Condo vacation rentals in Pickering

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Top-rated condo rentals in Pickering

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.
Condo in Fort York
4.98 out of 5 average rating, 213 reviews

Stylish Condo | Walk to BMO Field + Free Parking

Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!

Top guest favorite
A scenic view showcases Lake Ontario's expansive waters, dotted with boats and framed by lush greenery. The skyline features modern buildings and a clear blue sky with soft clouds, offering a serene contrast against the vibrant lake.
Condo in Harbourfront
4.95 out of 5 average rating, 157 reviews

Modern Lakeview Condo | 2026 Match Stay

Visiting Toronto for FIFA World Cup 2026? The condo is well positioned for match-day stays, with easy access to Toronto Stadium at Exhibition Place, the waterfront, downtown restaurants, transit, and the FIFA Fan Festival area around Fort York and The Bentway. This fully furnished condo offers fast Wi-Fi, a smart TV with Netflix, a full kitchen, and hotel-style essentials. Steps to Scotiabank Arena, CN Tower, Rogers Centre, Union Station, and the waterfront. Perfect for families, business trips.

Superhost
Condo in Entertainment District
4.89 out of 5 average rating, 98 reviews

Modern Downtown Studio w/ City View

Located in the entertainment district of downtown core, this private and functional studio apartment offers great north facing city views with lots of natural light and a short walk to Financial District, subway, Theatre District, Fine Dining & Cafes. From ambient mood lighting to luxury bathroom amenities, this high-floor studio apartment offers a peaceful and quiet escape for you to relax after the fast paced and busy lifestyle of downtown Toronto. You are only steps away from the action...

Guest favorite
An open living space is visible, featuring light-colored walls and wooden flooring. A large moose head mount decorates the wall, adding a unique focal point. Two barstools are positioned at a kitchen counter, with kitchen appliances discreetly arranged in the background.
Condo in Church-Wellesley
4.96 out of 5 average rating, 164 reviews

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

Superhost
A panoramic view captures the CN Tower prominently against a clear blue sky. The reflective surfaces of nearby buildings glisten, while the shoreline of Lake Ontario merges with the cityscape. The Rogers Centre stands out with its distinctive domed structure in the foreground.
Condo in Harbourfront
4.88 out of 5 average rating, 146 reviews

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.

Top guest favorite
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Condo in Yorkdale
5 out of 5 average rating, 135 reviews

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

Guest favorite
The living area features a black leather sofa with decorative cushions, accompanied by a natural wood coffee table and a black chair. Two lamps provide soft lighting, and large windows offer expansive views of the downtown skyline.
Condo in Harbourfront
4.89 out of 5 average rating, 275 reviews

Designer sky-high condo w skyline view (pool/gym!)

Amazing light-filled 1-bedroom condo overlooking the centre core of downtown Toronto. Huge windows give you spectacular views of the Rogers Centre, the CN Tower, the Steamwhistle Roundhouse, and the Metro Toronto Convention Centre. Located just steps from the Scotiabank Centre, Rogers Centre, Ripley's Aquarium, and all downtown restaurants and attractions; minutes to walk to any building in the financial core and right at the waterfront. Steps away from Union Station for quick metro access.

Guest favorite
A bright living room features large floor-to-ceiling windows allowing natural light to fill the space. A comfortable gray sectional sofa is paired with a glass coffee table, and a television is mounted on the wall opposite. A neutral area rug adds warmth to the wooden floor.
Condo in Entertainment District
4.91 out of 5 average rating, 141 reviews

Cozy Toronto condo, great location, 1 free parking

Enjoy this conveniently located condo in the entertainment district of downtown Toronto, perfect for outings and group trips with family and friends. 2 Bdrm condo very close to the Lakeshore Waterfront. Short walk to The Rogers Centre, the CN Tower, The Well and Ripley's aquarium. Restaurants are just steps away with King and Queen west walking distance from your stay which is the hub for fine dining and nightlife. For the kids, Ripley's Aquarium, Hockey Hall of fame, Fort York and much more.

Top guest favorite
A comfortable living area features a spacious sectional couch adorned with orange and white cushions. A dark coffee table is positioned in front, displaying a few decorative items, while a large television is mounted on the wall. Natural light floods through the glass doors leading to the terrace.
Condo in North Toronto
4.98 out of 5 average rating, 122 reviews

Luxury Toronto Condo with Private Terrace & BBQ

Our 2 bed 2 bath condo is located in the heart of midtown Toronto in the Yonge & Eglinton area. The condo is steps away from Eglinton subway station and within walking distance to several shops and restaurants. There is a Loblaws and LCBO located on the main floor of the building. The condo has 24 hour security, underground paid visitor parking, and plenty of street parking nearby. The suite is fully equipped with everything you need and includes a private 300 sq.ft terrace with a BBQ!

Guest favorite
A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.
Condo in North Toronto
4.85 out of 5 average rating, 141 reviews

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

1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Top guest favorite
A modern living area features a spacious, cozy sectional sofa with decorative pillows. A large window offers views of the city skyline and access to a balcony adorned with patio furniture. Natural light fills the room, complementing the contemporary decor and wooden flooring.
Condo in Liberty Village
4.98 out of 5 average rating, 124 reviews

Central condo in heart of Liberty Village +parking

Right on the park! Stay in one of Toronto’s most vibrant neighborhoods. This modern space includes high-speed Wi-Fi, dedicated workspace, large HDTV, in-unit laundry, and access to a private gym. ALL amenities withing walking distance Steps to cafés, nightlife, transit, parks, and more. Walk to the Waterfront, BMO Field, RBC Amphitheatre, Enercare center, CNE, Fort York, and top attractions—perfect for work or play.

Guest favorite
Condo in Mississauga
4.9 out of 5 average rating, 137 reviews

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

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 well equippedand gym and games room. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto

Popular amenities for Pickering condo rentals

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 R334 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 270 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!

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