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 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

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)
"We had a great stay at Zarmina’s spacious basement suite. The check-in process was easy, the location was very convenient, and the place was very quiet, clean, and well kept. Zarmina responded to my needs right away, which made the stay even better. The price was also very reasonable for what was offered. I highly recommend this place and would stay again!"
Canada
Akiko M.
$118 nightly
The price is $133
Jul 7 - Jul 8
Total with taxes and fees
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
$248 nightly
The price is $280
Jul 11 - Jul 12
Total with taxes and fees
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
Interior

BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Pickering
$141 nightly
The price is $159
Jul 21 - Jul 22
Total with taxes and fees
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
$153 nightly
The price is $173
Jul 9 - Jul 10
Total with taxes and fees
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.
$348 nightly
The price is $393
Jul 6 - Jul 7
Total with taxes and fees
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.
$265 nightly
The price is $299
Jul 12 - Jul 13
Total with taxes and fees
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.
$126 nightly
The price is $142
Jul 6 - Jul 7
Total with taxes and fees
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.
$237 nightly
The price is $267
Jul 20 - Jul 21
Total with taxes and fees
A beautiful Walkout basement
Interior

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

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Pickering
$123 nightly
The price is $140
Jul 9 - Jul 10
Total with taxes and fees
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
$416 nightly
The price is $470
Jul 12 - Jul 13
Total with taxes and fees
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)
"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.
$388 nightly
The price is $438
Jul 14 - Jul 15
Total with taxes and fees
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.
$121 nightly
The price is $136
Jul 23 - Jul 24
Total with taxes and fees
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.
$425 nightly
The price is $480
Jul 6 - Jul 7
Total with taxes and fees
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.
$477 nightly
The price is $539
Jul 13 - Jul 14
Total with taxes and fees
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
$411 nightly
The price is $464
Jul 8 - Jul 9
Total with taxes and fees
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.
$262 nightly
The price is $296
Jul 12 - Jul 13
Total with taxes and fees
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
$387 nightly
The price is $437
Jul 19 - Jul 20
Total with taxes and fees
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
$101 nightly
The price is $114
Jul 6 - Jul 7
Total with taxes and fees
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, (1,336 reviews)
"amazing stay!!"
Canada
alexandra
$64 nightly
The price is $73
Jul 9 - Jul 10
Total with taxes and fees
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
$108 nightly
The price is $123
Jul 12 - Jul 13
Total with taxes and fees
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

Cambridge Suites Toronto

Cambridge Suites Toronto

8/10 Good
"Very good, was a great trip."
Elaine 9-night trip
Posted less than an hour ago
Cambridge Suites Toronto

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 $60 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 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.