
House holiday 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 Thermëa 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

Place You Want To Stay at With Tons of Options ! !
Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much 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!

Home in bowmanville
Premium accommodation for travellers and bussiness people, Entire private one bedroom unit with full kitchen and bathroom, seperate side entrance with Clean and spacious rooms. 6 minutes to highway 401 . Many restaurants are near by. Free private parking . Ready to have your coffee and toast and enjoy your trip to Bowmanville. One hour to Toronto downtown.This place is a premium accommodation, not animal friendly so please don’t book with your pet. Strictly No doping allowed.

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)

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

Beautiful Cottage in Ajax

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!

Toronto Pool Retreat

Victorian Studio in King West – TIFF/FIFA Ready

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg
Weekly house rentals

Centrally Located/TWO Bedrooms Luxurious Home-WiFi

3 bedroom bungalow in South Ajax

Grand Retreat in Quiet Upscale Neighborhood

Elegance and Comfort

Cozy Apartment in Ajax ! Quiet & Comfortable Stay

2 Bedroom Walkout Basement Ajax

3-Bed 3-Bath CozyVac House in Ajax,Greater Toronto

Basement apartment in Oshawa
Private house rentals

Entire spacious 4BR Home by the Lake & Park

Enjoy this cozy 1 Bdrm Basement!

Beautiful townhouse -20

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

Private Bedroom, Bathroom, Kitchen -Basement Apt

Just Like Home- Brand New 4 Bedroom Home

Daydream Treehouse

Lovely & Spacious place to stay
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 56 | € 57 | € 57 | € 60 | € 63 | € 63 | € 64 | € 67 | € 63 | € 68 | € 63 | € 60 |
| 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 1,000 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at € 9 per night before taxes and fees

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

Family-friendly holiday rentals
430 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
610 properties have a dedicated workspace

Wifi availability
980 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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- Flat rentals Pickering
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- Rentals with a patio Pickering
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- Private suite rentals Pickering
- Beachfront rentals Pickering
- Rentals with a fireplace Pickering
- Rentals with beach access Pickering
- Rentals with pools Pickering
- Rentals with lake access Pickering
- Family-friendly rentals Pickering
- Rentals with a washing machine and dryer Pickering
- Townhouse rentals Pickering
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- Rentals with a hot tub Pickering
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- House rentals Durham Region
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- House rentals Canada
- 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
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Christie Pits Park
- Toronto City Hall
- Royal Woodbine Golf Club
- Cobourg Beach




