Photo by Eric & Kristy's Adventures

Search Holiday Rentals in Pickering

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Pickering

SHB02-Cozy Holiday Home

The price is £78
includes taxes & fees
13 Jul - 14 Jul
SHB02-Cozy Holiday Home

Cozy Countryside Guesthouse with BBQ & Firepit

The price is £85
includes taxes & fees
13 Jul - 14 Jul
Cozy Countryside Guesthouse with BBQ & Firepit

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi

The price is £139
includes taxes & fees
13 Jul - 14 Jul
The Comfort Stay at City of Pickering Rm A / Free Wi-Fi

Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price

9.0 out of 10, Wonderful, (14)
"Good size place, it was clean and located close to the highway."
The price is £288
includes taxes & fees
25 Jul - 26 Jul
Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price

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

10.0 out of 10, Exceptional, (1)
"The house was very clean and the host communicated well! Zero complaints, will most likely book again!"
The price is £377
includes taxes & fees
13 Jul - 14 Jul
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park

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

The price is £269
includes taxes & fees
14 Jul - 15 Jul
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

SHB01-Cozy Holiday Home

The price is £78
includes taxes & fees
13 Jul - 14 Jul
SHB01-Cozy Holiday Home

SH202-Cozy Holiday Home

The price is £87
includes taxes & fees
13 Jul - 14 Jul
SH202-Cozy Holiday Home

SH201-Cozy Holiday Home

The price is £86
includes taxes & fees
13 Jul - 14 Jul
SH201-Cozy Holiday Home

SH203-Cozy Holiday Home

The price is £86
includes taxes & fees
13 Jul - 14 Jul
SH203-Cozy Holiday Home

SH204-Cozy Holiday Home

The price is £92
includes taxes & fees
3 Aug - 4 Aug
SH204-Cozy Holiday Home

Luxury 4 bedroom modern home sleep 8-10 people 3-4 parking spot

"The house had everything we needed, communication with the host was great, check in was easy, and the spa hot tub was a huge hit with everyone. My only complain is the quality of the beds - specifically the room with double beds, they are basically just springs and not comfortable. Otherwise would stay here again! "
The price is £468
includes taxes & fees
1 Aug - 2 Aug
Luxury 4 bedroom modern home sleep 8-10 people 3-4 parking spot

Cozy 1Br Basement Apt - New Downtown Bowmanville

The price is £128
includes taxes & fees
13 Jul - 14 Jul
Cozy 1Br Basement Apt - New Downtown Bowmanville

Serene Camping Retreat with Freshwater Pond in Clarington Bowmanville

The price is £498
includes taxes & fees
15 Jul - 16 Jul
Serene Camping Retreat with Freshwater Pond in Clarington Bowmanville

Escape to a Charming Treehouse Nestled on a Peaceful Estate in Clarington

The price is £498
includes taxes & fees
14 Jul - 15 Jul
Escape to a Charming Treehouse Nestled on a Peaceful Estate in Clarington

Cozy Bunkie by a Tranquil Freshwater Pond in Clarington, Ontario

The price is £500
includes taxes & fees
15 Jul - 16 Jul
Cozy Bunkie by a Tranquil Freshwater Pond in Clarington, Ontario

Nestled in the heart of Clarington with its own fresh-water swimming pond!

The price is £2,696
includes taxes & fees
15 Jul - 16 Jul
Nestled in the heart of Clarington with its own fresh-water swimming pond!

Entire 1 bedroom basement suite with separate entrance in North Oshawa

8.8 out of 10, Excellent, (3)
"Samantha and Imtiaz's home was wonderful. My dad and I enjoyed our stay and felt very comfortable. The neighborhood was pleasant and conveniently located near gas stations, Tim Hortons, McDonald's, No Frills, and FreshCo. It was also close to the Oshawa Centre and the Tribute Communities Centre, which made attending my graduation quick and easy. 😊✨️✨️"
The price is £111
includes taxes & fees
27 Jul - 28 Jul
Entire 1 bedroom basement suite with separate entrance in North Oshawa

Chic and modern basement with 2 Luxury Modern bedrooms with Separate Entrance

The price is £250
includes taxes & fees
13 Jul - 14 Jul
Chic and modern basement with 2 Luxury Modern bedrooms with Separate Entrance
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a holiday rental in Pickering?

Yes, there are holiday rentals where you'll be only 5.1 mi (8.1 km) from Toronto Zoo, giving you a secluded option if you'd like a quiet spot to 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?

Sylvestre Suites - Downtown Toronto - 2BR: This holiday home rental outside of Pickering has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Pickering?

Choose from 66 Expedia holiday rentals in Pickering for a memorable holiday.

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 such as Toronto Zoo and Scarborough Town Centre.

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.