Holiday Homes in Pickering

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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

Holiday Home in Pickering

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi
The price is €159
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

Holiday Home in Pickering

Cozy Countryside Guesthouse with BBQ & Firepit
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 €129
includes taxes & fees
28 Jan - 29 Jan
Cozy Countryside Guesthouse with BBQ & Firepit
Interior

Holiday Home in Pickering

Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke free
The price is €222
includes taxes & fees
1 Feb - 2 Feb
Private 2 bedroom Unit, Private entry, 2 parking- pet/smoke free
Smart TV

Holiday Home in Pickering

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
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 €287
includes taxes & fees
19 Jan - 20 Jan
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Interior

Holiday Home in Pickering

A beautiful Walkout basement
10.0 out of 10, Exceptional, (1 review)
"Great place and quiet neighborhood. "
United States
Lance C.
The price is €307
includes taxes & fees
20 Jan - 21 Jan
A beautiful Walkout basement
Fridge, microwave, oven, stovetop

Holiday Home in Pickering

Newly built stunning 4-bedroom detached 2-storey home in 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 €458
includes taxes & fees
16 Jan - 17 Jan
Newly built stunning 4-bedroom detached 2-storey home in Pickering.
Living area

Holiday Home in Pickering

Cottage in the Six<br>Steps Away from Beach <br>Great Fishing <br>Rouge River Trails
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 €235
includes taxes & fees
19 Jan - 20 Jan
Cottage in the Six<br>Steps Away from Beach <br>Great Fishing <br>Rouge River Trails
Dining

Holiday Home in Pickering

Luxury Stay W/ Chef’s Kitchen
The price is €407
includes taxes & fees
15 Feb - 16 Feb
Luxury Stay W/ Chef’s Kitchen
Exterior detail

Holiday Home in Ajax

GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
9.4 out of 10, Exceptional, (22 reviews)
"Clean quite enjoying my stay!"
Canada
Aleashia S.
The price is €106
includes taxes & fees
19 Jan - 20 Jan
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Exterior

Holiday Home in Ajax

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
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 €104
includes taxes & fees
25 Jan - 26 Jan
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Interior

Holiday Home in Richmond Hill

Charming bungalow in lovely Richmond Hill with AC, WiFi
8.2 out of 10, Very good, (10 reviews)
"Highly recommend, will come again"
Canada
Aileen
The price is €128
includes taxes & fees
16 Jan - 17 Jan
Charming bungalow in lovely Richmond Hill with AC, WiFi
Smart TV, books

Holiday Home in Courtice

Together Time Getaway, Just 5 Mins to Hwy 401
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 €116
includes taxes & fees
18 Jan - 19 Jan
Together Time Getaway, Just 5 Mins to Hwy 401
Smart TV, fireplace

Holiday Home in Donevan

Entire 1 bedroom basement suite with separate entrance in North Oshawa
9.6 out of 10, Exceptional, (7 reviews)
"Spacious accommodations. Easy check-in. "
Canada
Paul L.
The price is €129
includes taxes & fees
17 Jan - 18 Jan
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Smart TV, computer monitors

Holiday Home in Whitby

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
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 €155
includes taxes & fees
18 Jan - 19 Jan
Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Lobby

Holiday Home in Ajax

Soft landing spot | Relaxed basement hideout
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 €135
includes taxes & fees
16 Jan - 17 Jan
Soft landing spot | Relaxed basement hideout
Living area

Holiday Home in Ajax

Clean precious house
The price is €86
includes taxes & fees
16 Jan - 17 Jan
Clean precious house
Interior

Holiday Home in Richmond Hill

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
9.4 out of 10, Exceptional, (14 reviews)
"Cozy stay perfect for teens attending sports competition."
Canada
Etienne G.
The price is €100
includes taxes & fees
18 Jan - 19 Jan
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Exterior

Holiday Home in Port Perry

Modern luxury suite near historic downtown 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 €120
includes taxes & fees
18 Jan - 19 Jan
Modern luxury suite near historic downtown Port Perry
Dining

Holiday Home in Thornhill

Cozy Studio Basement in a Quiet, Peaceful Neighborhood
The price is €156
includes taxes & fees
24 Jan - 25 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.
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Top Pickering Hotel Reviews

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

10/10 Excellent
"The breakfast food was fresh"
Edward 1-night trip
Posted 14 hours ago
Holiday Inn Toronto Downtown Centre by IHG

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
74
Accommodation
916 Holiday Homes
Lowest Price
€86
Highest Price
€458