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 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Pickering holiday homes

1 bedroom, free WiFi, bed sheets

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi
Pickering
The price is AU$274
includes taxes & fees
16 Jan - 17 Jan
The Comfort Stay at City of Pickering Rm A / Free Wi-Fi
1 bedroom, desk, free WiFi, bed sheets

Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
6.0 out of 10, (2 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$220
includes taxes & fees
18 Jan - 19 Jan
Cozy Countryside Guesthouse with BBQ & Firepit
Interior

Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke free

Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke free
Pickering
The price is AU$366
includes taxes & fees
1 Feb - 2 Feb
Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke free
Smart TV

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 review)
"I had a wonderful stay! The place was clean, cozy, and exactly what I needed. The host was welcoming and made everything easy. I’d definitely recommend it and would love to come back again!"
Canada
Nyajah H.
The price is AU$475
includes taxes & fees
19 Jan - 20 Jan
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Interior

A beautiful Walkout basement

A beautiful Walkout basement
Pickering
10.0 out of 10, Exceptional, (1 review)
"Great place and quiet neighborhood. "
United States
Lance C.
The price is AU$505
includes taxes & fees
20 Jan - 21 Jan
A beautiful Walkout basement
Fridge, microwave, oven, stovetop

Newly built stunning 4-bedroom detached 2-storey home in Pickering.

Newly built stunning 4-bedroom detached 2-storey home in Pickering.
Pickering
10.0 out of 10, Exceptional, (2 reviews)
"Great property. Host was very helpful and place was very nice and clean."
Canada
Ryan J.
The price is AU$764
includes taxes & fees
16 Jan - 17 Jan
Newly built stunning 4-bedroom detached 2-storey home in Pickering.
Living area

Cottage in the Six<br>Steps Away from Beach <br>Great Fishing <br>Rouge River Trails

Cottage in the Six<br>Steps Away from Beach <br>Great Fishing <br>Rouge River Trails
Pickering
6.0 out of 10, (1 review)
"Cute place, but a little small. Furnishing and overall state is a little old and outdated. Rooms were nice."
Canada
Aruvi K.
The price is AU$397
includes taxes & fees
19 Jan - 20 Jan
Cottage in the Six<br>Steps Away from Beach <br>Great Fishing <br>Rouge River Trails
Dining

Luxury Stay W/ Chef’s Kitchen

Luxury Stay W/ Chef’s Kitchen
Pickering
The price is AU$674
includes taxes & fees
29 Jan - 30 Jan
Luxury Stay W/ Chef’s Kitchen
Exterior detail

GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking

GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Ajax
9.4 out of 10, Exceptional, (22 reviews)
"Clean quite enjoying my stay!"
Canada
Aleashia S.
The price is AU$181
includes taxes & fees
19 Jan - 20 Jan
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Exterior

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
10.0 out of 10, Exceptional, (11 reviews)
"Amazing place , amazing owners , beautiful lil paradise ! Well maintained and close to everything you need "
Canada
Jonathan
The price is AU$178
includes taxes & fees
18 Jan - 19 Jan
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Interior

Charming bungalow in lovely Richmond Hill with AC, WiFi

Charming bungalow in lovely Richmond Hill with AC, WiFi
Richmond Hill
8.2 out of 10, Very good, (10 reviews)
"Highly recommend, will come again"
Canada
Aileen
The price is AU$220
includes taxes & fees
16 Jan - 17 Jan
Charming bungalow in lovely Richmond Hill with AC, WiFi
Smart TV, books

Together Time Getaway, Just 5 Mins to Hwy 401

Together Time Getaway, Just 5 Mins to Hwy 401
Courtice
10.0 out of 10, Exceptional, (1 review)
"Was super clean, and fully equipped with everything we needed. Fits description and photos to a tee. Host was very helpful and easy to get in contact with if we needed to. Even left a thank you gift for us at the end of our stay. Not a bad thing to say. "
Canada
Kiana
The price is AU$198
includes taxes & fees
18 Jan - 19 Jan
Together Time Getaway, Just 5 Mins to Hwy 401
Smart TV, fireplace

Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa
Donevan
9.6 out of 10, Exceptional, (7 reviews)
"Spacious accommodations. Easy check-in. "
Canada
Paul L.
The price is AU$221
includes taxes & fees
17 Jan - 18 Jan
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Smart TV, computer monitors

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Whitby
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay. Unit was very quiet. Area is new so lots of construction close by. With the AC running in the rest of the house (most of the day) it made the unit cold. There was no way to control the temperature in the unit. Would have been great to have a side table with a lamp in the bedroom I slept in. Gravel walkway at the side of the house to access the unit. Need to be careful walking on the loose gravel. Overall stay was excellent. "
Canada
Oral
The price is AU$267
includes taxes & fees
18 Jan - 19 Jan
Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Lobby

Soft landing spot | Relaxed basement hideout

Soft landing spot | Relaxed basement hideout
Ajax
8.0 out of 10, Very good, (1 review)
"Great location and pet friendly!Host was kind and easy to communicate with.Could only see one photo on the listing- rest of property is nice.Minimal counter space in the bathroom.Only one sink/basin in kitchen, no dishwasher.Couldn't figure out to operate the dryer."
Canada
Mara S.
The price is AU$231
includes taxes & fees
18 Jan - 19 Jan
Soft landing spot | Relaxed basement hideout
Living area

Clean precious house

Clean precious house
Ajax
The price is AU$147
includes taxes & fees
16 Jan - 17 Jan
Clean precious house
Interior

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Richmond Hill
9.4 out of 10, Exceptional, (14 reviews)
"Cozy stay perfect for teens attending sports competition."
Canada
Etienne G.
The price is AU$170
includes taxes & fees
18 Jan - 19 Jan
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Exterior

Modern luxury suite near historic downtown Port Perry

Modern luxury suite near historic downtown Port Perry
Port Perry
9.6 out of 10, Exceptional, (8 reviews)
"Homeowner was extremely responsive and quick to answer questions.Location was perfect for us.Breakfast was delish!"
United States
Judith S.
The price is AU$205
includes taxes & fees
18 Jan - 19 Jan
Modern luxury suite near historic downtown Port Perry
Dining

Cozy Studio Basement in a Quiet, Peaceful Neighborhood

Cozy Studio Basement in a Quiet, Peaceful Neighborhood
Thornhill
The price is AU$268
includes taxes & fees
16 Jan - 17 Jan
Cozy Studio Basement in a Quiet, Peaceful Neighborhood
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

Pod-Inn Hotel

Pod-Inn Hotel

10/10 Excellent
"The room was spotless and comfortable "
Ashwin Balaji 1-night trip
Posted 21 hours ago
Pod-Inn Hotel

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
75
Accommodation
917 Holiday Homes
Lowest Price
AU$147
Highest Price
AU$764