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

Pickering Vacation Rentals

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Our top choices for Pickering vacation rentals

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
$224 nightly
The price is $249
Nov 7 - Nov 8
Total with taxes and fees
Modern Comforts, Quiet Neighborhood, Free 02 Parking

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.
$223 nightly
The price is $252
Nov 8 - Nov 9
Total with taxes and fees
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish

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
$118 nightly
The price is $133
Nov 10 - Nov 11
Total with taxes and fees
Cozy & modern apartment in Pickering

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
$227 nightly
The price is $256
Nov 7 - Nov 8
Total with taxes and fees
A beautiful Walkout basement

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.
$271 nightly
The price is $306
Nov 7 - Nov 8
Total with taxes and fees
Cozy & Charming Apt For 4 | Quiet & Privacy

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.
$126 nightly
The price is $143
Nov 17 - Nov 18
Total with taxes and fees
Brand new luxurious basement studio apartment 5 minutes away from Frenchman’s

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.
$103 nightly
The price is $117
Nov 9 - Nov 10
Total with taxes and fees
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!

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.
$247 nightly
The price is $279
Nov 7 - Nov 8
Total with taxes and fees
Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking

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.
$133 nightly
The price is $150
Nov 19 - Nov 20
Total with taxes and fees
BEACH HOUSE : FIRST FLOOR

10. Newly Renovated, Family Friendly 2-Bedroom Retreat

Newly Renovated, Family Friendly 2-Bedroom Retreat
Liverpool
$136 nightly
The price is $154
Nov 7 - Nov 8
Total with taxes and fees
Newly Renovated, Family Friendly 2-Bedroom Retreat

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.
$342 nightly
The price is $386
Nov 8 - Nov 9
Total with taxes and fees
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

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
$315 nightly
The price is $356
Nov 8 - Nov 9
Total with taxes and fees
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

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.
$350 nightly
The price is $396
Nov 17 - Nov 18
Total with taxes and fees
Spacious 4-bedroom house in Pickering

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
$680 nightly
The price is $768
Nov 7 - Nov 8
Total with taxes and fees
The EastSide Manor - Fully Equipped Mansion, Games Room, Free Parking and More

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.
$120 nightly
The price is $135
Nov 8 - Nov 9
Total with taxes and fees
Cozy Countryside Guesthouse with BBQ & Firepit

16. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
$220 nightly
The price is $249
Nov 8 - Nov 9
Total with taxes and fees
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

17. Modern Comforts, Quiet Neighborhood, free 02 parking

Modern Comforts, Quiet Neighborhood, free 02 parking
Liverpool
$231 nightly
The price is $251
Nov 8 - Nov 9
Total with taxes and fees
Modern Comforts, Quiet Neighborhood, free 02 parking

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.
$213 nightly
The price is $241
Nov 7 - Nov 8
Total with taxes and fees
New Modern Home + Free Parking In Ajax

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
$118 nightly
The price is $133
Nov 9 - Nov 10
Total with taxes and fees
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

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
$119 nightly
The price is $135
Nov 9 - Nov 10
Total with taxes and fees
💫 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

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 $145 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 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.