Pickering Guest Houses

A park with a paved path, grassy areas, trees, and a body of water.

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Our top choices for Pickering guest houses

A bedroom with a bed, a nightstand, an air conditioning unit, and a sliding door.

1. Dairy Homestay

Scarborough

Darin

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a bed, a desk, a chair, a door, and a window.

2. Cozy Home Near Transit & Hillcrest Mall with Free Parking

Richmond Hill

ibrahim

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with wooden cabinets, stainless steel appliances, and a marble floor.

3. Renovated Rooms 10-min to Finch Subway Near Yonge St

North York

Aaron

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a bed, a television mounted on the wall, a window with a view of trees, and a door leading to a bathroom.

4. Upgraded Ensuite Rooms 7-min to Subway Near Downsview Rogers Stadium

North York

Robert

includes taxes & fees

28 Oct - 29 Oct

A bedroom with a bed, a TV mounted on the wall, a wooden chair, a desk, and a bathroom door.

5. Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026

Richmond Hill

Liping

includes taxes & fees

29 Oct - 30 Oct

A snow-covered outdoor area with a wooden hot tub and a metal bowl, surrounded by buildings.

6. Sumach House

Downtown Toronto

"Our stay at Sumach House was absolutely amazing! The room looked exactly like the photos, and the host was incredibly responsive and attentive. One thoughtful touch that really stood out was receiving a message at 1 p.m. letting us know our room was ready in case we wanted to check in early. That had never happened to me before, and I really appreciated it! The house itself is beautiful, filled with charming details and unique finds. We loved the terrace, and although we didn’t get a chance to...

Fiorella

includes taxes & fees

9 Nov - 10 Nov