A park with a paved path, grassy areas, trees, and a body of water.

Pickering Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Pickering vacation homes

A modern kitchen with a central island, a wooden cabinet, and a decorative wall piece.

1. Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Liverpool
10.0 out of 10, Exceptional, (3 reviews)
"Was what we needed for the night"
United States
Lisa S.
The price is CA $113
CA $176 total
includes taxes & fees
Nov 2 - Nov 3
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
A staircase with wooden steps and white trim, leading to a living area with a sofa and a coffee table.

2. BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Bay Ridges
8.8 out of 10, Excellent, (3 reviews)
"Tanzila is a great host, thank you."
Canada
Lloyd K.
The price is CA $99
CA $223 total
includes taxes & fees
Nov 19 - Nov 20
BEACH HOUSE : FIRST FLOOR
A modern kitchen with white cabinets, a stainless steel sink, a coffee maker, a microwave, and an oven.

3. Newly Renovated, Family Friendly 2-Bedroom Retreat

Newly Renovated, Family Friendly 2-Bedroom Retreat
Liverpool
The price is CA $144
CA $228 total
includes taxes & fees
Oct 29 - Oct 30
Newly Renovated, Family Friendly 2-Bedroom Retreat
Interior

4. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
10.0 out of 10, Exceptional, (1 review)
"House was neat and clean as showed in the pictures. We had a smooth check in process and enjoyed our stay. The house is really beautiful"
Canada
Prem
The price is CA $263
CA $348 total
includes taxes & fees
Nov 15 - Nov 16
Modern Comforts, Quiet Neighborhood, Free 02 Parking
A two-story house with a stone facade, a garage, and a front porch.

5. Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking

Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking
Highbush
10.0 out of 10, Exceptional, (2 reviews)
"Place was amazing. Super clean. Jasmine was super helpful with any questions I had and also had great recommendations."
United States
Branden T.
The price is CA $143
CA $412 total
includes taxes & fees
Oct 29 - Oct 30
Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking
A modern living room with a marble-patterned rug, a sofa, and a glass coffee table.

6. A beautiful Walkout basement

A beautiful Walkout basement
Highbush
9.6 out of 10, Exceptional, (10 reviews)
"Space was great, clean and a good location"
Canada
Chelsea
The price is CA $143
CA $379 total
includes taxes & fees
Oct 29 - Oct 30
A beautiful Walkout basement
A neatly made bed with white linens, a grey towel, and a nightstand with a lamp.

7. Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard

Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
The price is CA $294
CA $574 total
includes taxes & fees
Nov 2 - Nov 3
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
A modern kitchen with a central island, a dining area with a bench, and a living room with a fireplace.

8. 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 Chrg
Pickering
10.0 out of 10, Exceptional, (29 reviews)
"Great stay, beautiful place "
Canada
Steven F.
The price is CA $224
CA $580 total
includes taxes & fees
Oct 29 - Oct 30
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
A modern living space with a kitchen, dining area, and seating area.

9. Airy Nest - 4 Beds, 2.5 Baths, 2 park

Airy Nest - 4 Beds, 2.5 Baths, 2 park
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
The price is CA $294
CA $574 total
includes taxes & fees
Nov 2 - Nov 3
Airy Nest - 4 Beds, 2.5 Baths, 2 park
A staircase with wooden railings leading to a room with a bed and a white door.

10. Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Lamoreaux
The price is CA $294
CA $586 total
includes taxes & fees
Nov 1 - Nov 2
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
A modern living room with a sofa, coffee table, and dining area.

11. Spacious 4-bedroom house in Pickering

Spacious 4-bedroom house in Pickering
Pickering
7.2 out of 10, Good, (5 reviews)
"Perfect and quiet location for us, plenty of room, clean and comfortable. "
United States
Jacob M.
The price is CA $209
CA $593 total
includes taxes & fees
Nov 4 - Nov 5
Spacious 4-bedroom house in Pickering
A modern kitchen with a large island, bar stools, and a dining area with a view of the outdoors.

12. Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park

Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Lamoreaux
9.4 out of 10, Exceptional, (11 reviews)
"The house is beautiful, clean, and quiet. The host was very responsive and answered all my questions promptly. We had a great stay."
United States
Manouchka M.
The price is CA $294
CA $574 total
includes taxes & fees
Nov 2 - Nov 3
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
A modern bedroom with a large bed, a desk, and a chair.

13. Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
7.6 out of 10, Good, (4 reviews)
"It was an alright night away. Place was fairly clean, newer Reno for sure with some smaller kinks to be worked out. No wifi instructions and noises in the morning with occupants of the other side of the house. Neat spot for a little getaway for the night."
Canada
Geoff G.
The price is CA $122
CA $202 total
includes taxes & fees
Oct 29 - Oct 30
Cozy Countryside Guesthouse with BBQ & Firepit
A modern living room with a grey sofa, a coffee table, and a dining area with a black chair and a small table.

14. Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Lamoreaux
7.8 out of 10, Good, (8 reviews)
"We had an amazing stay here, would definitely recommend!"
Canada
Aqsa
The price is CA $261
CA $524 total
includes taxes & fees
Oct 29 - Oct 30
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
A dark wooden door with a small window above it, flanked by two flower planters.

15. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
The price is CA $243
CA $362 total
includes taxes & fees
Oct 30 - Oct 31
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
A modern kitchen with a bar area, a staircase, and a living room with a sofa.

16. The EastSide Manor - Fully Equipped Mansion, Games Room, Free Parking and More

The EastSide Manor - Fully Equipped Mansion, Games Room, Free Parking and More
Liverpool
The price is CA $878
CA $1,133 total
includes taxes & fees
Oct 29 - Oct 30
The EastSide Manor - Fully Equipped Mansion, Games Room, Free Parking and More
Interior

17. Modern Comforts, Quiet Neighborhood, free 02 parking

Modern Comforts, Quiet Neighborhood, free 02 parking
Liverpool
The price is CA $222
CA $352 total
includes taxes & fees
Nov 1 - Nov 2
Modern Comforts, Quiet Neighborhood, free 02 parking
Private kitchen

18. New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.8 out of 10, Excellent, (23 reviews)
"Cute little place, great place to stay for a few nights."
United States
Leanne A.
The price is CA $175
CA $350 total
includes taxes & fees
Nov 1 - Nov 2
New Modern Home + Free Parking In Ajax
A modern hotel room with a bed, bedside table, lamp, and a fireplace.

19. Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Ajax
9.4 out of 10, Exceptional, (22 reviews)
"Home was very clean and tidy......easy check in and if had any questions they were answered quite promptly"
Canada
Rebecca
The price is CA $138
CA $199 total
includes taxes & fees
Oct 29 - Oct 30
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
A modern living room with a sofa, coffee table, and a flat-screen TV.

20. Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance

Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance
Ajax
9.0 out of 10, Wonderful, (2 reviews)
"Lovely and convenient place. Very clear communication with Thilee who obviously pays a lot of attention to getting things right for his guest."
United States
Harold
The price is CA $134
CA $239 total
includes taxes & fees
Oct 29 - Oct 30
Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance
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.
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Top Pickering Hotel Reviews

Union Hotel

Union Hotel

10/10 Excellent
"Loved this hotel. Super convenient location and housekeeping and front desk staff were very pleasant. Bed was incredibly comfortable and overnight it was quiet. Maybe the best in-room coffee I’ve ever had. Pourover!? Yes please! Air conditioner is a bit loud, but so are air conditioners in almost all hotels. I was just fine with my earplugs. Room is small but it’s easy to tell from the room photos. I stayed alone, but if you are someone who travels with someone else and needs your space, this might not be the best fit. The night light built into the headboard was really nice as well."
Rachel 1-night trip
Posted 5 hours ago
Union Hotel

Find out more about Pickering

Pickering Vacation Homes information

Number of reviews
120
Accommodation
736 Vacation Homes
Lowest Price
CA $176
Highest Price
CA $1,133

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