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Pickering vacation rentals

Search and compare 39 available, short-term properties in Pickering to find your perfect vacation rental.

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Popular short-term rentals in Pickering
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Entire house
3-Bedroom Townhouse In Markham
Details
$138
7 Guests · 3 Beds · 3 Baths
3.3
(4)
vrbo
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Entire house
Toronto 4 Bedroom House Spacious Clean Beautiful Private Convenient Location
Details
$176
8 Guests · 4 Beds · 2 Baths
5.0
(48)
vrbo
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Room in hotel
Comfort Inn Pickering
$1216
trip
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Room in hotel
Super 8 by Wyndham Ajax/Toronto On
Details
$79
3.8
(264)
booking
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Entire apartment
Fully Furnished Basement Apt With Extra Sofa Bed
Details
$40
3 Guests · 1 Bed · 1 Bath
vrbo
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Entire apartment
Furnished 2 Bedroom Basement Apartment
Details
$70
4 Guests · 2 Beds · 1 Bath
5.0
(1)
vrbo
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Room in hotel
Lucien Motel
Details
$72
4.3
(88)
booking
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RV
Happy Glamping: Get away to a week in nature ($88/night+); we deliver/setup
Details
$69
10 Guests
5.0
(1)
outdoorsy
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Entire house
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Details
$73
4 Guests · 1 Bed · 1 Bath
5.0
(2)
vrbo
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Entire house
Charming, Comfortable Apartment in Pickering
Details
$58
4.5
(33)
booking
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RV
2016 Shasta Other
Details
$65
6 Guests
5.0
(5)
outdoorsy
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Entire house
West Rouge Executive Bungalow
Details
$3575
6 Guests · 2 Beds · 2 Baths
vrbo
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Entire house
Comfortable private space
Details
$37
4.6
(33)
booking
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Entire house
cottage Home on a conservation
Details
$1123
10 Guests · 4 Beds · 4 Baths
vrbo
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Entire apartment
Luxurious Charming Modern Suite with a splash of Glam
Details
$85
6 Guests · 1 Bed · 1 Bath
vrbo
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Entire apartment
Gorgeous 1BDR Prime Kitchen
Details
$82
5.0
(1)
booking
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RV
36 ft 2018 Keystone Avalanche 320RS
Details
$85
5 Guests
outdoorsy
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Entire house
Markham Luxury With Plazas & Toronto Minutes Away
Details
$236
10 Guests · 2 Beds · 2 Baths
5.0
(1)
vrbo
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Entire house
Rouge Park Suite - Toronto’s Getaway
Details
$64
booking
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Entire house
Home away from Home!
Details
$144
4 Guests · 2 Beds · 1 Bath
5.0
(1)
vrbo
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Entire house
Luxury Suites at Military Trail
Details
$47
5.0
(5)
booking
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Entire house
Private room with washroom in a brand new house
Details
$53
2 Guests · 1 Bed · 1 Bath
vrbo
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RV
2017 Forest River Shasta Revere
Details
$91
8 Guests
5.0
(6)
outdoorsy
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Bed & breakfast
Therapeutic Loft Getaway with Sauna on an Organic Farm
Details
$207
5 Guests · 1 Bath
5.0
(3)
vrbo
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Entire apartment
Country in the City
Details
$52
4.8
(2)
booking
Great deal vacation homes in Pickering
property picture
Entire house
Toronto 4 Bedroom House Spacious Clean Beautiful Private Convenient Location
Details
$176
8 Guests · 4 Beds · 2 Baths
5.0
(48)
vrbo
property picture
Entire house
Charming, Comfortable Apartment in Pickering
Details
$58
4.5
(33)
booking
property picture
Entire apartment
Furnished 2 Bedroom Basement Apartment
Details
$70
4 Guests · 2 Beds · 1 Bath
5.0
(1)
vrbo
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Entire house
Comfortable private space
Details
$37
4.6
(33)
booking
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RV
2008 Pilgrim International Pilgrim
Details
$61
8 Guests
5.0
(2)
outdoorsy
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Bed & breakfast
THE TARTAN HOUSE BED & BREAKFAST
Details
$95
4.9
(48)
booking
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Entire house
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Details
$73
4 Guests · 1 Bed · 1 Bath
5.0
(2)
vrbo
property picture
RV
2015 Riverside Rv Retro
Details
$76
4 Guests
5.0
(15)
outdoorsy
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Entire apartment
Gorgeous 1BDR Prime Kitchen
Details
$82
5.0
(1)
booking
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Entire house
Markham Luxury With Plazas & Toronto Minutes Away
Details
$236
10 Guests · 2 Beds · 2 Baths
5.0
(1)
vrbo
property picture
RV
Happy Glamping: Get away to a week in nature ($88/night+); we deliver/setup
Details
$69
10 Guests
5.0
(1)
outdoorsy
property picture
RV
2016 Shasta Other
Details
$65
6 Guests
5.0
(5)
outdoorsy
property picture
Entire house
Luxury Suites at Military Trail
Details
$47
5.0
(5)
booking
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Entire house
Home away from Home!
Details
$144
4 Guests · 2 Beds · 1 Bath
5.0
(1)
vrbo
property picture
RV
Glamping it the Right Way!
Details
$76
6 Guests
4.5
(2)
outdoorsy
property picture
Entire apartment
Country in the City
Details
$52
4.8
(2)
booking
property picture
Bed & breakfast
Therapeutic Loft Getaway with Sauna on an Organic Farm
Details
$207
5 Guests · 1 Bath
5.0
(3)
vrbo
property picture
RV
2017 Forest River Shasta Revere
Details
$91
8 Guests
5.0
(6)
outdoorsy

The best rentals from the top sites, all in one place

We believe finding a vacation rental in Pickering should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Pickering

There are 39 holiday homes available in Pickering, and we’re confident you’ll find a property that meets your budget for your next getaway. VacationRenter offers a wide selection of short term rentals from leading travel companies like Airbnb, Vrbo, HomeAway, Booking.com, and many more. Affordable vacation rentals in Pickering start at a nightly rate of $37, with 20% of properties priced under $51 per night. Whether you’re travelling on your own, spending quality time with your significant other, or planning a trip for a group of 4 family members or friends, we can match you with a rental in Pickering that meets your needs. Plus, staying in Pickering will give you close access to popular local attractions like Greenwood Conservation Area and Rotary Park. Finding your dream vacation rental at a reasonable price has never been this easy! Start planning the trip you’ve been dreaming of with VacationRenter.
Vacation house with a pool or hot tub in Pickering
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Room in hotel
Homewood Suites by Hilton Toronto-Ajax
Details
$87
4.4
(219)
booking
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Entire house
Century Schoolhouse Gymnasium Loft in the Country!
Details
$251
4.3
(3)
booking
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Room in hotel
Super 8 by Wyndham Ajax/Toronto on
$593
trip
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Room in hotel
Homewood Suites by Hilton Toronto-Ajax
$656
trip
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Room in hotel
Hilton Garden Inn Toronto/Ajax
$1309
trip
Pet friendly vacation homes in Pickering
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Room in hotel
Comfort Inn Pickering
Details
$75
3.8
(413)
booking
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Room in hotel
Homewood Suites by Hilton Toronto-Ajax
Details
$87
4.4
(219)
booking
property picture
RV
2008 Pilgrim International Pilgrim
Details
$61
8 Guests
5.0
(2)
outdoorsy
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Room in hotel
Hilton Garden Inn Toronto/Ajax
Details
$70
4.2
(301)
booking
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RV
2015 Riverside Rv Retro
Details
$76
4 Guests
5.0
(15)
outdoorsy
property picture
RV
Glamping it the Right Way!
Details
$76
6 Guests
4.5
(2)
outdoorsy
property picture
Bed & breakfast
THE TARTAN HOUSE BED & BREAKFAST
Details
$95
4.9
(48)
booking
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RV
2011 Forest River Rockwood Roo
Details
$60
7 Guests
outdoorsy
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RV
1988 Fleetwood Prowler Lynx
Details
$49
5 Guests
outdoorsy
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Entire house
Century Schoolhouse Gymnasium Loft in the Country!
Details
$251
4.3
(3)
booking
property picture
RV
Rollin in Style
Details
$76
8 Guests
outdoorsy

Home-types in Pickering

Pickering has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Pickering:

Points of interests in Pickering

Pickering has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Pickering:

Popular rental amenities

Air Conditioner
37 rentals
Kitchen / Kitchenette
35 rentals
TV
33 rentals
Parking
25 rentals
Internet / Wifi
24 rentals
Laundry
23 rentals
Pets Allowed
11 rentals

Price trends in Pickering

$300
03/07 - 03/13
$81 per night
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03/14 - 03/20
$93 per night
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03/21 - 03/27
$94 per night
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03/28 - 04/03
$91 per night
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04/04 - 04/10
$98 per night
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04/11 - 04/17
$96 per night
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04/18 - 04/24
$98 per night
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04/25 - 05/01
$98 per night
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05/02 - 05/08
$97 per night
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05/09 - 05/15
$97 per night
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05/16 - 05/22
$98 per night
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05/23 - 05/29
$97 per night
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05/30 - 06/05
$110 per night
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06/06 - 06/12
$99 per night
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06/13 - 06/19
$102 per night
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06/20 - 06/26
$95 per night
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06/27 - 07/03
$95 per night
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07/04 - 07/10
$113 per night
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07/11 - 07/17
$118 per night
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07/18 - 07/24
$117 per night
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07/25 - 07/31
$117 per night
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08/01 - 08/07
$130 per night
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08/08 - 08/14
$130 per night
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08/15 - 08/21
$138 per night
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08/22 - 08/28
$139 per night
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08/29 - 09/04
$117 per night
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09/05 - 09/11
$118 per night
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09/12 - 09/18
$118 per night
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09/19 - 09/25
$140 per night
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09/26 - 10/02
$114 per night
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10/03 - 10/09
$114 per night
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10/10 - 10/16
$118 per night
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10/17 - 10/23
$118 per night
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10/24 - 10/30
$140 per night
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10/31 - 11/06
$118 per night
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11/07 - 11/13
$98 per night
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11/14 - 11/20
$100 per night
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11/21 - 11/27
$150 per night
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11/28 - 12/04
$151 per night
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12/05 - 12/11
$231 per night
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12/12 - 12/18
$235 per night
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12/19 - 12/25
$235 per night
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12/26 - 01/01
$154 per night
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01/02 - 01/08
$153 per night
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01/09 - 01/15
$155 per night
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01/16 - 01/22
$155 per night
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01/23 - 01/29
$155 per night
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01/30 - 02/05
$155 per night
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Mar
Apr
May
Jun
Jul
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Oct
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Dec
Jan
Nearby destinations
Mississauga Toronto Lewiston Niagara Falls Goat Island Kenmore Niagara Falls Niagara-on-the-Lake Hamilton Hamburg Amherst Williamsville Brampton Buffalo Kawartha Lakes Orchard Park Vaughan Fort Erie Gravenhurst Burlington Markham Bowmansville Saint Catharines Whitby Barrie Wasaga Beach Richmond Hill Cheektowaga Halton Hills Oakville Oshawa Pickering Port Colborne Grand Island Burt Newmarket Medina Derby Olcott Ajax
Top destinations in Ontario
Ajax Barrie Belleville Burlington Cambridge Chatham-Kent Collingwood Douro-Dummer Dysart and Others Fort Erie Gravenhurst Guelph Halton Hills Hastings Highlands Kenora Kingston Lambton Shores Leamington Markham N Bruce Peninsula Newmarket North Bay Oakville Oshawa Parry Sound Pelee Penetanguishene Port Colborne Richmond Hill Rideau Lakes Saint Catharines Sarnia Sauble Beach Sault Ste Marie Stratford Sudbury Thunder Bay Tobermory Wasaga Beach Whitby
Top destinations in Canada
Alberta British Columbia Manitoba New Brunswick Newfoundland and Labrador Northwest Territories Nova Scotia Ontario Prince Edward Island Quebec Saskatchewan Yukon
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