
Pickering vacation rentals
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Top-rated vacation rentals in Pickering
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pickering vacation rentals
Other great vacation rentals in Pickering

GTA Suite | Lakeridge Ski Resort | Pickering GO

King Studio Suit W/parking+1st flr wlkout

Home away home

Beautiful Private Guest House

Beach House: First Floor

Frenchman Bay Luxury Basement

Cozy 1-Bedroom Retreat

Luxury Ground-Level "Suite Escape"
Quick stats about vacation rentals in Pickering
Total rentals
1.5K properties
Total number of reviews
36K reviews
Family-friendly rentals
610 properties are a good fit for families
Pet-friendly rentals
270 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
940 properties have a dedicated workspace
Frequently Asked Questions
How much does it cost to stay in condo rentals in Pickering?
Experience the best of Pickering with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Guesthouse Rentals in Pickering?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Pickering have a gym?
Absolutely! We offer over 60 house rentals with a gym in Pickering. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Pickering?
Yes! Work meets play with ease at over 940 vacation rentals in Pickering featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Pickering have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Pickering. Enjoy a tailored experience with all the comforts you desire.
Do bungalow rentals in Pickering have air conditioning?
Absolutely! We offer over 50 bungalow rentals with air conditioning in Pickering. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Pickering?
Pickering has more than 610 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Pickering vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Pickering, available on Airbnb. Make a splash and soak up the sun in style!
Do townhouse rentals in Pickering have wireless internet?
Absolutely! We offer over 100 townhouse rentals with wireless internet in Pickering. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Pickering?
Make yourself at home in Pickering by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Lakeside, over 930 vacation rentals in Morningside, over 1,630 vacation rentals in Guildwood, over 1,380 vacation rentals in Malvern, and over 270 vacation rentals in Port Union.
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- Rentals with breakfast Pickering
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- Kid-friendly rentals Pickering
- House rentals Pickering
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Massey Hall
- Trinity Bellwoods Park
- Casa Loma
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park
- Royal Woodbine Golf Club
- Royal Ontario Museum
- Rouge National Urban Park
- Nathan Phillips Square