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Holiday Homes in Pickering

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Featured Holiday Homes in Pickering and around

Prime Downtown 2BR - 5 Min to Scotiabank Arena

9.6 out of 10, Exceptional, (8)
"We liked that the place was clean, close to a lot of downtown attractions "
Prime Downtown 2BR - 5 Min to Scotiabank Arena

Luxury 1BR - Walk to CN Tower - Convention Centre

9.6 out of 10, Exceptional, (40)
"The apartment was very nice and met all of our expectations. We had a great stay and highly recommend this place."
Luxury 1BR - Walk to CN Tower - Convention Centre

Spectacular Presidential Loft - Downtown Toronto

9.0 out of 10, Wonderful, (29)
"Great place to stay , close by to everything "
The price is €331
includes taxes & fees
17 Aug - 18 Aug
Spectacular Presidential Loft - Downtown Toronto

Restuary Stays - Pool|Gym|Sauna|Hot Tub|Free Parking

9.8 out of 10, Exceptional, (38)
"Close to the lake for leisure activities and close to the exhibition centre.."
The price is €377
includes taxes & fees
27 Aug - 28 Aug
Restuary Stays - Pool|Gym|Sauna|Hot Tub|Free Parking

Lakeshore Vista - Free Parking

9.4 out of 10, Exceptional, (6)
Lakeshore Vista - Free Parking

1King 1Queen 1Twin Beds/CN TowerView/Luxury Suite

8.4 out of 10, Very good, (45)
"Todo excelente "
1King 1Queen 1Twin Beds/CN TowerView/Luxury Suite

Luxury Cityscape 2-bedroom

9.6 out of 10, Exceptional, (8)
"The view was incredible. This place was a lot more spacious than it looks online. Definitely Exceeded my expectations! Everything was very clean. If we’re in town again, no doubt will be staying here!! "
The price is €464
includes taxes & fees
25 Aug - 26 Aug
Luxury Cityscape 2-bedroom

A Modern Private Basement Suite – Richmond Hill

10.0 out of 10, Exceptional, (1)
"Had an incredible stay. Communication was great, they were very understanding that we were at Canadas Wonderland for the day and would be checking in late. Everything was exactly like they had advertised. Would definitely recommend. "
The price is €137
includes taxes & fees
25 Aug - 26 Aug
A Modern Private Basement Suite – Richmond Hill

Downtown 2BR - 5 min to Eaton Centre

9.0 out of 10, Wonderful, (8)
"Great stay in a cozy and clean space. The communication and responsiveness were excellent!"
Downtown 2BR - 5 min to Eaton Centre

Tripshine DT Executive 3BR/2BA king bed Parking Lakeview

10.0 out of 10, Exceptional, (11)
"Needed a place to stay after a concert and the condo and location were excellent "
Tripshine DT Executive 3BR/2BA king bed Parking Lakeview

Urban Vistas - Premier Dundas Square Locale & City Views

9.0 out of 10, Wonderful, (2)
"This an absolute gem of a place. It’s got everything you need and it’s so close to everything. The host is very responsive and helpful. "
Urban Vistas - Premier Dundas Square Locale & City Views

Heart of Toronto - 2BR - Free Parking

9.6 out of 10, Exceptional, (12)
Heart of Toronto - 2BR - Free Parking

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

9.2 out of 10, Wonderful, (14)
"Clean quite enjoying my stay!"
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking

Garrison Commons - Free Parking - Pool - Gym

Garrison Commons - Free Parking - Pool - Gym

Charming bungalow in lovely Richmond Hill with AC, WiFi

8.4 out of 10, Very good, (7)
"Highly recommend, will come again"
The price is €130
includes taxes & fees
13 Aug - 14 Aug
Charming bungalow in lovely Richmond Hill with AC, WiFi

Amazing 2BR Suite - Heart of Toronto - Free Parking

9.8 out of 10, Exceptional, (6)
"Super walkable to everywhere we wanted to go: Rogers Center, CN Tower, waterfront. The view was not water facing, but still pleasant to sit out on the balcony. AC worked just fine, the beds were VERY firm. Plenty of clean bedding and towels. Little kitchen was great and fully functional. The parking and getting into the building was really stressful, but follow the directions from the email he sends you the day before and day of and you’ll get it. Overall we were SUPER happy we went with this...
Amazing 2BR Suite - Heart of Toronto - Free Parking

Chic 1BR - Lively King West - Downtown

9.8 out of 10, Exceptional, (29)
"Clean, quiet and close to downtown Toronto"
Chic 1BR - Lively King West - Downtown

The Galleria - 3BR Suite

9.2 out of 10, Wonderful, (17)
"Came to town with a group of friends for the jays games and everything was awesome"
The Galleria - 3BR Suite

Casa Hotel: Modern Industrial Home w Private Patio

10.0 out of 10, Exceptional, (2)
"Our stay was wonderful. Highly recommend this rental"
Casa Hotel: Modern Industrial Home w Private Patio

The Artist House in Downtown Richmond Hill [2bdrm|1 bath]

9.6 out of 10, Exceptional, (45)
"Host was very kind "
The Artist House in Downtown Richmond Hill [2bdrm|1 bath]
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