
Apartment holiday rentals in Pickering
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Top-rated apartment rentals in Pickering
Guests agree: These apartments are highly rated for location, cleanliness and more.

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
Spacious lower-level legal basement apartment featuring open-concept living room & kitchen. 2 queen-sized beds & 1 sofa bed. Located near the 401, grocery stores, restaurants, malls, casinos, parks, Toronto Zoo & 5-minute drive to the GO Train. 1 vehicle parking. Electric car charging $10/day Extra guests $25/day. Private side entrance for self-check in with access code. ✅ Wi-Fi, iMac & Printer ✅ TV Box with Netflix/Amazon Prime ✅Variety of Board Games ✅ Full Kitchen w/condiments

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.

Modern Cozy Home near the Mill Pond Park.
Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Modern Retreat near Waterfront!
Modern 2BR in Pickering with a glowing queen bed, full-length mirrors, workspace, and built-in charging ports. Second bedroom has light-up full-size bunk beds and charging ports. Spa-style bath with waterfall + handheld shower. Full kitchen with coffee/tea station & complimentary drinks. Cozy living room with sectional + 55” Roku TV. Washer/dryer, keyless entry. Family-friendly, near lakefront, GO stations & malls. Stylish comfort in a perfect location—book your stay today!

Brand new lower-level studio in Toronto
Welcome to our totally renovated -modern clean- Lower Level studio apartment with everything you need for your stay. Our place is a 10 mins drive from the Pearson airport, 10 min to the subway and 30 mins - off peak - into downtown. The place is a walking distance from a grocery plaza ( Metro, Shoppers Drug Mart, LCBO ). We are located in the quiet green area, two parks are close by. We will be happy to help and to answer any questions! Short and Long stays are welcome.

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😊

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.

Condo in Heart of Mississauga
Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

Family Friendly | HOT TUB | Near Toronto & UOIT
Newly built 1-bedroom private basement apartment in Oshawa featuring a work/study area, full kitchen, and in-suite laundry. Relax in the hot tub after exploring local trails, parks, and farms. Close to Ontario Tech University, Durham College, shops, and restaurants. Easy access to Durham Transit, GO Bus/Train, and Highway 407. Ideal for couples, professionals, or small families.

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

Serene & Comfortable Home

Tropical Designer King Suite | Sleeps 5 + Parking

Modern West Getaway 2BR Condo with Free Parking

First floor - 1 Bed

Spacious 1-Bed Basement All to Yourself!

Charming and cozy suite downtown Whitby

Modern Basement Suite in Ajax | Private Entrance

Cozy Entire 2 Bedrooms Suite - Good Location
Private apartment rentals

Private walkout L1 bed bsmnt Apt living, dine/kit

Cozy apartment with Free Parking !

Suite in the Beaches

Bright & Modern Lower Level On Lansdowne

Modern Retreat in Trendy JUNCTION Neighbourhood

Bright, spacious luxury basement apartment

Lake Breeze Apartment, EV Charging & Free Parking

Bright & Cozy Basement Apartment
Apartment rentals with a hot tub

Modern Condo with Sauna, Gym + Gorgeous City View!

COMFY 1BR - FREE Parking - Downtown - Pool - Gym

Scotiabank Arena/Union Station

The Farmer's Cottage

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Stay w/phenomenal view!

Penthouse Corner Suite w/ Panoramic 12 FT Windows
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $104 NZD | $100 NZD | $109 NZD | $109 NZD | $115 NZD | $127 NZD | $134 NZD | $132 NZD | $120 NZD | $122 NZD | $119 NZD | $124 NZD |
| 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 |
Quick stats about apartment rentals in Pickering

Total holiday rentals
Explore 160 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 5,310 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
150 of Pickering holiday rentals include Wi-Fi 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!
Destinations to explore
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- Rentals with breakfast Pickering
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- Rentals with a hot tub Pickering
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- Rentals with a patio Pickering
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park
- Christie Pits Park




