fi in a quite neighborhood. Local amenities are conveniently accessible (grocery, community center, shopping, restaurants, hiking trails). A perfect place for anyone who wants to check out Toronto, to attend a conference or just a solo traveler.

1

Bed

1

Bath

2

Sleeps

$89.77

/ Nightly

Bed & Breakfast

The Comfort Stay at City of Pickering Rm B / Free Wi-Fi

Pickering, Ontario, Canada

Bright, spacious and quiet 1 bedroom in a detached house. Located centrally and close to all amenities. Shared bathroom, kitchen, dinning area and free Wi-Fi in a quite neighborhood. Local amenities are conveniently accessible (grocery, community center, shopping, restaurants, hiking trails). A perfect place for anyone who wants to check out Toronto, to attend a conference or just a solo traveler.

1

Bed

1

Bath

2

Sleeps

$104.78

/ Nightly

Private Vacation Home

Escape to our cozy master ensuite, East Pickering, in charming home. Wifi and AC

Pickering, Ontario, Canada

This townhome is the perfect home base for your trip to Pickering. With AC, heating, and WiFi, guests can stay comfortable and connected. Escape to our cozy master ensuite in East Pickering, ideal for nature lovers. The bathroom features a relaxing bathtub for unwinding after a day of exploring. We hope you'll enjoy your stay at our townhome. Located near Pickering Casino, parks, the mall, and Lake, it's perfect for both exploration and relaxation. Enjoy high-speed Wi-Fi, AC, a full kitchen, living room and laundry for a comfortable stay. Book now to experience the best of Pickering at our inviting retreat!

1

Bed

1

Bath

2

Sleeps

$206.84

/ Nightly

Private Vacation Home

Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke free

Pickering, Ontario, Canada

Brand new renovated separate unit with Privacy.This place can hold 6 people.Great for people who are visiting the city and ready to explore Toronto and GTA.This place is walking distance from local restaurants to buffets, bars, parks and Multicultural restaurants. No need for a car.Our home is located on a corner plot and this street has safety and family privacy and lots of room for parking. Smoke free and pet free.brThe spacebrNo need for Car or cooking.brAll walking distance to Bus stops,Buffet,walk to 50+ restaurants,Pickering Mall, Service Ontario, Go station, Walmart, LCBO, Canadian Tire, Gas station, Pickering Casino, Nuclear plant, the waterfront and various restaurants. Walk to local Mosque or Church.brPrime neighborhood of Pickering with only a minute away from Highway 401br- 1.7km to the Casinobr- 2.3km to Pickering beachesbr- 9.3km to Toronto zoobr- 33km to Downtown Torontobr-40mins to Pearson AirportbrbrGuest accessbrDrive way, front lawnbrOther things to notebrNo parties,brno smoking,brNo pets ( we have allergies)brGuest cannot exceed more than 6 including kids.brLaundry can only be used if you are spending 2 nights or morebrIf your guest wants to come and stay for a couple of hours, let us know and we will try to accommodate that.brIf we find out that you are smoking weed or anything else, you will be requested to leave the property.

2

Bed

1

Bath

6

Sleeps

$130.47

/ Nightly

Apartment

Getaway Home -Soccer Fans-Luxury Home Cozy Affordable Rate

Pickering, Ontario, Canada

Wow Soccer FansEasy Transport , 30min-GOTrain to Downtown TORONTO, 5 Min Pickering Town Center, Casino, Beach ,Dinners & ShoppingbrbrThis is a great place for family to have fun. New constructed modern luxurious Getaway home 2-Bedroom Garden/Basement Apartment, with outstanding facilities in a peaceful, family-friendly neighborhood in Pickering. brbrThe suite features a High 10' Ceiling, Heated Flooring, high-speed Wi-Fi, a television, a functional kitchen, and laundry. We look forward to seeing youbrThe beautiful 10' Ceiling Modern Lobby welcomes you as you step into the Heated Flooring modern space, you're welcomed by a very stylish, comfortable open-plan living area. The modern designs and furnishings complement the amazing city setting.brbrThe main living area conveniently combines the Family Living, and cozy dining area leading to the fully equipped kitchen, setting the tone for many memorable evenings. Large Bright window.brbrThe rooms are furnished with high-quality bedroom sets as well as very comfortable mattresses and bedding. br1. The master bedroom has a queen bed set and a Side table. br2. The second bedroom has 02 Double beds set with Side Tables. rooms have closets with lots of storage.br★★ PLEASE NOTE ★★brbr★ MASTER BEDROOM WILL BE AVAILABLE FOR 1 OR 2 GUESTS BOOKING, brbr★ SECOND BEDROOM IF YOU HAVE 3 OR 4 GUESTS BOOKING.brbr★ COUCHES AVAILABLE TO SLEEP ON, WE CAN PROVIDE YOU WITH AN EXTRA SET IN THE SPACIOUS LIVING ROOM. YOU ARE WELCOME TO BRING YOUR SLEEPING SUPPLIES.brbr★ LIVING ROOM ★brIt immediately feels like home, with comfy sofas, coffee tables for snacks and drinks, and a modern smart TV for movie nights.brbr✔ Comfortable Sectional with Pillows & Blanketsbr✔ Comfortable Couch with Pillows & Blanketsbr✔ Smart TVbr✔ Modern Coffee Tablesbrbr★ KITCHEN & DINING ★brIt is fully equipped with state-of-the-art cooking appliances that make it suitable for preparing any meal, whether it is a simple breakfast, a quick snack, or a three-course gourmet dinner. Spacious countertops provide plenty of room for you to work your MasterChef magic.brbr✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Refrigerator/Freezerbr✔ Dishwasherbr✔ Coffee Makerbr✔ Toasterbr✔ Sink - Hot & Cold Waterbr✔ Glassesbr✔ Silverwarebr✔ Pots & Pansbr✔ Bakewarebr✔ Kitchen breakfast table with 4 stoolsbrbrServe those delicious homemade delicacies at the dining table.brbr✔ Dining Table with Seating for 4brbr★ SLEEPING ARRANGEMENTS – 2 BEDROOMS ★brbr♛ Primary Bedroombrbr✔ Queen Size-Bed with Pillows, Linens, and Sheetsbr✔ Closet with Hangersbr✔ Night Standsbrbrbr♛ Bedroom 2brbr✔ 2 Double Bed Set with Pillows, Linens, and Sheetsbr✔ Closet with Hangersbr✔ Night Standsbrbr★ BATHROOM ★brThe bathroom is stocked with fresh towels, so you don't have to worry about bringing your own.brbr✔ Standing Showerbr✔ Vanitybr✔ Mirrorsbr✔ Toiletbr✔ Bath Towelsbr✔ Hand Towelsbr✔ Faceclothsbr✔ Stock of toilet papersbr✔ Hair dryerbr✔ High-Speed Wi-Fibr✔ Central Air Conditioningbr✔ Central Heatingbr✔ Iron br✔ Free Driveway Parking for 2 Cars and free street parking brbrPLEASE NOTE: Other tenants live lower level of the house. Please be considerate. Please keep quiet during the quiet hours which: 12 am to 8 am.

Bed

Bath

Sleeps

$323.09

/ Nightly

Private Vacation Home

#1 Best Deal in Greater Toronto

Pickering, Ontario, Canada

Bring your whole family to our Brand New - 4BR, 3.5 Washroom Detached House in Caledon, featuring:brbr✓ 4 Bedroom, 3.5 Washroom, Accommodation for 9 peoplebr✓ Brand new everythingbr✓ Modern design with an open-concept layoutbr✓ Fully equipped kitchen for preparing mealsbr✓ Cozy family & living roomsbr✓ High-speed internetbr✓ Convenient location, safe neighbourhood, easy access to Hwy 410br✓ High-quality linens for a restful night's sleepbr✓ Minutes away from popular restaurantsbrbrEnjoy all of the amazing features of our newly built home:brbr***HOUSE FEATURES***brbrFULL PRIVACY - Rent the whole house (no basement tenants!) - 4 Bedrooms, 3.5 Washrooms, Family Room, Living Room, Cozy Furniture, Two Dining Tables, and plenty of sitting space.br br✓ Tastefully decorated with comfortable furnishings and modern amenities throughout. br✓ Master bedroom with ensuite bathroom for added privacy and conveniencebr✓ Washer and dryer with washing supplies.brbr***HOUSE LAYOUT***brbr-- SECOND FLOOR --brbr✓ Master Bedroom: Queen-size bed + 1 Twin Bed and Ensuite full washroombr✓ Bedroom 2: Queen-size bed and Ensuite full washroombr✓ Bedroom 3: Queen-size bedbr✓ Bedroom 4: Queen-size bedbr✓ Common washroom full size for Bedroom #3 and #4br✓ Laundry washer and dryer machinesbrbr-- MAIN FLOOR --brbr✓ Fully equipped kitchenbr✓ Two dining tables (dining space for 10 people)br✓ Family room - sitting space for 6-8 peoplebr✓ Living room - sitting space for 4-6 peoplebr✓ Half size powder washroombr✓ Access to car garagebrbr***PARKING***brParking space for 2 cars. 1 car on the driveway and 1 car inside the garage.brbr***CLEANING & SUPPLIES***brThe home is professionally cleaned, disinfected, and well-ventilated before guests arrive. We provide extra cleaning supplies you can use during your stay - book with confidence. We look forward to hosting you at our lovely place.brbrSTRICTLY NO PARTIES, NO BIG EVENTS, NO SMOKING/WEEDS/DRUGS, NO PETSbrbrIf you have any questions, please ask us before booking.

Bed

Bath

Sleeps

$159.22

/ Nightly

Private Vacation Home

Beautiful three bedroom house in Pickering

Pickering, Ontario, Canada

brEnjoy the luxury of staying in a three bedroom beautiful house with your family and friends.brAll amenities are close by .brPickering town center ,Gas station , banks and all other restaurants are close bybr

3

Bed

2

Bath

6

Sleeps

$215.32

/ Nightly

Private Vacation Home

Pickering Comfortable and Cozy Retreat

Pickering, Ontario, Canada

Relax with the whole family at this peaceful place to stay.brCozy home in Pickering featuring 2 bedroom and 1.5 baths. Located in a quiet, family-friendly neighborhood with quick access to Hwy 401 and 407 for easy commuting. Enjoy being minutes from Pickering Town Centre, grocery stores, restaurants, cafes, parks, and transit. Perfect for families, couples, or business travelers seeking a comfortable, convenient, and relaxing stay in a welcoming community nearby with shops and dining nearby.brbrThe Space:brWelcome to this cozy 2-bedroom townhome suite located in Pickering. The space features one queen bed and one double bed, perfect for families, couples, or business travelers. Enjoy a dedicated work desk, 1.5 bathrooms, in-suite washer and dryer, and a comfortable living space designed for relaxation. Guests can also enjoy access to the patio during warmer seasons and favorable weather. Conveniently located near Hwy 401, 407, shopping, restaurants, parks, and transit.

2

Bed

2

Bath

4

Sleeps

$167.49

/ Nightly

Private Vacation Home

Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard

Pickering, Ontario, Canada

Enjoy a bright, spacious 2-bedroom basement suite in a peaceful, tree-lined neighborhood just minutes from the lake, trails, and top schools. Relax in your private backyard, cook in a fully equipped kitchen, and unwind in a cozy living space ideal for families, couples, or work trips. With plenty of natural light and a welcoming vibe, this retreat is perfect for both short getaways and extended stays.

2

Bed

1

Bath

4

Sleeps

Vacation Rentals By Owner In Pickering, ON

$730.75

$77.57

$413.48

$189.8

$484.67

$123.55

$161.85

$202.08

$209.8

$244.54

$215.69

$111.81

$89.77

$104.78

$206.84

$130.47

$323.09

$159.22

$215.32

$167.49

Most popular vacation rentals in Pickering

$144.47

$209.80

$199.22

$161.85

$154.04

$110.22

$82.88

$95.22

$215.69

$135.73

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