
House vacation rentals in Pickering
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Top-rated house rentals in Pickering
Guests agree: these houses are highly rated for location, cleanliness, and more.

Cheerful 4-bedroom home with huge patio
This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermƫa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

Spacious Basement with Separate Entrance!
Open concept basement apartment (No walls separating rooms) 1 Queen bed and a Futon folds out into a Double bed . Accommodates Family of 4, NOT 4 Adults (2Adults/2children) . Separate entrance/ONE prkg spot. Located in a quiet neighbourhood in Pickering that borders Toronto. Walking distance from Rouge National Urban Park, Hiking Trails, plaza, and public Transit. 5 minutes drive from U Of T (Scarborough) Close to Toronto Zoo, PanAm Center, Go Stn and Hwy- 30 mins to Downtown Toronto

Adorable ā One Bedroom Guest Unit in Vaughan, ON
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, itās your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canadaās Wonderland, Cortellucci Hospital and transit.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 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!

Moons & Noons -Separate Unit for your Comfort
Welcome to our charming retreat in Ajax! You'll be greeted by living space adorned with carefully curated decor. The sofa beckons you to unwind, while the large windows' scenic views allow natural light to fill the room. Just take a stair down to the Basement, to be greeted by an elegant kitchenette. Enjoy a drink on the sofa while watching shows on 55' QLED. Step into a world of relaxation in our stunning bathroom designed to calm your stress. Your unforgettable stay awaits U!

Walk to Lake | 2BR Family Suite | Near Toronto
⨠Prime Location ā 3 mins to HWY 401, Pickering GO & Town Centre š In West Shore ā walk to the beach, lighthouse & Lake Ontario! Perfect for sunrise & family strolls. š Fully private walk-up basement suite ā no shared spaces, clean & comfy ⢠2 comfortable bedrooms + spacious living room š Free parking for 2 vehicles š³ Full kitchen for easy meals šØāš©āš¦ Ideal for families & travelers exploring Toronto š Enjoy complete privacy, comfort & beachside vibes in Pickering!

Chefs Kitchen I TorontoZoo I 8km to EV Chrg I Park
Why you will love your stay here: - ***ENTIRE HOME*** No one will be on the property but those on the booking. This is a DETACHED house. No connecting houses. - Open concept on the main floor so you can connect and create memories - Dedicated work from home spaces . Cat 6 ports -The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on a corner lot with lots of sunlight - Central Hub to Toronto (45 min drive)

Ultra-Modern Luxury Retreat! Close to Thermea SPA.
COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35ā45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

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

Cozy Home
This home is situated in a newly developed quite neighborhood, suitable for relaxing after your long day of adventures. This home has 3 Bedrooms and 3 beds which accommodations for maximum 6 people. Lines and bed sweets are provided along with minimal kitchen utensals. There are no Homes in front and allows for the sun to light up your morning with a small balcony perfect to sip your morning coffee.

Beautiful bright basement aptmnt
Property is located walking distance from Kingston and westney, is newly renovated welcoming and has everything you need, private side entrance, a large soaking tub in the washroom with an LED mirror perfect for getting ready for a night out, The basement even has a private washer and dryer so you can get your laundry done whenever you need to as well, a large walk in closet and a lot of space!!

Luxurious, modern basement unit
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
Popular amenities for Pickering house rentals
House rentals with a pool

Award Winning Luxury Home with Heated Pool + Sauna

Home away from home with a hot tub and pool

Backs onto nature near IBM and Hospital

Luxury Spa Escape with Pool & Jacuzzi

Ravine Paradise ! heated pool and hot tub!

private backyard SPA oasis in Toronto

Chic King West Studio ā TIFF & FIFA at Your Door

Cozy Modern Suiteā¢Heated Flrsā¢Game Rmā¢Free Pkg
Weekly house rentals

Entire spacious 4BR Home by the Lake & Park

Family Friendly Apartment with Private Entrance

6 beds Full house W ravine view

Private Suite - Ajax by the Lake

Elegance and Comfort

Cozy Apartment in Ajax ! Quiet & Comfortable Stay

2 Bedroom Walkout Basement Ajax

Beautiful 2 Bedroom Home Suite
Private house rentals

Enjoy this cozy 1 Bdrm Basement!

Entire Brand new 3 bedroom house

Modern Nest - 5 Beds, 2.5 Baths, 3 Park, Backyard

Just Like Home- Brand New 4 Bedroom Home

3 bedroom bungalow in South Ajax

Holiday Hideout Basement Unit

Luxury 3BDRM Home | Chefs Kitchen, Quiet & Privacy

RavineVista Sanctuary
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,096Ā ZAR | R1,130Ā ZAR | R1,130Ā ZAR | R1,181Ā ZAR | R1,233Ā ZAR | R1,250Ā ZAR | R1,267Ā ZAR | R1,318Ā ZAR | R1,250Ā ZAR | R1,335Ā ZAR | R1,250Ā ZAR | R1,181Ā ZAR |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about house rentals in Pickering

Total vacation rentals
Explore 1,000 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at R171Ā ZAR per night before taxes and fees

Verified guest reviews
Over 18,700 verified reviews to help you choose

Family-friendly vacation rentals
430 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
610 properties have a dedicated workspace

Wi-Fi availability
980 of Pickering vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pickering rentals

4.7 Average rating
Pickering stays receive an average rating of 4.7 out of 5 from guests
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- Family-friendly rentalsĀ Pickering
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- House rentalsĀ Durham Region
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Christie Pits Park
- Royal Ontario Museum
- Toronto City Hall
- Royal Woodbine Golf Club
- Nathan Phillips Square




