
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!

Family Friendly 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. Family friendly, NO parties/gatherings. Close to 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. PLEASE read ALL house rules prior to booking.

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

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!

Toronto [45 mins] Sleep 8| Free Parking | Backyard
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.

Modern 4BR Home in North Oshawa
Welcome to your modern 4BR, 3.5BA retreat in North Oshawa near Harmony & Collins. Perfect for families or professionals, this spacious home offers comfort and style with a bright open layout. Just 15 mins to malls, groceries & fine dining, with quick access to Hwy 401/407. Explore Lakeview Park, Parkwood Estate & Tribute Communities Centre nearby. Exterior security cameras ensure peace of mind. Early check-in/late check-out available!

Stylish 1870s Home near Distillery District & Old Toronto
Steps from the Distillery District this Top 1% listing is a beautifully restored 1870s row-house that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located at the Distillery District, St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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!

Modern and bright private suite.
Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

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!!
Popular amenities for house rentals in Pickering
House rentals with a pool

Walk-out Luxury basement with Gym & Theatre

Beautiful Cottage in Ajax

Award Winning Luxury Home with Heated Pool + Sauna

Home away from home with a hot tub and pool

Vacation Spa Retreat! Sauna, pool, gym

Luxury 4BR Oasis: Year Round Heated Pool & Hot Tub

Chic King West Studio – FIFA at Your Door

Casa Meya – Toronto Poolhouse Villa
Weekly house rentals

Designer Detached Home|Steps to Thermea|Corner Lot

3 bedroom bungalow in South Ajax

Holiday Hideout Basement Unit

6 beds Full house W ravine view

Entire 2 Storey Home 1Bdrm Private

Rouge Hill Retreat srt-2310-hbprvw-rnwl-2509

2 bed, 2 bath beside Golf Course

Home away from home
Private house rentals

Large house 3 bed 2 bath 2 parkings

Ultra Luxury Suite in Oshawa

Top 1% Rated | 3BR 2Bath Suite | Parking (4 Cars)

Family Friendly Apartment with Private Entrance

Cozy private backyard garden studio

Blue Dream: Modern Gem 6B/3.5B,Office,5G,Parking!

New Cozy Walkout Basement Studio Getaway

Luxury & Stylish 3BD | Chefs Kitchen & Cozy
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $82 SGD | $84 SGD | $84 SGD | $88 SGD | $92 SGD | $93 SGD | $94 SGD | $98 SGD | $93 SGD | $90 SGD | $88 SGD | $88 SGD |
| 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 $13 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
1,040 of Pickering holiday 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
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with breakfast Pickering
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- Rentals with a fireplace Pickering
- Rentals with a washing machine and dryer Pickering
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- Rentals with outdoor seating Pickering
- Rentals with a hot tub Pickering
- Guest house rentals Pickering
- Rentals with a patio Pickering
- Rentals with an EV charger Pickering
- Smoking-friendly rentals Pickering
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- Rentals with beach access Pickering
- Cottage rentals Pickering
- Family-friendly rentals Pickering
- Rentals with lake access Pickering
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Toronto City Hall




