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

Pickering villa rentals

We found 6 villa rentals — enter your dates for availability

Explore Pickering villa rentals

Image of Modern Gem, Spacious, Parking | THH

Modern Gem, Spacious, Parking | THH

Sleeps 10 · 3 bedrooms · 2+ bathrooms

Image of Luxury 5 Bedroom Nature Villa in Beautiful Pickering with Swimming Pool

Luxury 5 Bedroom Nature Villa in Beautiful Pickering with Swimming Pool

Sleeps 16 · 5 bedrooms · 4 bathrooms

Image of Newly renovated luxury Home with deck, surrounded by trees on a 5 acres land

Newly renovated luxury Home with deck, surrounded by trees on a 5 acres land

Sleeps 10 · 6 bedrooms · 3 bathrooms

Image of Luxurious Villa: 1 hour to Toronto+3 Living Rooms+4 bedrooms+4 toilets+ Backyard

Luxurious Villa: 1 hour to Toronto+3 Living Rooms+4 bedrooms+4 toilets+ Backyard

Sleeps 10 · 4 bedrooms · 3+ bathrooms

Image of 7BR Family Getaway with HotTub, BBQ and PoolTable

7BR Family Getaway with HotTub, BBQ and PoolTable

Sleeps 16 · 4+ bathrooms

Image of Amazing Luxury Forest Villa

Amazing Luxury Forest Villa

Sleeps 10 · 6 bedrooms · 3+ bathrooms

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value