
Apartment holiday rentals in Pickering
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Quick stats about flat rentals in Pickering

Total holiday rentals
Explore 180 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at €18 per night before taxes and fees

Verified guest reviews
Over 5,870 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
180 of Pickering holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pickering rentals

4.8 Average rating
Pickering stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated apartment rentals in Pickering
Guests agree: these apartments are highly rated for location, cleanliness and more.

Private, Clean and Cozy Suite | 20% Off July 28–29
A quiet, fully private suite for work, family visits and short or extended stays in Richmond Hill and Markham. Enjoy a separate entrance, comfortable bedding, full kitchen, private washer-dryer combo, dedicated workspace and free parking. Located about 3 minutes from Highway 404, with easy access to Highway 407, local businesses, restaurants, Costco and the Greater Toronto Area. Welcome drinks and snacks are provided on arrival. Spotless, peaceful and thoughtfully prepared for a comfortable stay

Modern 2 Bedroom Guest Suite in Whitby
This stylish place to stay is perfect for an individual, couple, or a small family visiting Whitby. Gorgeous newly built 2 bedroom 1 bath legal basement approx 950 sqf (registered with Town of Whitby, meets building code requirements) at one of the best neighborhoods in Whitby. Walking distance to Walmart, Superstore, Dollarama, LCBO,and many more. One parking spot available on the driveway Steps away from the bus stop. 1.3 kms from Thermëa spa. Wifi, netflix & Amazon Prime are included.

Romantic & Cozy Countryside luxury loft with views
Romance in the Country. Getaway from the crazy, to play, rest/work stay-cation with your sweetheart. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, horse farms, museums, & amazing 5 star restaurants in Port Perry. Enjoy our pond with lots of places to enjoy peace & quiet together! Ask about Art-personal Chef and Pontoon experiences. 1 hr from TO, 8 min into Port Perry. (2 rms available). Longer stays avail.

Absolutely gorgeous basement guest suite!
Legal Basement - This chic place comfortably accommodates up to 5 guests and comes fully furnished. There are 2 bedrooms, each accommodating 2 guests, along with a daybed in the living room for the 5th person. One bedroom offers a queen-size bed, while the other has a double-size bed. Also, there are 2 study tables with chairs, one in each bedroom and one in the living room. The meticulously designed kitchen boasts modern and luxurious touches. The stylish washroom features a standing shower.

Serenity Suite w/Sauna-Your Entire Apt Awaits You
LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt
Legal lower-level basement apartment with kitchen and living room. Sleeps up to 6 guests with 2 queen beds and 1 sofa bed. Close to Hwy 401, restaurants, shopping, parks, Toronto Zoo, and GO Train. 🚗 *1 PARKING SPOT ONLY*. Additional vehicles may apply directly to the City of Pickering's Parking Consideration Program, subject to City approval. Any parking tickets or fines are the guest's responsibility. 👥 Extra Guests: $25/day 🌳 No smoking in/out of the property. 🔑 Private entrance

New Contemporary Comfort: Your Stylish Retreat
Welcome to brand new 1 Bedroom, 1 Bathroom and Sofa Bed located in quiet neighbourhood. This private unit is equipped with queen size bed, kitchen, full bathroom and access is available through separate entrance. It is fully inclusive of everything you might need, such as a hot water kettle, microwave, oven, stove, dishes and silverware, and coffee maker. Access to downtown Toronto is only 40 min drive. Located near 407 ETR. 10 min to downtown Stouffville with all amenities nearby.

LOVE and Relax at Dream Catcher Retreat
Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Peaceful & Private Karma Stay, Easy Toronto Access
Relax in the spacious, newly renovated basement with a separate entrance. As hosts, we take pride in being approachable and friendly. Having spent our own fair share of time away from home since a young age & exploring different places, we deeply understand the importance of providing a warm & peaceful environment for our guests. Your comfort and well-being are our top priorities, and we're here to ensure your stay feels like a welcoming home.

Lower Unit - Central location
Enjoy the charming touches of this cozy basement suite with a clean modern feel. Beautifully decorated featuring a spacious open concept living room/kitchen combo area with spacious island and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is bright and full of warmth. Conveniently located: 5 min walk to Pickering Town Center, 10 min walk to the Pickering GO and 2 min drive to 401.

Zarmas Oasis 2BRM | BR | Kitchen
Welcome to Zarmas Oasis, a newly constructed, elegant legal apartment in Whitby that promises ultimate comfort and convenience. Ideal for families or groups of up to five, this modern retreat provides a perfect home-away-from-home experience. Zarmas Oasis combines contemporary comforts with a fantastic location, ensuring a pleasant and memorable stay. We look forward to welcoming you!

Charming Spacious Bsmt Apartment in Pickering
This is a spacious newly renovated basement with separate entrance located on Appleview Road, Pickering. It has three bedrooms and two bathrooms. While it is in a quiet and pleasant neighbourhood, it is also close to the Pickering Town Centre, High Way 401, and Go Train Station. This apartment is very suitable for family as it is a comfy, clean, and warm environment.
Popular amenities for Pickering apartment rentals
Weekly apartment rentals

Private entrance Lower Suite, exclusively yours

Tranquil Haven: Luxurious 2BR Retreat Near Hwy 401

Luxury Lakeview Condo • Steps to Sandy Beach

Lucy's Place: Country living near the city

The Cozy Cove Studio

First Floor - 1 Bed Retreat

Private guest suite

Modern Toronto Getaway near Rogers Centre +Parking
Private apartment rentals

Cozy & Charming Apt For 4 | Quiet & Privacy

Serene & Comfortable Home

Sidarly Hills Loft on the Tree Farm

Miden Touch: Stylish Modern Basement w/ Workspace

Castlefields Luxury 2BDR, close to Thermëa Spa

Top 5% Quiet 2BR Suite | Sleeps 6 + 2 car Parking

A Modern Country Retreat! No cleaning fees!

On The GO
Apartment rentals with a hot tub

Luxury CN Tower & Lake Views Penthouse Sleeps 10

Beautiful High Rise View Condo W/Pool&Free Parking

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Stay w/phenomenal view!

Midtown Penthouse - Toronto City Skyline View

Free parking, Casper mattress, Hot tub and Yard

Rouge Retreat with Hot Tub & Seasonal Pool
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €63 | €62 | €62 | €57 | €61 | €67 | €70 | €69 | €63 | €64 | €62 | €65 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Toronto Zoo
- Nike Square One Shopping Centre
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- Sheppard–Yonge Station
- York University
- Coca Cola Coliseum
- The International Centre
- Cobourg Beach





