228+ Rental Villas and Private Getaways in Pickering |
  1. Canada
  2. Ontario
  3. Oshawa
  4. Pickering

Pickering Villa Rentals

About Pickering Vacation Rentals

There are more than 228 incredible getaway rentals that are available in Pickering. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Pickering.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Pickering, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Pickering. Places to stay near Pickering are 456.1 ft² on average, with prices averaging US $191 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Pickering. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Show more
Show less

Top Private Villas, Resorts, and Rentals in Pickering

Type Count
Vacation Homes 158
Holiday Apartments 47
Villas 6
B&B 2
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Pickering

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Pickering with BedroomVillas.

Weather in Pickering, ON

View the weather forecast for Pickering before booking your Pickering Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Stay Near Pickering's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Pickering's Research Top Attractions For Your Vacation


Herongate Barn Theatre
Deer Creek North Golf Course
Glen Cedars Golf Club
Luke Andrews Wood Sculptures
AnNonedale Golf and Country Club
CN Tower
Toronto Eaton Centre
Canada's Wonderland
Rogers Centre
Scotiabank Arena
Ripley's Aquarium of Canada
Metro Toronto Convention Centre
Royal Ontario Museum
Toronto Zoo
Casa Loma
Vaughan Mills Mall
University of Toronto - St. George Campus
Royal Alexandra Theatre
Hockey Hall of Fame
Harbourfront Centre

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Luke Andrews Wood Sculptures 680 Properties
Annandale Golf and Country Club 221 Properties
Glen Cedars Golf Club 105 Properties
Deer Creek North Golf Course 32 Properties
Herongate Barn Theatre 28 Properties

Complexes around Pickering, ON


Comfort Inn 3 Properties

Frequently Asked Questions About Pickering?

What are the top hotels or resorts in Pickering?

We provide an array of great vacation destinations in Pickering. If you are looking to stay in or around the Pickering area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Pickering:

Which hotel or resort in Pickering is best for families?

Searching for a family-friendly getaway in Pickering? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Pickering?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 228 in the Pickering area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Pickering. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Scarborough Rental Villas and Private Getaways in Oshawa, Ontario 244

People Also Ask

There are 4 hotels in Pickering 1 resorts, and 211 rentals

Recently Booked Hotels, Resorts, or Rentals in Pickering