
Apartment vacation rentals in Pickering
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Quick stats about apartment rentals in Pickering

Total vacation rentals
Explore 180 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

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

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
180 of Pickering vacation 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!
Top-rated apartment rentals in Pickering
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Entire Suite: Kitchen, Laundry & Free Parking
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

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.

New Stylish/Cozy Getaway with Home Office Retreat
Welcome to this cozy basement apartment, combining the comfort of a 1-bedroom layout with the added convenience of a separate office space. As you step inside, you'll find a well-designed living area that seamlessly integrates with the kitchen creating an open and inviting atmosphere. Located in the heart of Stouffville, Ontario, close to all amenities such as Highway 404/407, Stouffville GO, Musselman's Lake, golf courses, hiking trails, grocery stores, bars, and restaurants.

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.
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

Miden Touch: Stylish Modern Basement w/ Workspace

Quiet Studio Apt. w/private elevator in Mill Pond!

First Floor - 1 Bed Retreat

Castlefields Luxury 2BDR, close to Thermëa Spa

Modern Beach Suite | Steps to Woodbine Beach
Private apartment rentals

Private walkout L1 bed bsmnt Apt living, dine/kit

Cozy & Charming Apt For 4 | Quiet & Privacy

Serene & Comfortable Home

The getaway spot

Private guest suite

On The GO

A Modern Country Retreat! No cleaning fees!

The Escaped Room: Modern Suite w/ On-Site Parking
Apartment rentals with a hot tub

Modern Condo in Downtown Core

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

Rouge Retreat with Hot Tub & Seasonal Pool
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 264 | ﺩ.ﺇ 261 | ﺩ.ﺇ 261 | ﺩ.ﺇ 239 | ﺩ.ﺇ 253 | ﺩ.ﺇ 279 | ﺩ.ﺇ 294 | ﺩ.ﺇ 290 | ﺩ.ﺇ 264 | ﺩ.ﺇ 268 | ﺩ.ﺇ 261 | ﺩ.ﺇ 272 |
| 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
- Downsview Park
- Metro Toronto Convention Centre
- 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
- Sheppard–Yonge Station
- York University
- Enercare Centre
- Coca Cola Coliseum
- Cobourg Beach
- The International Centre





