A calm lake with rocky shores, surrounded by dense forest and a clear sky.

Holiday Homes in Pickering

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Pickering holiday homes

A bedroom with a bed, bedside tables, a dresser, and a painting on the wall.

1. Newly Renovated, Family Friendly 2-Bedroom Retreat

Newly Renovated, Family Friendly 2-Bedroom Retreat
Liverpool
The price is AU$233
includes taxes & fees
15 Oct - 16 Oct
Newly Renovated, Family Friendly 2-Bedroom Retreat
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 AU$191
includes taxes & fees
15 Oct - 16 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 AU$227
includes taxes & fees
21 Oct - 22 Oct
BEACH HOUSE : FIRST FLOOR
A laundry area with stacked washers and dryers, wooden cabinets, and a tiled backsplash.

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 AU$356
includes taxes & fees
15 Oct - 16 Oct
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 AU$404
includes taxes & fees
15 Oct - 16 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.

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 AU$373
includes taxes & fees
19 Oct - 20 Oct
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 AU$559
includes taxes & fees
19 Oct - 20 Oct
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
A modern kitchen with a large island, bar stools, and a dining area with a view of the outdoors.

8. 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 AU$559
includes taxes & fees
19 Oct - 20 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.

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

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Lamoreaux
The price is AU$584
includes taxes & fees
18 Oct - 19 Oct
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
A modern living space with a kitchen, dining area, and seating area.

10. 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 AU$559
includes taxes & fees
2 Nov - 3 Nov
Airy Nest - 4 Beds, 2.5 Baths, 2 park
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 AU$207
includes taxes & fees
27 Oct - 28 Oct
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.

12. 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 AU$510
includes taxes & fees
15 Oct - 16 Oct
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
A modern living room with a sofa, coffee table, and dining area.

13. 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 AU$585
includes taxes & fees
26 Oct - 27 Oct
Spacious 4-bedroom house in Pickering
A black metal shed with a sloped roof, a door, and a small step leading to the entrance.

14. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
The price is AU$368
includes taxes & fees
27 Oct - 28 Oct
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
A multi-level interior with a central staircase, white walls, and a wooden floor.

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 AU$1,103
includes taxes & fees
15 Oct - 16 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 AU$361
includes taxes & fees
15 Oct - 16 Oct
Modern Comforts, Quiet Neighborhood, free 02 parking
Interior

17. 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, (2 reviews)
"The owner is really sweet and accommodating."
Canada
A
The price is AU$228
includes taxes & fees
21 Oct - 22 Oct
Cozy one private bedroom basement apartment w/parking-Modern
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)
"This property was newly renovated and very clean. Good price."
Canada
Paul
The price is AU$357
includes taxes & fees
31 Oct - 1 Nov
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
9.8 out of 10, Exceptional, (21 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 AU$204
includes taxes & fees
1 Nov - 2 Nov
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
A garden with a variety of flowers and a wooden fence in the background.

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

Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance
Ajax
10.0 out of 10, Exceptional, (1 review)
"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 AU$203
includes taxes & fees
15 Oct - 16 Oct
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pickering Hotel Reviews

TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

10/10 Excellent
"Fenomenal Hotel 🏨"
Ramiro 3-night trip
Posted less than an hour ago
TOOR Hotel Toronto, part of JdV by Hyatt

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
89
Accommodation
754 Holiday Homes
Lowest Price
AU$191
Highest Price
AU$1,103