
Apartment holiday rentals in Pickering
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Top-rated apartment rentals in Pickering
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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!

Romantic & Cozy Countryside luxury loft with views
Romance in the Country. Getaway from the hustle with your sweetheart, to play, rest/work stay-cation. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, equestrian farm, museums, & amazing 5 star restaurnts in Port Perry. Enjoy the pond on the property & lots of places to enjoy peace & quiet together! Ask about our Chef and Pontoon experiences. 1 hr from TO, 8 min to Port Perry. We have 2 rms queen loft/king.

Charming and Luxurious 2BR+1Bath Guest Suite
Elegant and bright walkout low-level guest suite in the Toronto area with an outdoor Red-Cedar Barrel Sauna. Complete with 2 spacious bedrooms, 1 Bathroom, internet, patio with furniture and barbeque, Smart TV and electric fireplace in each bedroom, large TV, home theatre included surrounding system and projector with a 120-inch screen in a living room. The Guests also have a private laundry room equipped with a washer and dryer. Free parking the for number of cars on the premise’s driveway

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

Toronto Island Wonderland View
Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

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 Beach Studio Suite
Welcome to the beach! This newly renovated private studio suite is bright, spacious, modern and the perfect hub for exploring Toronto. Located south of Queen Street and just a two-minute walk from the beach and boardwalk, you’ll be close to some of Toronto’s cutest shops, pubs and restaurants. Visiting Toronto for FIFA World Cup? You're a thirty-minute drive to BMO Field! You’ll also be just a 10-minute streetcar ride (or short walk) from Drake’s music venue, History.

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!
Popular amenities for Pickering apartment rentals
Weekly apartment rentals

Private walkout L1 bed bsmnt Apt living, dine/kit

Ravine Retreat - 3RM Suite, 2BD, 1 WR, Pool, Sauna

The getaway spot

Queen Suite — Central Location + Highway

The Lake View Stay

Bright & Cozy Basement Apartment

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

The Perfect 1 Bdrm Apt w/Parking
Private apartment rentals

Modern 2Bed/1Bath + Parking

Just like home

Central DT-Toronto Condo Close to CNTower

Charming and cozy suite downtown Whitby

Modern Studio Retreat Bright Condo w/ Patio & Park

Bodega Artist Loft

Oasis by the Lake

Modern Entire Apartment| Sleeps 5 |Free Parking
Apartment rentals with a hot tub

Modern Condo in Downtown Core

Luxury CN Tower and Lake View Penthouse Sleeps 10

Scotiabank Arena/Union Station

The Farmer's Cottage

Spotlight Suite w/ Free Parking|TIFF|Rogers Centre

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Stay w/phenomenal view!
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $124 NZD | $123 NZD | $123 NZD | $112 NZD | $119 NZD | $131 NZD | $138 NZD | $136 NZD | $124 NZD | $126 NZD | $123 NZD | $128 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 170 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 5,460 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
160 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!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Yorkdale Shopping Centre
- Sheppard–Yonge Station
- Lakeridge Ski Resort





