A coastal scene with a frozen waterway, a lighthouse, and a rocky shoreline.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Pickering holiday homes

A laundry area with stacked washers and dryers, wooden cabinets, and a tiled backsplash.

1. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
The price is £167
includes taxes & fees
8 Oct - 9 Oct
Modern Comforts, Quiet Neighborhood, Free 02 Parking
A modern kitchen with a central island, a wooden cabinet, and a decorative wall piece.

2. 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 £102
includes taxes & fees
6 Oct - 7 Oct
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.

3. BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Bay Ridges
8.0 out of 10, Very good, (2 reviews)
"The location was wonderful and Tanika was a great host. House was clean and well organized. Definitely would book with her again!"
United States
Mysty K.
The price is £122
includes taxes & fees
17 Oct - 18 Oct
BEACH HOUSE : FIRST FLOOR
A two-story house with a stone facade, a garage, and a front porch.

4. 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 £223
includes taxes & fees
30 Sept - 1 Oct
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.

5. 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 £205
includes taxes & fees
6 Oct - 7 Oct
A beautiful Walkout basement
A modern living room with a grey sofa, a coffee table, and a dining area with a black chair and a small table.

6. 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 £250
includes taxes & fees
30 Sept - 1 Oct
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
A modern kitchen with a central island, a dining area with a bench, and a living room with a fireplace.

7. 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 £309
includes taxes & fees
1 Oct - 2 Oct
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
A modern living room with a sofa, coffee table, and dining area.

8. 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 £325
includes taxes & fees
30 Sept - 1 Oct
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.

9. 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
9.6 out of 10, Exceptional, (10 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 £289
includes taxes & fees
5 Oct - 6 Oct
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 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 £277
includes taxes & fees
4 Oct - 5 Oct
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
A modern bedroom with a large bed, a desk, and a chair.

11. 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 £110
includes taxes & fees
11 Oct - 12 Oct
Cozy Countryside Guesthouse with BBQ & Firepit
A black metal shed with a sloped roof, a door, and a small step leading to the entrance.

12. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
The price is £195
includes taxes & fees
2 Oct - 3 Oct
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
A neatly made bed with white linens, a grey towel, and a nightstand with a lamp.

13. 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 £299
includes taxes & fees
19 Oct - 20 Oct
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
A modern living space with a kitchen, dining area, and seating area.

14. 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 £296
includes taxes & fees
26 Oct - 27 Oct
Airy Nest - 4 Beds, 2.5 Baths, 2 park
A modern kitchen with white cabinets, a central island, and a dining area with yellow chairs.

15. 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 £598
includes taxes & fees
30 Sept - 1 Oct
The EastSide Manor - Fully Equipped Mansion, Games Room, Free Parking and More
A two-story brick house with a covered patio, a front door, and a small side window.

16. Modern Comforts, Quiet Neighborhood, free 02 parking

Modern Comforts, Quiet Neighborhood, free 02 parking
Liverpool
The price is £190
includes taxes & fees
4 Oct - 5 Oct
Modern Comforts, Quiet Neighborhood, free 02 parking
A spacious living area with a wooden floor, a dining table, a sofa, and a cabinet. There is a door leading to another room and a small kitchen area in the background.

17. Quiet Basement in Markham

Quiet Basement in Markham
Regional Municipality of York
The price is £55
includes taxes & fees
30 Sept - 1 Oct
Quiet Basement in Markham
Interior

18. Cozy one private bedroom basement apartment w/parking-Modern

Cozy one private bedroom basement apartment w/parking-Modern
Bayview Glen
10.0 out of 10, Exceptional, (1 review)
"Cozy basement with high end finishes. Very clean with marble floors. Parking included and very close to wonderland. Will stay again."
Canada
Julie P.
The price is £116
includes taxes & fees
13 Oct - 14 Oct
Cozy one private bedroom basement apartment w/parking-Modern
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
9.8 out of 10, Exceptional, (18 reviews)
"We had a great stay at this clean, spacious and convenient property. Highly recommended it for anyone that prefers a larger accommodation over a local hotel."
Canada
Gianclaudio
The price is £103
includes taxes & fees
1 Oct - 2 Oct
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Private kitchen

20. New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.8 out of 10, Excellent, (22 reviews)
"This property was newly renovated and very clean. Good price."
Canada
Paul
The price is £189
includes taxes & fees
6 Oct - 7 Oct
New Modern Home + Free Parking In Ajax
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

Sheraton Centre Toronto Hotel

Sheraton Centre Toronto Hotel

10/10 Excellent
"I’ve stayed in this hotel many times and it has never failed to please. Location is as good as it gets, facility has a great buzz of energy, rooms are nice and very clean, gym and outdoor pool best are great!"
Steve 2-night trip
Posted 2 hours ago
Sheraton Centre Toronto Hotel

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
93
Accommodation
666 Holiday Homes
Lowest Price
£55
Highest Price
£598