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

Pickering Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Pickering vacation rentals

Interior

1. BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Pickering
10.0 out of 10, Exceptional, (1 review)
"The location was wonderful and Tanika was a great host. House was clean and well organized. Definitely would book with her again!"
United States
Mysty K.
$141 nightly
The price is $160
Aug 18 - Aug 19
Total with taxes and fees
BEACH HOUSE : FIRST FLOOR
Dining

2. Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish

Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
Pickering
10.0 out of 10, Exceptional, (5 reviews)
"very nice place. easy access to GOtrain"
Canada
Guy
$252 nightly
The price is $285
Aug 19 - Aug 20
Total with taxes and fees
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
Dining

3. Cozy & modern apartment in Pickering

Cozy & modern apartment in Pickering
Pickering
8.4 out of 10, Very Good, (5 reviews)
"Clean and spacious "
Canada
Nouman
$126 nightly
The price is $143
Aug 23 - Aug 24
Total with taxes and fees
Cozy & modern apartment in Pickering
Interior

4. Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s

Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s
Pickering
10.0 out of 10, Exceptional, (2 reviews)
"The property is a very quick drive to Frenchman’s Bay and a lovely walk to stores such as the grocery store and Michael’s. The host was helpful when we had questions and an issue with the TV. It was a quiet environment although we did hear the dog barking at times for awhile. The Vrbo was clean and well cared for. Overall I would recommend this Vrbo."
United States
Cheryllynne C.
$111 nightly
The price is $125
Aug 18 - Aug 19
Total with taxes and fees
Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s
Interior

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

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Pickering
10.0 out of 10, Exceptional, (2 reviews)
"Was what we needed for the night"
United States
Lisa S.
$126 nightly
The price is $142
Aug 13 - Aug 14
Total with taxes and fees
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Interior

6. Beautiful three bedroom house in Pickering

Beautiful three bedroom house in Pickering
Pickering
9.6 out of 10, Exceptional, (9 reviews)
"The host was very good at communicating. The property was very welcoming."
United States
Dizahab C.
$344 nightly
The price is $389
Aug 31 - Sep 1
Total with taxes and fees
Beautiful three bedroom house in Pickering
Interior

7. A beautiful Walkout basement

A beautiful Walkout basement
Pickering
9.6 out of 10, Exceptional, (8 reviews)
"Great place and quiet neighborhood. "
United States
Lance C.
$271 nightly
The price is $306
Sep 2 - Sep 3
Total with taxes and fees
A beautiful Walkout basement
Smart TV

8. Cozy & Charming Apt For 4 | Quiet & Privacy

Cozy & Charming Apt For 4 | Quiet & Privacy
Pickering
8.8 out of 10, Excellent, (3 reviews)
"I highly recommend this place. It far exceeds the pictures the level of modem comfort , appeal and cleanliness. The location, additional is very central. Very close to prominent attractions like The Marina, The Toronto Zoo, Lake Eerie and lovely botanical gardens. I am already planning my next trip for October and this will be my choice of accommodation! Seldom do you go to an air b and b and there’s washer and dryer with detergent provided. I was blown away by this cozy place as described. The...
United States
Suzette M.
$287 nightly
The price is $324
Aug 11 - Aug 12
Total with taxes and fees
Cozy & Charming Apt For 4 | Quiet & Privacy
Exterior

9. Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard

Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
Pickering
10.0 out of 10, Exceptional, (2 reviews)
"Place was amazing. Super clean. Jasmine was super helpful with any questions I had and also had great recommendations."
United States
Branden T.
$304 nightly
The price is $344
Aug 23 - Aug 24
Total with taxes and fees
Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
Smart TV, fireplace

10. Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price

Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price
Pickering
8.8 out of 10, Excellent, (20 reviews)
"Property owner was very responsive. The house was spacious and had what we needed to keep the kids entertained and to do what we had to. Great location and quiet, beautiful neighborhood."
Canada
Janaina
$385 nightly
The price is $435
Aug 23 - Aug 24
Total with taxes and fees
Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price
1 bedroom, desk, WiFi (free), bed sheets

11. Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
7.6 out of 10, Good, (4 reviews)
"It was an alright night away. Place was fairly clean, newer Reno for sure with some smaller kinks to be worked out. No wifi instructions and noises in the morning with occupants of the other side of the house. Neat spot for a little getaway for the night."
Canada
Geoff G.
$128 nightly
The price is $145
Aug 16 - Aug 17
Total with taxes and fees
Cozy Countryside Guesthouse with BBQ & Firepit
Smart TV, fireplace

12. Spacious 4-bedroom house in Pickering

Spacious 4-bedroom house in Pickering
Pickering
7.6 out of 10, Good, (4 reviews)
"Perfect and quiet location for us, plenty of room, clean and comfortable. "
United States
Jacob M.
$429 nightly
The price is $485
Aug 17 - Aug 18
Total with taxes and fees
Spacious 4-bedroom house in Pickering
4 bedrooms, desk, iron/ironing board, WiFi (free)

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

Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Pickering
10.0 out of 10, Exceptional, (1 review)
$364 nightly
The price is $412
Sep 7 - Sep 8
Total with taxes and fees
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Interior

14. Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park

Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Pickering
10.0 out of 10, Exceptional, (7 reviews)
"The house is beautiful, clean, and quiet. The host was very responsive and answered all my questions promptly. We had a great stay."
United States
Manouchka M.
$364 nightly
The price is $412
Sep 7 - Sep 8
Total with taxes and fees
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Living area

15. Airy Nest - 4 Beds, 2.5 Baths, 2 park

Airy Nest - 4 Beds, 2.5 Baths, 2 park
Pickering
10.0 out of 10, Exceptional, (1 review)
$364 nightly
The price is $412
Sep 7 - Sep 8
Total with taxes and fees
Airy Nest - 4 Beds, 2.5 Baths, 2 park
Smart TV

16. Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Pickering
8.0 out of 10, Very Good, (6 reviews)
"I had a wonderful stay! The place was clean, cozy, and exactly what I needed. The host was welcoming and made everything easy. I’d definitely recommend it and would love to come back again!"
Canada
Nyajah H.
$336 nightly
The price is $380
Sep 8 - Sep 9
Total with taxes and fees
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Interior

17. Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Pickering
$344 nightly
The price is $389
Sep 6 - Sep 7
Total with taxes and fees
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
2 bedrooms, WiFi, bed sheets

18. Stylish Modern Family Suite with Patio

Stylish Modern Family Suite with Patio
Old Toronto
9.2 out of 10, Wonderful, (13 reviews)
"Place was great and staff even better!"
Canada
roy r.
$400 nightly
The price is $473
Aug 16 - Aug 17
Total with taxes and fees
Stylish Modern Family Suite with Patio
1 bedroom, desk, WiFi (free), bed sheets

19. Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Ajax
10.0 out of 10, Exceptional, (16 reviews)
"We had a great stay at this clean, spacious and convenient property. Highly recommended it for anyone that prefers a larger accommodation over a local hotel."
Canada
Gianclaudio
$111 nightly
The price is $126
Aug 19 - Aug 20
Total with taxes and fees
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Smart TV

20. Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail

Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
Ajax
10.0 out of 10, Exceptional, (8 reviews)
"My stay was amazing as always...This is the best VRBO to stay at whenever I'm traveling to Toronto.The owner is an amazing person and always accommodating!!!"
United States
William D.
$138 nightly
The price is $156
Aug 23 - Aug 24
Total with taxes and fees
Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pickering Hotel Reviews

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

10/10 Excellent
"Always enjoy my stay, small rooms but I don’t go to TO to stay in the room. Elevator gets busy certain times of day, I’d avoid if you don’t like crowds, there was a sign advising of high traffic times. Hotel and parking feels safe."
Stephanie 1-night trip
Posted less than an hour ago
Holiday Inn Toronto Downtown Centre by IHG

Find out more about Pickering

Everything you need to know about Pickering vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pickering vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pickering vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pickering vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pickering. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pickering in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pickering rentals

At Expedia, we put the best Pickering vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pickering rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pickering vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pickering. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Pickering?

Yes, we offer vacation rentals where you'll be only 5.1 mi (8.1 km) from Toronto Zoo, providing a more secluded option to escape the hustle and bustle. Discover why Pickering is known for its zoo. Make sure you have time to check out the hockey games and coffeehouses during your trip.

What are some of the best vacation rentals that Pickering has to offer?

A beautiful Walkout basement: Visitors like this Pickering vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Pickering?

Choose from 63 Expedia vacation rentals in Pickering for a memorable vacation.

What can I see and do in Pickering?

Enjoy the outdoors at Rouge National Urban Park and Lake Ontario, or simply take in cultural attractions like Herongate Barn Theatre and Luke Andrews Wood Sculptures. While in the area, you can also visit popular places like Toronto Zoo and Scarborough Town Centre.

What are vacation rentals like in Pickering?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Pickering. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.