Aerial view of Frenchman's Bay Lighthouses in Pickering Ontario on the coast of Lake Ontario

Pickering Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

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)
"Clean and spacious "
Canada
Nouman
$117 nightly
The price is $133
Jun 28 - Jun 29
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, (1 review)
"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
$230 nightly
The price is $259
Jun 28 - Jun 29
Total with taxes and fees
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
Interior

BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Pickering
$138 nightly
The price is $156
Jul 12 - Jul 13
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, (1 review)
"It felt like home as soon as you walked in. The unit was cozy, spacious, and worked perfectly for our family of 3."
United States
Brittany
$161 nightly
The price is $182
Jul 10 - Jul 11
Total with taxes and fees
Modern Suite, Sleeps 6, Private Entry,Free Parking, 40 min to Downtown Toronto .
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 $139
Jun 28 - Jun 29
Total with taxes and fees
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Interior

A beautiful Walkout basement

A beautiful Walkout basement
Pickering
8.8 out of 10, Excellent, (3 reviews)
"Great place and quiet neighborhood. "
United States
Lance C.
$233 nightly
The price is $263
Jul 21 - Jul 22
Total with taxes and fees
A beautiful Walkout basement
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.
$125 nightly
The price is $142
Jun 28 - Jun 29
Total with taxes and fees
Cozy Countryside Guesthouse with BBQ & Firepit
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
$414 nightly
The price is $468
Jul 12 - Jul 13
Total with taxes and fees
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
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.
$120 nightly
The price is $136
Jul 13 - Jul 14
Total with taxes and fees
Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s
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.
$433 nightly
The price is $489
Jun 28 - Jun 29
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

KING & QUEEN ROYAL DESIGN/ 23 min 2 FIFA

KING & QUEEN ROYAL DESIGN/ 23 min 2 FIFA
Pickering
$228 nightly
The price is $258
Jun 28 - Jun 29
Total with taxes and fees
KING & QUEEN ROYAL DESIGN/ 23 min 2 FIFA
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.
$423 nightly
The price is $478
Jul 6 - Jul 7
Total with taxes and fees
Spacious 4-bedroom house in Pickering
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.
$261 nightly
The price is $295
Jun 30 - Jul 1
Total with taxes and fees
Cozy Entire Apartment - Quiet & Privacy
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.
$396 nightly
The price is $448
Jul 13 - Jul 14
Total with taxes and fees
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
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.
$475 nightly
The price is $537
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
$410 nightly
The price is $463
Jun 29 - Jun 30
Total with taxes and fees
Stylish Newly Built Pickering Family Home
Living area

Airy Nest - 4 Beds, 2.5 Baths, 2 park

Airy Nest - 4 Beds, 2.5 Baths, 2 park
Pickering
$386 nightly
The price is $436
Jul 19 - Jul 20
Total with taxes and fees
Airy Nest - 4 Beds, 2.5 Baths, 2 park
Porch

Residence and Conference Centre – Toronto

Residence and Conference Centre – Toronto
2.5 star property
North York
8.0 out of 10, Very Good, (1,273 reviews)
"amazing stay!!"
Canada
alexandra
$61 nightly
The price is $69
Jun 28 - Jun 29
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 $122
Jul 5 - Jul 6
Total with taxes and fees
Cozy getaway only 1 hr from Toronto, on a small private lake.
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, (15 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
$99 nightly
The price is $112
Jul 6 - Jul 7
Total with taxes and fees
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
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

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

10/10 Excellent
"Parfait"
Denis 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 $69 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 65 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.