
Condo vacation rentals in Pickering
Find and book unique condos on Airbnb
Top-rated condo rentals in Pickering
Guests agree: these condos are highly rated for location, cleanliness, and more.

🔥Modern High Floor Deluxe King Suite /w City Views
The perfect getaway in the heart of downtown Toronto! - Rare High floor. Deluxe king bed and a queen sofabed, full bathroom, full kitchen, cozy suite with floor-to-ceiling windows with a gorgeous city skyline view. - 10/10 walk score to Eaton Center, Dundas Square, Ed Mirvish Theatre, Allan Gardens, Nathan Philips Square - On Yonge TTC Subway Line: Queen station, Dundas station - A walk to Union Station, CN Tower, Lakeshore, Queen Street, King Street - Public transit access from the condo lobby

Spacious 1 Bed + Den + Downtown + Free Parking
Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Spacious Luxury Condo w. Free Parking in Toronto!
Welcome To Tranquility in Toronto! A Sun-Filled Home with an Amazing View nestled beside a Toronto Golf Course! Walking distance to Walmart, grocery stores, Shoppers Drug Mart, LCBO/Beer Store and many restaurants. Highway and public transit within proximity to get you anywhere you need in the city! 55 inch TV in living room, along with 42 inch TV in the bedroom - both chromecast ready for all your favorite shows! Highspeed fibre optic internet also available for the duration of your stay!

FIFA location! Luxurious 1 bedroom condo w balcony
Marvel at the glorious Toronto urban vibes from your room with floor to ceiling panoramic windows. This 1 bedroom condo is professionally designed with modern finishes. You will absolutely love the space we have prepared for you. Relax, unwin,d and enjoy the city views on the private balcony with outdoor furniture. Professionally cleaned after each guest checkout. 100% private and unshared, entire modern condominium unit. Safe, secure, and easy self-check-in procedures with 24/7 security.

Chic High Rise Urban Retreat with CN Tower View
Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

The Penty: Luxurious Penthouse with Pool, Hot Tub
Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

Best Cozy Suite in Heart of Downtown Toronto
Brand new unit in the best location is ready for rent, walkable distance to the subway station and public transportations, stone throw away from CN tower, Aquarium, Metro Toronto Convention Centre, TIFF Bell Lightbox and so many attractions, in the middle Riz-Carlton Toronto, InerContinental Toronto hotels, clubs, bars and Starbucks just around the corner, many restaurants surrounding the building such as PAI Thai and so much more.

Cozy Oakville Oasis | Modern & Peaceful Stay
Enjoy a peaceful stay in this stylish apartment near Saw Whet Golf Club and beautiful Bronte Creek Provincial Park. 3 min from the QEW, Bright, open-concept living space, full kitchen, private balcony, high-speed WiFi, and free parking. Just a short drive to Bronte Village with its waterfront trails, cafes, and shops. Ideal for couples, solo travelers, or business guests seeking comfort and convenience in Oakville.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

Liberty Village Luxurious 1 Bed + Free Parking
STR-2307-HDGHHW Welcome to Toronto! Enjoy a cozy 1-bedroom suite in vibrant Liberty Village. With free parking, it's perfect for solo travelers or couples. Explore nearby restaurants, bars, and shops, or take a short walk to the Entertainment District for more fun. Relax in comfort in this thoughtfully designed space. Can't wait to host you and make your Toronto stay memorable!

Bright & Stylish 1 Bedroom Condo in King West
My condo is at the heart of Toronto’s Entertainment/Fashion Districts and has everything you need for fantastic stay. The city’s trendiest restaurants and bars, theatres and sporting venues are steps away. Whether enjoying a short vacation or staying for an extended time, you’ll have all the comforts of home and access to the best Toronto has to offer. Welcome!
Popular amenities for Pickering condo rentals
Weekly condo rentals

Bright Sun Filled Condo + Pool + Gym, CN Tower

Luxurious 1 Bed+Den Condo in Downtown Toronto

Luxe 2BR Retreat + Free Parking

Amazing View in High-rise Condo

Scarborough Oasis near UofT | Parking Included

Elevated Living at the heart of Toronto

Resort Style Lake View Condo

Yorkville Luxury • 2BR Condo w/ Views + Parking
Pet-friendly condo rentals

Lux Spacious 3 Beds w CN Tower View (Free Parking)

Beautiful suite in Downtown Toronto

Modern Eclectic Condo in King West Area

Humber Bay Family Friendly condo w Terrace&Parking

Admire City Views from Bed at this Chic Apartment

The Beaches pied-á-terre (Woodbine Beach)

Stylish Apartment in Toronto - Long term available

Trendy & Cozy 1BD Condo in the Heart of Toronto
Condo rentals with a pool

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Stylish 2 Bdrm Gorgeous CN Tower View w/Parking!

Downtown Markham Unionville

Beautiful Condo Across CN Tower and MTCC

Lux Waterfront Condo Pool Hot Tub Free Parking

Luxury Condo with FreeParking. CN Tower Lake View

Closest condo to Rogers Centre/CN tower in Toronto

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
Quick stats about condo rentals in Pickering

Total vacation rentals
Explore 10 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at R321 ZAR per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Wi-Fi availability
10 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!
Destinations to explore
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Apartment rentals Pickering
- Rentals with a fireplace Pickering
- Smoking-friendly rentals Pickering
- Rentals with lake access Pickering
- Rentals with breakfast Pickering
- Rentals with a fire pit Pickering
- Cottage rentals Pickering
- Beachfront rentals Pickering
- Rentals with a hot tub Pickering
- Townhouse rentals Pickering
- Fitness-friendly rentals Pickering
- Guesthouse rentals Pickering
- Rentals with outdoor seating Pickering
- Family-friendly rentals Pickering
- Rentals with a washer and dryer Pickering
- House rentals Pickering
- Waterfront rentals Pickering
- Rentals with a patio Pickering
- Rentals with pools Pickering
- Rentals with beach access Pickering
- Rentals with an EV charger Pickering
- Private suite rentals Pickering
- Pet-friendly rentals Pickering
- Condo rentals Durham
- Condo rentals Ontario
- Condo rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park
- Christie Pits Park




