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

Holiday Homes in Pickering

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Pickering holiday homes

Private kitchen

Blossom Nest - 4 Beds, 2.5 Baths, 3 Park

Blossom Nest - 4 Beds, 2.5 Baths, 3 Park
Clarington
The price is AU$539
includes taxes & fees
20 July - 21 July
Blossom Nest - 4 Beds, 2.5 Baths, 3 Park
Dining

Stylish Home near Luxury Spa & GO Station

Stylish Home near Luxury Spa & GO Station
Whitby
The price is AU$478
includes taxes & fees
19 July - 20 July
Stylish Home near Luxury Spa & GO Station
Interior

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

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Pickering
The price is AU$753
includes taxes & fees
27 July - 28 July
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
1 bedroom, desk, free WiFi, bed sheets

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, (16 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 AU$184
includes taxes & fees
21 July - 22 July
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Private kitchen

New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.4 out of 10, Very good, (10 reviews)
"Clean, convenient, and easy to check-in and out!"
United States
Jordan
The price is AU$366
includes taxes & fees
22 July - 23 July
New Modern Home + Free Parking In Ajax
Fridge, microwave, oven, stovetop

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, (8 reviews)
"Beautiful place to stay, very clean and cozy, would highly recommend!"
Canada
Lisamarie
The price is AU$165
includes taxes & fees
19 July - 20 July
Together Time Getaway, Just 5 Mins to Hwy 401
Interior

Walk out to Salmon Creek

Walk out to Salmon Creek
Bowmanville
10.0 out of 10, Exceptional, (3 reviews)
"Clean and spacious "
Canada
David
The price is AU$173
includes taxes & fees
20 July - 21 July
Walk out to Salmon Creek
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
9.4 out of 10, Exceptional, (14 reviews)
"Great place to stay if you need a short drive to Tribute Communities Centre. Samantha responds to inquiries quickly and the check in process is simple. "
Canada
Anne H.
The price is AU$190
includes taxes & fees
27 July - 28 July
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Dining

Luxury KIA Room A private room

Luxury KIA Room A private room
Richmond Hill
The price is AU$194
includes taxes & fees
24 July - 25 July
Luxury KIA Room A private room
Dining

The private room in bungalow in Richmond Hill perfect for a relaxing getaway

The private room in bungalow in Richmond Hill perfect for a relaxing getaway
Richmond Hill
8.0 out of 10, Very good, (1 review)
The price is AU$162
includes taxes & fees
17 July - 18 July
The private room in bungalow in Richmond Hill perfect for a relaxing getaway
Interior

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)
"Very warm and tidy house. Host was very responsive. Highly recommended."
United Kingdom
Simon H.
The price is AU$756
includes taxes & fees
19 July - 20 July
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
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, (16 reviews)
"Very nice place"
Canada
Martin D.
The price is AU$194
includes taxes & fees
19 July - 20 July
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Smart TV

Newly renovated 2 bedroom suite lower level.

Newly renovated 2 bedroom suite lower level.
Richmond Hill
10.0 out of 10, Exceptional, (23 reviews)
"Enjoyed a great stay ."
Canada
Navneet
The price is AU$282
includes taxes & fees
31 July - 1 Aug
Newly renovated 2 bedroom suite lower level.
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$272
includes taxes & fees
17 July - 18 July
Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Dining

Welcome! This is a private 1-bedroom lower-level basement suite in our home.

Welcome! This is a private 1-bedroom lower-level basement suite in our home.
Ajax
The price is AU$211
includes taxes & fees
20 July - 21 July
Welcome! This is a private 1-bedroom lower-level basement suite in our home.
2 bedrooms, desk, iron/ironing board, free WiFi

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$290
includes taxes & fees
20 July - 21 July
Modern luxury suite near historic downtown Port Perry
Interior

Charming bungalow in lovely Richmond Hill with AC, WiFi

Charming bungalow in lovely Richmond Hill with AC, WiFi
Richmond Hill
8.4 out of 10, Very good, (19 reviews)
"Everything was amazing"
United States
Anthony
The price is AU$208
includes taxes & fees
18 July - 19 July
Charming bungalow in lovely Richmond Hill with AC, WiFi
Smart TV, books

25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk

25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk
Richmond Hill
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, host was very responsive. An incredibly nice place to stay."
Canada
Ian J.
The price is AU$399
includes taxes & fees
5 Aug - 6 Aug
25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk
Microwave, oven, stovetop

Modern 1BR • Private Entry • Kitchen & W/D

Modern 1BR • Private Entry • Kitchen & W/D
Eastdale
The price is AU$237
includes taxes & fees
28 July - 29 July
Modern 1BR • Private Entry • Kitchen & W/D
Smart TV, fireplace

Modern Designer Suite — Minutes to Thermëa Spa & Highways 407, 401 and GO

Modern Designer Suite — Minutes to Thermëa Spa & Highways 407, 401 and GO
Whitby
10.0 out of 10, Exceptional, (1 review)
"Thank you for the lovely place and being so responsive on questions and check in! I asked my son for feedback, and he said the shower was great. The bed and pillow worked great. Would have been nice to have some bowls in the kitchen for his cereal and rice dishes. Also, some type of Tupperware of food storage dishes for the leftovers he had. Other than that, it was a great stay."
United States
Yvette C.
The price is AU$262
includes taxes & fees
26 July - 27 July
Modern Designer Suite — Minutes to Thermëa Spa & Highways 407, 401 and GO
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

Fairmont Royal York

Fairmont Royal York

10/10 Excellent
"Nice experience, love it"
Alain 3-night trip
Posted 1 hour ago
Fairmont Royal York

Find out more about Pickering

Pickering Holiday Homes information

Number of reviews
151
Accommodation
717 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$756