Pickering Vacation Homes

A calm lake with rocky shores, surrounded by dense forest and a clear sky.

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Our top choices for Pickering holiday homes

A staircase with wooden steps and white trim, leading to a living area with a sofa and a coffee table.

1. BEACH HOUSE : FIRST FLOOR

Bay Ridges

Mysty K.

HK$1,235 total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with a central island, a wooden cabinet, and a decorative wall piece.

2. Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!

Liverpool

Lisa S.

HK$1,257 total

includes taxes & fees

18 Oct - 19 Oct

A laundry area with stacked washers and dryers, wooden cabinets, and a tiled backsplash.

3. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Liverpool

Prem

HK$1,949 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

4. Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard

Dunbarton

Janaina

HK$2,477 total

includes taxes & fees

22 Oct - 23 Oct

A bedroom with a bed, bedside tables, a dresser, and a painting on the wall.

5. Newly Renovated, Family Friendly 2-Bedroom Retreat

Liverpool

HK$1,267 total

includes taxes & fees

19 Oct - 20 Oct

A two-story house with a stone facade, a garage, and a front porch.

6. Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking

Highbush

Branden T.

HK$2,272 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a marble-patterned rug, a sofa, and a glass coffee table.

7. A beautiful Walkout basement

Highbush

Chelsea

HK$2,102 total

includes taxes & fees

19 Oct - 20 Oct

A neatly made bed with white linens, a grey towel, and a nightstand with a lamp.

8. Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard

Lamoreaux

HK$3,186 total

includes taxes & fees

19 Oct - 20 Oct

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Top Pickering Hotel Reviews

One King West Hotel & Residence

8/10 Good

"Room was spacious and clean. Bathroom is a bit dated. Loved the view but unfortunately there is no soundproofing so we could hear traffic and emergency vehicles all night. Staff were very friendly and attentive to detail. I had mentioned my allergies and upon check in they confirmed the hypoallergenic pillows were added as requested. Hotel is conveniently located with access to the PATH."

Hotel Riu Plaza Toronto

10/10 Excellent

"Lovely hotel right in the heart of downtown Toronto. It’s about a 15-minute walk to Union Station for GO trains and the UP Express to the airport. The breakfast buffet was always fully stocked, and the hotel is close to plenty of shops and restaurants. The room was clean and well-kept every day. The staff were excellent — they welcomed us every time we entered or left the hotel. We also used the luggage hold for a few hours after checkout, which was a real bonus with a late flight. It let us enjoy an extra day exploring the city without dragging our bags around."

Union Hotel

10/10 Excellent

"Union Hotel was great! Very close to Union Station, which is why we chose this hotel in the first place. The decor is super fun and in general, the atmosphere was groovy. We didn’t have time to try to coffee shop in the lobby, but would definitely like to if I returned. Rooms were small, but that’s normal for downtown Toronto, and the beds were super comfy. Water pressure was a little low in the shower, and the soundproofing between the bathroom and the rest of the room wasn’t great, but it’s not a dealbreaker."

Pickering Casino Resort Hotel

10/10 Excellent

"Even with the ongoing labour dispute, the hotel was clean, friendly and comfortable. Getting onto the property was relatively quick despite picketers holding cars for 5 mins and letting 5 cars in at a time. The concert venue is conveniently located as is the gambling floor."

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