Pickering Holiday Rentals from NZ$278: Search Short-Term Rentals

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Our top choices for Pickering holiday rentals

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

1. Cozy & modern apartment in Pickering

Village East

Nouman

includes taxes & fees

4 Oct - 5 Oct

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!

Liverpool

Lisa S.

includes taxes & fees

5 Oct - 6 Oct

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

Bay Ridges

Mysty K.

includes taxes & fees

17 Oct - 18 Oct

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

Liverpool

Cheryllynne C.

includes taxes & fees

1 Nov - 2 Nov

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

City Centre

Guy

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a stone facade, a garage, and a front porch.

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

Highbush

Branden T.

includes taxes & fees

3 Oct - 4 Oct

A modern living room with a marble-patterned rug, a sofa, and a glass coffee table.

7. A beautiful Walkout basement

Highbush

Chelsea

includes taxes & fees

5 Oct - 6 Oct

A laundry area with stacked washers and dryers, wooden cabinets, and a tiled backsplash.

8. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Liverpool

includes taxes & fees

4 Oct - 5 Oct

A modern apartment with a kitchen, dining area, and living room.

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

West Shore

"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...

Suzette M.

includes taxes & fees

3 Oct - 4 Oct

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

Lamoreaux

includes taxes & fees

5 Oct - 6 Oct

A modern bedroom with a large bed, a desk, and a chair.

11. Cozy Countryside Guesthouse with BBQ & Firepit

Pickering

Geoff G.

includes taxes & fees

4 Oct - 5 Oct

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

Lamoreaux

Manouchka M.

includes taxes & fees

5 Oct - 6 Oct

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

Lamoreaux

includes taxes & fees

4 Oct - 5 Oct

A modern living space with a kitchen, dining area, and seating area.

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

Lamoreaux

includes taxes & fees

2 Nov - 3 Nov

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)

Lamoreaux

Aqsa

includes taxes & fees

6 Oct - 7 Oct

A black metal shed with a sloped roof, a door, and a small step leading to the entrance.

16. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

Pickering

includes taxes & fees

4 Oct - 5 Oct

A modern living room with a sofa, coffee table, and dining area.

17. Spacious 4-bedroom house in Pickering

Pickering

Jacob M.

includes taxes & fees

1 Nov - 2 Nov

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

Liverpool

includes taxes & fees

8 Oct - 9 Oct

A bedroom with a double bed, a nightstand, a lamp, a painting, and a window with curtains.

19. DT Townhouse Room Steps to Transit

Old Toronto

includes taxes & fees

6 Oct - 7 Oct

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

Ajax

Gianclaudio

includes taxes & fees

12 Oct - 13 Oct

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Top Pickering Hotel Reviews

Cambridge Suites Toronto

8/10 Good

"Great central location in downtown Toronto. Rooms were clean, although the living room area was a little tired looking."

Union Hotel

10/10 Excellent

"For being in such a chaotic part of downtown, I was grateful to find the hotel so clean, pleasant and well maintained. Room was small but clean and comfortable. Just a short walk from Union station, close to harbor front and 30 minute stroll to distillery district. Tim Hortons right across the street for cheap breakfast. I would definitely recommend!"

The Omni King Edward Hotel

10/10 Excellent

"Omni King Edward leans heavily on its Royal association. The hotel is in pristine exultant condition with 6 fast silent elevators. Some would call it classy. It maintains an old world standard of civility. My room felt a little cramped (at this premium level) because of its original 19th Century floor plan. The room has been modernized despite the decorative corniches. Has a decent gym. Looks like a serious F&B $$ effort. My omelette breakfast was quite decent. Wifi works with VPN! Recommended for a rare experience."

Find out more about Pickering

Everything you need to know about Pickering holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pickering holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pickering holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pickering holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pickering holiday rentals we have selected for you start as low as NZ$278 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pickering rentals

At Expedia, we put the best Pickering holiday 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 holiday.

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.

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.

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Check prices for these dates

Our top choices for Pickering holiday rentals

1. Cozy & modern apartment in Pickering

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

3. BEACH HOUSE : FIRST FLOOR

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

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

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

7. A beautiful Walkout basement

8. Modern Comforts, Quiet Neighborhood, Free 02 Parking

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

10. Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard

11. Cozy Countryside Guesthouse with BBQ & Firepit

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

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

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

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

16. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

17. Spacious 4-bedroom house in Pickering

18. Modern Comforts, Quiet Neighborhood, free 02 parking

19. DT Townhouse Room Steps to Transit

20. Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Find holiday rentals that suit your style

Top Pickering Hotel Reviews

Cambridge Suites Toronto

Chelsea Hotel, Toronto

One King West Hotel & Residence

Union Hotel

Toronto Don Valley Hotel and Suites

Monte Carlo Inn & Suites Downtown Markham

Hotel Riu Plaza Toronto

Town Inn Suites Hotel

The Omni King Edward Hotel

Find out more about Pickering

Frequently asked questions

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