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

Pickering Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Pickering vacation rentals

Dining

Cozy & modern apartment in Pickering

Cozy & modern apartment in Pickering
Pickering
10.0 out of 10, Exceptional, (4 reviews)
The price is CA $89
CA $189 total
includes taxes & fees
Aug 6 - Aug 7
Cozy & modern apartment in Pickering
Dining

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)
"Easy walking distance to GO station to get into Toronto. Easy walk over a pedestrian bridge to the new Pickering City Centre and Movie Theatre. Brand new building with excellent security and a concierge. Nice gym. Walking distance to the waterfront trail. The only negative is that there is currently building construction next door so it is a bit loud during the day. It is quiet after about 5 pm and overnight."
Canada
Fiona
The price is CA $223
CA $396 total
includes taxes & fees
Jul 12 - Jul 13
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
Interior

BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Pickering
The price is CA $105
CA $230 total
includes taxes & fees
Jul 22 - Jul 23
BEACH HOUSE : FIRST FLOOR
Exterior

Modern Suite, Sleeps 6, Private Entry,Free Parking, 40 min to Downtown Toronto .

Modern Suite, Sleeps 6, Private Entry,Free Parking, 40 min to Downtown Toronto .
Pickering
10.0 out of 10, Exceptional, (2 reviews)
"The property was PERFECT! It was clean and well decorated. It reminded me of home. The host is very responsive"
United States
Angela
The price is CA $189
CA $245 total
includes taxes & fees
Jul 10 - Jul 11
Modern Suite, Sleeps 6, Private Entry,Free Parking, 40 min to Downtown Toronto .
Interior

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
Pickering
10.0 out of 10, Exceptional, (29 reviews)
"Very warm and tidy house. Host was very responsive. Highly recommended."
United Kingdom
Simon H.
The price is CA $252
CA $614 total
includes taxes & fees
Jul 12 - Jul 13
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
Exterior

Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard

Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
Pickering
10.0 out of 10, Exceptional, (1 review)
"Place was amazing. Super clean. Jasmine was super helpful with any questions I had and also had great recommendations."
United States
Branden T.
The price is CA $150
CA $421 total
includes taxes & fees
Jul 21 - Jul 22
Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
1 bedroom, desk, free WiFi, bed sheets

Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
6.0 out of 10, (2 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.
The price is CA $122
CA $202 total
includes taxes & fees
Jul 12 - Jul 13
Cozy Countryside Guesthouse with BBQ & Firepit
Interior

A beautiful Walkout basement

A beautiful Walkout basement
Pickering
9.0 out of 10, Wonderful, (4 reviews)
"Great place and quiet neighborhood. "
United States
Lance C.
The price is CA $156
CA $396 total
includes taxes & fees
Jul 22 - Jul 23
A beautiful Walkout basement
Interior

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

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Pickering
The price is CA $132
CA $198 total
includes taxes & fees
Jul 13 - Jul 14
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
4 bedrooms, desk, iron/ironing board, free WiFi

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

Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Pickering
The price is CA $366
CA $663 total
includes taxes & fees
Jul 12 - Jul 13
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Smart TV

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

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Pickering
9.2 out of 10, Wonderful, (5 reviews)
The price is CA $253
CA $489 total
includes taxes & fees
Jul 13 - Jul 14
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Interior

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.
The price is CA $130
CA $201 total
includes taxes & fees
Jul 23 - Jul 24
Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s
Smart TV, fireplace

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.
The price is CA $266
CA $666 total
includes taxes & fees
Jul 15 - Jul 16
Spacious 4-bedroom house in Pickering
Interior

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.
The price is CA $442
CA $756 total
includes taxes & fees
Jul 13 - Jul 14
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Smart TV, books

Stylish Newly Built Pickering Family Home

Stylish Newly Built Pickering Family Home
Pickering
Stylish Newly Built Pickering Family Home
Smart TV

Cozy Entire Apartment - Quiet & Privacy

Cozy Entire Apartment - Quiet & Privacy
Pickering
8.0 out of 10, Very good, (2 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.
The price is CA $225
CA $418 total
includes taxes & fees
Jul 12 - Jul 13
Cozy Entire Apartment - Quiet & Privacy
Living area

Airy Nest - 4 Beds, 2.5 Baths, 2 park

Airy Nest - 4 Beds, 2.5 Baths, 2 park
Pickering
The price is CA $330
CA $620 total
includes taxes & fees
Jul 19 - Jul 20
Airy Nest - 4 Beds, 2.5 Baths, 2 park
1 bedroom, desk, free WiFi, bed sheets

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
The price is CA $119
CA $177 total
includes taxes & fees
Jul 21 - Jul 22
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Porch

Residence and Conference Centre – Toronto

Residence and Conference Centre – Toronto
2.5 star property
North York
8.0 out of 10, Very good, (1,352 reviews)
"amazing stay!!"
Canada
alexandra
The price is CA $90
CA $101 total
includes taxes & fees
Jul 15 - Jul 16
Residence and Conference Centre – Toronto
Property grounds

Cozy getaway only 1 hr from Toronto, on a small private lake.

Cozy getaway only 1 hr from Toronto, on a small private lake.
Kawartha Lakes
10.0 out of 10, Exceptional, (36 reviews)
"We would 100%"
Canada
Aaron
The price is CA $126
CA $174 total
includes taxes & fees
Jul 16 - Jul 17
Cozy getaway only 1 hr from Toronto, on a small private lake.
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.
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Top Pickering Hotel Reviews

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

10/10 Excellent
"Clean...friendly...convenient"
Michelle 1-night trip
Posted 4 hours ago
Hotel Riu Plaza Toronto

Find out more about Pickering

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pickering. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 give good reviews to this Pickering vacation home rental, which 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. Our travelers also rate SH203-Cozy Holiday Home as a favorite home for rent in Pickering.

How many vacation rentals are there in Pickering?

Choose from 64 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.