
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.

Adorable — 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, it’s 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, Canada’s 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!

Entire Suite : Private Place in Pickering Village
Absolutely NO Party or Event Quiet and safe neighborhood . spacious and comfortable above Ground walk-out basement ,bright with lots of natural sunlight. Just east of Toronto , about 40 minutes to DT Toronto by car. Separate entrance, have the whole walkout basement to you. private bathroom and open concept area with large living room, dining room & kitchen . Just minutes ( by car) to the Highway 401, Pickering Go station . Walmart Pickering supercenter about 5 mins away .

Walk to Lake | 2BR Family Suite | Near Toronto
✨ Prime Location – 3 mins to HWY 401, Pickering GO & Town Centre 🌊 In West Shore — walk to the beach, lighthouse & Lake Ontario! Perfect for sunrise & family strolls. 🛌 Fully private walk-up basement suite — no shared spaces, clean & comfy • 2 comfortable bedrooms + spacious living room 🚗 Free parking for 2 vehicles 🍳 Full kitchen for easy meals 👨👩👦 Ideal for families & travelers exploring Toronto 🌟 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)

Private Sauna Suite Retreat
1 Bedroom • 1.5 Bathrooms • Private Entire Unit Newly renovated and quiet, just minutes from Hwy 401 and local restaurants. Highlights • Private self check-in • Driveway parking for 1 car • Private sauna • 55 Inch TV with Netflix Amenities Fresh towels, linens, tooth brushes & pastes, hairdryer, home essentials, shower essentials, and extra pillows/towels on request. Spotless home, quick replies, and your comfort guaranteed - book with confidence.

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 35–45 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 Basement Suite in Oshawa
Welcome to Your Home Away From Home! Nestled in a peaceful neighborhood, our charming basement suite offers the perfect blend of comfort and convenience for travelers, whether you're here for business or leisure. Walking distance from shopping centers, restaurants, park and cinema hall. Very close proximity to Highway 401 and 407. This property is located in family friendly North Oshawa neighborhood.

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

Luxurious & Modern Guest Suite-Walkout Bsmt Apt.
Luxurious new constriction basement apartment in central Whitby. Gorgeous kitchen, living area, and laundry. Ravine lot with excellent views of forest nearby. One stunning bedroom and one 3pc bath. One Free parking on the premises! Please keep in mind we do have a dog on the property. Please note: The kitchen only has a wine fridge. We do not have a freezer.
Popular amenities for Pickering house rentals
House rentals with a pool

Home away from home with a hot tub and pool

Year-Round Heated Pool & Hot Tub Family Oasis

Luxury Spa Escape with Pool & Jacuzzi

Ravine Paradise ! heated pool and hot tub!

private backyard SPA oasis in Toronto

Chic King West Studio – TIFF & FIFA at Your Door

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

Casa Meya - Toronto Poolhouse Villa
Weekly house rentals

Entire spacious 4BR Home by the Lake & Park

"Suite Escape" in Pickering

Family Friendly Apartment with Private Entrance

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

Holiday Hideout Basement Unit

6 beds Full house W ravine view

Cozy Private Detached entire Coach House

Beautiful 2 Bedroom Home Suite
Private house rentals

Quiet upscale neighbourhood

Enjoy this cozy 1 Bdrm Basement!

Centrally Located/TWO Bedrooms Luxurious Home-WiFi

Entire Brand new 3 bedroom house

Newly Renovated Bright Suit with Free Parking

5BR Entire Home Cornell, Markham

Private Suite - Ajax by the Lake

State-Of-The-Art Sun Filled 3bdrm Loft w/ Parking
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $88 CAD | $91 CAD | $91 CAD | $95 CAD | $99 CAD | $101 CAD | $102 CAD | $106 CAD | $101 CAD | $108 CAD | $101 CAD | $95 CAD |
| 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 $14 CAD 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 and 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

Wifi availability
980 of Pickering vacation rentals include wifi 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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- 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
- BMO Field
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Toronto City Hall
- Rouge National Urban Park
- Christie Pits Park
- Royal Ontario Museum
- Royal Woodbine Golf Club
- Nathan Phillips Square




