Pickering Vacation Rentals

Choose from 260 vacation rentals located in Pickering, Ontario. Top filters in Pickering include Air conditioner, Internet / Wifi, and Kitchen / Kitchenette. Prices range from $39 to $2,816 per night. Our most popular vacation rental types near Pickering are Hotel and RV.

Top vacation rentals in Pickering

Front of house with large private driveway for parking cars

5.0

Outstanding(49 Reviews)

House

in Toronto

Toronto 4 Bedroom House Spacious Clean Beautiful Private Convenient Location

8 guests · 4 bedrooms · 2 baths

Garden · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Pickering? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

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3.4

Average(672 Reviews)

Hotel

in Pickering

3star

Comfort Inn Pickering

Pets allowed · Kitchen / Kitchenette · Air conditioner

Discover the beauty of Pickering with a stay at Comfort Inn Pickering, a top rated Hotel with amenities such as Air conditioner, Internet / Wifi and Laundry, and more.

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4.1

Excellent(451 Reviews)

Hotel

in Ajax

3star

Hilton Garden Inn Toronto/Ajax

Pool · Pets allowed · Kitchen / Kitchenette

Looking for a Hotel in Pickering, this Hotel for $78 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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4.1

Excellent(322 Reviews)

Hotel

in Ajax

3star

Homewood Suites by Hilton Toronto-Ajax

Pool · Kitchen / Kitchenette · Air conditioner

This Hotel in Pickering, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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Explore vacation rentals with the most popular amenities in Pickering

Vacation rentals with air conditioning in Pickering

4.6

Outstanding(109 Reviews)

Vacation rental

in Pickering

Comfortable private space

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

When traveling to Pickering, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $81 per night.

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4.5

Excellent(11 Reviews)

Bed and Breakfast

in Pickering

Charming, Comfortable Bsmt Apartment in Pickering

Garden · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Bed and Breakfast in Pickering has everything you need for a rejuvenating stay. Treat yourself to Charming, Comfortable Bsmt Apartment in Pickering's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

$$$$

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4.5

Excellent(64 Reviews)

Vacation rental

in Toronto

Luxury Suites at Military Trail

Garden · Kitchen / Kitchenette · Air conditioner

Soak up the beauty of Pickering in our Vacation rental, Luxury Suites at Military Trail. With a range of amenities such as Air conditioner, Internet / Wifi and Balcony / Patio, you'll feel right at home.

$$$$

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5.0

Outstanding(16 Reviews)

Condo

in Whitby

Dream Catcher Retreat - Luxurious Charming Modern Suite with splash of Glam

4 guests · 1 bedroom · 1 bath

Garden · Pool · Kitchen / Kitchenette

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Pickering, at $89 per night for your next great vacation.

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Pickering

Pickering travel guide

Let us help you plan your perfect Pickering vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Pickering, and more.