A park with a paved path, grassy areas, trees, and a body of water.

Pickering Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Pickering holiday rentals

Interior

1. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
10.0 out of 10, Exceptional, (1 review)
"House was neat and clean as showed in the pictures. We had a smooth check in process and enjoyed our stay. The house is really beautiful"
Canada
Prem
The price is HK$1,471
HK$1,945 total
includes taxes & fees
7 Nov - 8 Nov
Modern Comforts, Quiet Neighborhood, Free 02 Parking
A modern living room with a white dining table, brown leather chairs, a mounted flat-screen TV, and a large window offering a view of the outdoors.

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

Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
City Centre
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful space and view"
United States
Lisa S.
The price is HK$1,132
HK$1,975 total
includes taxes & fees
10 Nov - 11 Nov
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
A dining area with a long table, six chairs, a rug, and two paintings on the walls.

3. Cozy & modern apartment in Pickering

Cozy & modern apartment in Pickering
Village East
8.0 out of 10, Very good, (9 reviews)
"Clean and spacious "
Canada
Nouman
The price is HK$548
HK$1,043 total
includes taxes & fees
10 Nov - 11 Nov
Cozy & modern apartment in Pickering
A modern living room with a marble-patterned rug, a sofa, and a glass coffee table.

4. A beautiful Walkout basement

A beautiful Walkout basement
Highbush
9.6 out of 10, Exceptional, (10 reviews)
"Space was great, clean and a good location"
Canada
Chelsea
The price is HK$800
HK$2,010 total
includes taxes & fees
7 Nov - 8 Nov
A beautiful Walkout basement
A modern apartment with a kitchen, dining area, and living room.

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

Cozy & Charming Apt For 4 | Quiet & Privacy
West Shore
9.0 out of 10, Wonderful, (4 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 HK$1,398
HK$2,401 total
includes taxes & fees
7 Nov - 8 Nov
Cozy & Charming Apt For 4 | Quiet & Privacy
A modern interior with a wooden panel wall, a black metal gate, and a staircase.

6. 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, (3 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 HK$783
HK$1,119 total
includes taxes & fees
17 Nov - 18 Nov
Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s
A modern kitchen with a central island, a wooden cabinet, and a decorative wall piece.

7. 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, (3 reviews)
"Was what we needed for the night"
United States
Lisa S.
The price is HK$629
HK$913 total
includes taxes & fees
11 Nov - 12 Nov
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
A two-story house with a stone facade, a garage, and a front porch.

8. Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking

Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking
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 HK$801
HK$2,188 total
includes taxes & fees
7 Nov - 8 Nov
Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking
A staircase with wooden steps and white trim, leading to a living area with a sofa and a coffee table.

9. BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Bay Ridges
9.0 out of 10, Wonderful, (4 reviews)
"Tanzila is a great host, thank you."
Canada
Lloyd K.
The price is HK$554
HK$1,175 total
includes taxes & fees
19 Nov - 20 Nov
BEACH HOUSE : FIRST FLOOR
A modern kitchen with white cabinets, a stainless steel sink, a coffee maker, a microwave, and an oven.

10. Newly Renovated, Family Friendly 2-Bedroom Retreat

Newly Renovated, Family Friendly 2-Bedroom Retreat
Liverpool
The price is HK$805
HK$1,207 total
includes taxes & fees
7 Nov - 8 Nov
Newly Renovated, Family Friendly 2-Bedroom Retreat
A modern kitchen with a central island, a dining area with a bench, and a living room with a fireplace.

11. 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 HK$1,210
HK$3,030 total
includes taxes & fees
8 Nov - 9 Nov
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
A modern living room with a grey sofa, a coffee table, and a dining area with a black chair and a small table.

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

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Lamoreaux
7.6 out of 10, Good, (9 reviews)
"We had an amazing stay here, would definitely recommend!"
Canada
Aqsa
The price is HK$1,460
HK$2,787 total
includes taxes & fees
8 Nov - 9 Nov
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
A modern living room with a sofa, coffee table, and dining area.

13. Spacious 4-bedroom house in Pickering

Spacious 4-bedroom house in Pickering
Pickering
7.2 out of 10, Good, (5 reviews)
"Perfect and quiet location for us, plenty of room, clean and comfortable. "
United States
Jacob M.
The price is HK$1,127
HK$3,100 total
includes taxes & fees
17 Nov - 18 Nov
Spacious 4-bedroom house in Pickering
A modern kitchen with a bar area, a staircase, and a living room with a sofa.

14. The EastSide Manor - Fully Equipped Mansion, Games Room, Free Parking and More

The EastSide Manor - Fully Equipped Mansion, Games Room, Free Parking and More
Liverpool
The price is HK$4,907
HK$6,019 total
includes taxes & fees
7 Nov - 8 Nov
The EastSide Manor - Fully Equipped Mansion, Games Room, Free Parking and More
A modern bedroom with a large bed, a desk, and a chair.

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 HK$679
HK$1,059 total
includes taxes & fees
8 Nov - 9 Nov
Cozy Countryside Guesthouse with BBQ & Firepit
A modern living room with a flat-screen TV mounted on a wooden wall, a glass coffee table, a brown leather sofa, and a window with blinds.

16. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
The price is HK$1,359
HK$1,953 total
includes taxes & fees
8 Nov - 9 Nov
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Washing machine

17. Modern Comforts, Quiet Neighborhood, free 02 parking

Modern Comforts, Quiet Neighborhood, free 02 parking
Liverpool
The price is HK$1,244
HK$1,970 total
includes taxes & fees
11 Nov - 12 Nov
Modern Comforts, Quiet Neighborhood, free 02 parking
Private kitchen

18. New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.8 out of 10, Excellent, (23 reviews)
"Cute little place, great place to stay for a few nights."
United States
Leanne A.
The price is HK$979
HK$1,890 total
includes taxes & fees
11 Nov - 12 Nov
New Modern Home + Free Parking In Ajax
A modern hotel room with a bed, bedside table, lamp, and a fireplace.

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
9.4 out of 10, Exceptional, (22 reviews)
"Home was very clean and tidy......easy check in and if had any questions they were answered quite promptly"
Canada
Rebecca
The price is HK$772
HK$1,043 total
includes taxes & fees
11 Nov - 12 Nov
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
A living room with a fireplace, a television, a sofa, a coffee table, and a decorative floral arrangement.

20. 💫 DreamCatcher Modern Romantic Suite w/ Fireplace Pool Table 7min to Thermea Spa

💫 DreamCatcher Modern Romantic Suite w/ Fireplace Pool Table 7min to Thermea Spa
WHITBY
9.8 out of 10, Exceptional, (40 reviews)
"Amazing place to stay 100%."
Canada
Jules
The price is HK$691
HK$1,014 total
includes taxes & fees
9 Nov - 10 Nov
💫 DreamCatcher Modern Romantic Suite w/ Fireplace Pool Table 7min to Thermea Spa
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

10/10 Excellent
"The only thing that would’ve made this property ideal would’ve been a pantry or some type of snack purchase location at the lobby for when you arrive late. Otherwise, we couldn’t have asked for better."
Sheree 4-night trip
Posted 2 hours ago
Cambridge Suites Toronto

Find out more about Pickering

Search for holiday rentals in Pickering on Expedia! You can easily find your home rentals, villas, holiday apartments in Pickering using one of the methods below:

  • View our selection of featured holiday rentals in Pickering
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  • Enter your travel dates to view the best deals on holiday rentals in Pickering while they last

Look no further and take a look at our great range of rental properties in Pickering!

Frequently asked questions

Can I find a holiday rental in Pickering?

Yes, there are holiday rentals in Pickering close to 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 coffee shops during your trip.

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

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!: This highly rated holiday home rental in Pickering is located near the beach, and offers a garden, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

How many holiday rentals are there in Pickering?

Choose from 72 Expedia holiday rentals in Pickering for a memorable holiday.

What can I see and do in Pickering?

Rouge National Urban Park and Lake Ontario are a couple of scenic spots to enjoy the outdoors, whereas Luke Andrews Wood Sculptures is one of the cultural attractions. Pickering Casino Resort and Deer Creek North Golf Course are other places to visit while you're in town.

What are holiday rentals like in Pickering?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pickering. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.