
House holiday rentals in Pickering
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Top-rated house rentals in Pickering
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“Elysium” Where happiness is real!
Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

Bright 1BR Apartment for 2 · Richmond Hill
Bright and private walk-out basement apartment in a safe, quiet neighborhood in Richmond Hill. This self-contained unit is ideal for up to 2 guests and features a private entrance, a bedroom with a queen-size bed, a cozy living area with a sofa bed, and a full kitchen with basic cookware and a large double-door refrigerator. Enjoy Netflix, high-speed internet, and easy access to Highway 404, supermarkets, and restaurants. The price includes accommodation for up to 2 guests. No extra guest fees

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 – 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!

4BR |Chef Kitchen| Casino Dagmar Thermea (15km)
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.

Elegant 2BR townhouse condo in central Oakville
Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.

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.

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.

Stylish Home near Luxury Spa & GO Station
Perfect for SPA. SKI. OPG. Port Whitby, Marina. Sport Teams. ENTIRE HOME. Pro Foosball. Backyard Trail. Internet, Wifi, Netflix, Spotify, Bar, Pro Bonzini Foosball Table, trail in backyard, walking distance to GO, 3min to Hwy 401. Calm neighborhood with many facilities: restaurants, shopping centers, movie theatre, playdium and more.
Popular amenities for Pickering house rentals
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool

newly renovated, close to airport, washer/dryer

Seraya Wellness Retreat

Home away from home with a hot tub and pool

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Ravine Paradise ! heated pool and hot tub!

Modern Custom Built Walkout to Marble Pool Game RM

Chic King West Studio – TIFF & FIFA at Your Door
Weekly house rentals

Modern Basement Apartment

Family Friendly Apartment with Private Entrance

3 bedroom bungalow in South Ajax

Holiday Hideout Basement Unit

Weekly OFF, Basement Suite, Kitchen & Parking!

Cozy 2-bedroom with kitchen

Near Toronto - Family Retreat - {Entire Property}

Willow Nest - 5 Beds, 2.5Baths, 3Park, Thermea Spa
Private house rentals

Quiet upscale neighbourhood

Stylish 3BR Bungalow Retreat

2 level spacious apartment by the lake

Beautiful End-unit Townhome with Lakeview Room

Just Like Home- Brand New 4 Bedroom Home

Modern cozy living.

Huge house 3 bed 2 bath 2 parkings

Entire Home North Scarborough
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $91 AUD | $94 AUD | $94 AUD | $98 AUD | $102 AUD | $103 AUD | $105 AUD | $109 AUD | $103 AUD | $101 AUD | $98 AUD | $98 AUD |
| 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 holiday rentals
Explore 1,070 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 20,530 verified reviews to help you choose

Family-friendly holiday rentals
450 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 170 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
650 properties have a dedicated workspace

Wi-Fi availability
1,040 of Pickering holiday 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
Destinations to explore
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- Rentals with a washing machine and dryer Pickering
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- Townhouse rentals Pickering
- Rentals with a hot tub Pickering
- Rentals with beach access Pickering
- Rentals with a patio Pickering
- Rentals with an EV charger Pickering
- Private suite rentals Pickering
- Family-friendly rentals Pickering
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- Rentals with lake access Pickering
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- Guesthouse rentals Pickering
- Rentals with breakfast Pickering
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- Rentals with a fire pit Pickering
- Apartment rentals Pickering
- Rentals with pools Pickering
- Rentals with a fireplace Pickering
- House rentals Durham
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park
- Christie Pits Park




