Photo by Bryan Valderrama
Search Vacation Homes in Pickering
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Our top choices for Pickering vacation homes

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi
The Comfort Stay at City of Pickering Rm A / Free Wi-FiPickering
$162 nightly
The price is $183
Dec 29 - Dec 30
Total with taxes and fees

Cozy Countryside Guesthouse with BBQ & Firepit
Cozy Countryside Guesthouse with BBQ & FirepitPickering
6.0 out of 10, (2)
$129 nightly
The price is $146
Dec 28 - Dec 29
Total with taxes and fees

A beautiful Walkout basement
A beautiful Walkout basementPickering
10.0 out of 10, Exceptional, (1)
$303 nightly
The price is $342
Jan 12 - Jan 13, 2026
Total with taxes and fees

Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price
Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted PricePickering
8.8 out of 10, Excellent, (17)
$273 nightly
The price is $309
Dec 30 - Dec 31
Total with taxes and fees
$91 nightly
The price is $102
Dec 28 - Dec 29
Total with taxes and fees

Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke free
Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke freePickering
$213 nightly
The price is $241
Dec 24 - Dec 25
Total with taxes and fees

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla ChrgPickering
10.0 out of 10, Exceptional, (26)
$345 nightly
The price is $390
Jan 19 - Jan 20, 2026
Total with taxes and fees

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)Pickering
10.0 out of 10, Exceptional, (1)
$291 nightly
The price is $328
Jan 11 - Jan 12, 2026
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Pickering Hotel Reviews

Pickering Casino Resort Hotel
10/10 Excellent
Find out more about Pickering
Pickering Vacation Homes information
Number of reviews | 108 |
|---|---|
Accommodation | 917 Vacation Homes |
Lowest Price | $79 |
Highest Price | $520 |
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