A coastal scene with a frozen waterway, a lighthouse, and a rocky shoreline.

Pickering Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Pickering vacation rentals

A dining area with a long table, six chairs, a rug, and two paintings on the walls.

1. Cozy & modern apartment in Pickering

Cozy & modern apartment in Pickering
Village East
8.8 out of 10, Excellent, (8 reviews)
"Clean and spacious "
Canada
Nouman
The price is SAR 258
SAR 524 total
includes taxes & fees
5 Oct - 6 Oct
Cozy & modern apartment in Pickering
A modern kitchen with a central island, a wooden cabinet, and a decorative wall piece.

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, (3 reviews)
"Was what we needed for the night"
United States
Lisa S.
The price is SAR 320
SAR 490 total
includes taxes & fees
5 Oct - 6 Oct
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
A staircase with wooden steps and white trim, leading to a living area with a sofa and a coffee table.

3. 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 261
SAR 587 total
includes taxes & fees
17 Oct - 18 Oct
BEACH HOUSE : FIRST FLOOR
A modern interior with a wooden panel wall, a black metal gate, and a staircase.

4. 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 SAR 369
SAR 560 total
includes taxes & fees
2 Nov - 3 Nov
Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s
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.

5. 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)
"very nice place. easy access to GOtrain"
Canada
Guy
The price is SAR 530
SAR 974 total
includes taxes & fees
4 Oct - 5 Oct
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
A two-story house with a stone facade, a garage, and a front porch.

6. 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 SAR 377
SAR 1,078 total
includes taxes & fees
10 Oct - 11 Oct
Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking
A modern living room with a marble-patterned rug, a sofa, and a glass coffee table.

7. 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 SAR 377
SAR 998 total
includes taxes & fees
5 Oct - 6 Oct
A beautiful Walkout basement
A laundry area with stacked washers and dryers, wooden cabinets, and a tiled backsplash.

8. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
The price is SAR 615
SAR 830 total
includes taxes & fees
4 Oct - 5 Oct
Modern Comforts, Quiet Neighborhood, Free 02 Parking
A modern apartment with a kitchen, dining area, and living room.

9. 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 SAR 659
SAR 1,191 total
includes taxes & fees
16 Oct - 17 Oct
Cozy & Charming Apt For 4 | Quiet & Privacy
A neatly made bed with white linens, a grey towel, and a nightstand with a lamp.

10. 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 775
SAR 1,509 total
includes taxes & fees
5 Oct - 6 Oct
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
A modern bedroom with a large bed, a desk, and a chair.

11. 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 320
SAR 531 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Countryside Guesthouse with BBQ & Firepit
A modern kitchen with a large island, bar stools, and a dining area with a view of the outdoors.

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
9.6 out of 10, Exceptional, (10 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 775
SAR 1,509 total
includes taxes & fees
5 Oct - 6 Oct
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
A staircase with wooden railings leading to a room with a bed and a white door.

13. 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 697
SAR 1,443 total
includes taxes & fees
4 Oct - 5 Oct
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
A modern living space with a kitchen, dining area, and seating area.

14. 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 775
SAR 1,512 total
includes taxes & fees
2 Nov - 3 Nov
Airy Nest - 4 Beds, 2.5 Baths, 2 park
A modern living room with a grey sofa, a coffee table, and a dining area with a black chair and a small table.

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

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Lamoreaux
7.8 out of 10, Good, (8 reviews)
"We had an amazing stay here, would definitely recommend!"
Canada
Aqsa
The price is SAR 688
SAR 1,381 total
includes taxes & fees
4 Oct - 5 Oct
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
A black metal shed with a sloped roof, a door, and a small step leading to the entrance.

16. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
The price is SAR 640
SAR 953 total
includes taxes & fees
4 Oct - 5 Oct
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
A modern living room with a sofa, coffee table, and dining area.

17. 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 SAR 604
SAR 1,614 total
includes taxes & fees
1 Nov - 2 Nov
Spacious 4-bedroom house in Pickering
A two-story brick house with a covered patio, a front door, and a small side window.

18. Modern Comforts, Quiet Neighborhood, free 02 parking

Modern Comforts, Quiet Neighborhood, free 02 parking
Liverpool
The price is SAR 599
SAR 949 total
includes taxes & fees
4 Oct - 5 Oct
Modern Comforts, Quiet Neighborhood, free 02 parking
A bedroom with a double bed, a nightstand, a lamp, a painting, and a window with curtains.

19. DT Townhouse Room Steps to Transit

DT Townhouse Room Steps to Transit
2.0 star property
Old Toronto
The price is SAR 304
SAR 594 total
includes taxes & fees
6 Oct - 7 Oct
DT Townhouse Room Steps to Transit
A modern hotel room with a bed, bedside table, lamp, and a fireplace.

20. 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
9.8 out of 10, Exceptional, (18 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
The price is SAR 364
SAR 524 total
includes taxes & fees
3 Nov - 4 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pickering Hotel Reviews

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

10/10 Excellent
"Clean room"
Zhen 3-night trip
Posted 5 hours ago
Holiday Inn Toronto Downtown Centre by IHG

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?

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!: Visitors like this Pickering vacation home rental. It 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 vacation rentals are there in Pickering?

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

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 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.