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
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Pickering vacation rentals

Dining

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

Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
City Centre
9.0 out of 10, Wonderful, (7 reviews)
"very nice place. easy access to GOtrain"
Canada
Guy
The price is SAR 555
SAR 1,016 total
includes taxes & fees
17 Sep - 18 Sep
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
Interior

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

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Liverpool
10.0 out of 10, Exceptional, (2 reviews)
"Was what we needed for the night"
United States
Lisa S.
The price is SAR 365
SAR 597 total
includes taxes & fees
15 Sep - 16 Sep
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Interior

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

Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s
Liverpool
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 SAR 406
SAR 606 total
includes taxes & fees
11 Sep - 12 Sep
Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s
Dining

4. Cozy & modern apartment in Pickering

Cozy & modern apartment in Pickering
Village East
8.4 out of 10, Very Good, (5 reviews)
"Clean and spacious "
Canada
Nouman
The price is SAR 265
SAR 538 total
includes taxes & fees
23 Aug - 24 Aug
Cozy & modern apartment in Pickering
Interior

5. BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Bay Ridges
8.0 out of 10, Very Good, (2 reviews)
"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.
The price is SAR 268
SAR 602 total
includes taxes & fees
16 Sep - 17 Sep
BEACH HOUSE : FIRST FLOOR
Interior

6. Beautiful three bedroom house in Pickering

Beautiful three bedroom house in Pickering
Duffin Heights
8.8 out of 10, Excellent, (10 reviews)
"The host was very good at communicating. The property was very welcoming."
United States
Dizahab C.
Beautiful three bedroom house in Pickering
Interior

7. A beautiful Walkout basement

A beautiful Walkout basement
Highbush
9.6 out of 10, Exceptional, (9 reviews)
"Space was great, clean and a good location"
Canada
Chelsea
The price is SAR 501
SAR 1,172 total
includes taxes & fees
17 Sep - 18 Sep
A beautiful Walkout basement
Smart TV

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

Cozy & Charming Apt For 4 | Quiet & Privacy
West Shore
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.
The price is SAR 677
SAR 1,214 total
includes taxes & fees
26 Aug - 27 Aug
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
Highbush
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.
The price is SAR 609
SAR 1,398 total
includes taxes & fees
14 Sep - 15 Sep
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
Dunbarton
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
The price is SAR 870
SAR 1,820 total
includes taxes & fees
23 Aug - 24 Aug
Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price
Smart TV, fireplace

11. 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 SAR 740
SAR 1,828 total
includes taxes & fees
24 Aug - 25 Aug
Spacious 4-bedroom house in Pickering
Interior

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

Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Lamoreaux
10.0 out of 10, Exceptional, (8 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 SAR 796
SAR 1,554 total
includes taxes & fees
7 Sep - 8 Sep
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
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
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
The price is SAR 796
SAR 1,554 total
includes taxes & fees
7 Sep - 8 Sep
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Interior

14. 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)
"Great stay, beautiful place "
Canada
Steven F.
The price is SAR 986
SAR 2,057 total
includes taxes & fees
19 Aug - 20 Aug
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
1 bedroom, desk, WiFi (free), bed sheets

15. 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.
The price is SAR 329
SAR 546 total
includes taxes & fees
30 Aug - 31 Aug
Cozy Countryside Guesthouse with BBQ & Firepit
Smart TV

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

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Lamoreaux
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.
The price is SAR 817
SAR 1,511 total
includes taxes & fees
13 Sep - 14 Sep
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Living area

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

Airy Nest - 4 Beds, 2.5 Baths, 2 park
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
The price is SAR 796
SAR 1,554 total
includes taxes & fees
7 Sep - 8 Sep
Airy Nest - 4 Beds, 2.5 Baths, 2 park
Interior

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

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Lamoreaux
The price is SAR 716
SAR 1,485 total
includes taxes & fees
13 Sep - 14 Sep
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
2 bedrooms, WiFi, bed sheets

19. Stylish Modern Family Suite with Patio

Stylish Modern Family Suite with Patio
Old Toronto
9.0 out of 10, Wonderful, (14 reviews)
"Place was great and staff even better!"
Canada
roy r.
The price is SAR 723
SAR 1,335 total
includes taxes & fees
25 Aug - 26 Aug
Stylish Modern Family Suite with Patio
Private kitchen

20. New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.8 out of 10, Excellent, (17 reviews)
"Clean, convenient, and easy to check-in and out!"
United States
Jordan
The price is SAR 474
SAR 960 total
includes taxes & fees
23 Aug - 24 Aug
New Modern Home + Free Parking In Ajax
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

Town Inn Suites Hotel

Town Inn Suites Hotel

10/10 Excellent
"Very nice hotel near Gay section of Toronto… large suites super clean"
David 6-night trip
Posted less than an hour ago
Town Inn Suites Hotel

Frequently asked questions

Can I find a vacation rental in Pickering?

Yes, we offer vacation rentals in Pickering near Chestnut Hill Developments Recreation Complex, or you can select a more secluded option if you're looking for a relaxing stay. 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 Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location! 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.