Condo vacation rentals in Pickering

Find and book unique condos on Airbnb

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 ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 350 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!

Top-rated condo rentals in Pickering

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

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Guest favorite
Condo in Downtown Toronto
4.84 out of 5 average rating, 261 reviews

Charming Downtown Condo in Entertainment District

This is a very spacious condo unit with very efficient and private layout. It has very nice finishes and quality in the Tridel complex right in the heart of the city on Blue Jays Way. Apartment Includes: - Queen-size bed in the bedroom - Pull-out sofa in the den (bedding/linens inside the sofa) - Linens, sheets, pillows, blankets, towels, toiletries - Big screen LCD TV - WiFi internet - En suite washer and dryer - Fully equipped kitchen - Air conditioning/heater [Please note there are 2 transitional periods in the spring (late Apr to mid May) and in the fall (late Sep to mid Oct) when the weather is unpredictable. The AC/Heater switch during these 2 periods is controlled by building management. They switch from heater to AC in the spring and from AC to heater in the fall. We as hosts have no control over that and you may experience inconvenience in case of weather fluctuation] The apartment can comfortably accommodate 4 people. Key pickup and drop off are located at JC Foodlane 270 Wellington Street West Toronto, Ontario, Canada ( (Phone number hidden by Airbnb) Sun-Sat 7:30am - 11:00pm Holiday Hours Call ahead for holiday hours. Amenities: - Free WiFi - 24 Hour Security - Rooftop terrace including BBQs - Dry sauna - 24 Hour Gym - Resistance Pool - Tim Hortons / 24Hr Rabba groceries right below the building - 24Hr Grocery Store (Rabba) - Public parking is subject to availability in or around the building for around 20-25 dollars a day. Please inquire about possible spot availability in the underground parking. During your stay I will be easily accessible by phone, email or text. Located on Blue Jay Way, just about everything is within walking distance of this apartment. That includes sporting stadiums and event spaces, plus shops, restaurants, and cinemas. It's also near the Convention Center, Skydome, and the CN Tower. 5 to 10 minute walking distance to: - CN Tower and Ripley's Aquarium - Metro Convention Centre & Rogers Centre - Entertainment district (tons of bars, restaurants and clubs) - Roy Thompson Hall, TIFF Bell Lighthouse and other theatres - 24hr Grocery store, Liquor store 10-15 minute walking distance to: - Harbourfront Boardwalk & Toronto Island Ferry dock - Union Station and Go bus/Go train/VIA Rail Terminals - The PATH (largest underground shopping complex) - Financial District - Fashion District/Queen St West (amazing shopping) Street cars available on next streets that will take you directly to subway or around the whole city center. Guests and short term accommodations are accepted and valued in this complex. 24hr security on duty are very friendly, polite and knowledgable.

Top guest favorite
Condo in Downtown Toronto
4.98 out of 5 average rating, 220 reviews

Stylish Downtown Toronto Condo + 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!

Superhost
A modern living area features a deep blue accent wall with geometric designs. A comfortable brown sofa faces a sleek coffee table, complemented by a nearby dining set. Large windows provide a bright view of the outdoors, allowing ample natural light to enter the space.
Condo in Scarborough
4.94 out of 5 average rating, 108 reviews

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!

Guest favorite
Condo in Downtown Toronto
4.95 out of 5 average rating, 172 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.

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, 153 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

Top guest favorite
An open concept studio features a wall-mounted Murphy bed, ample storage space in white cabinetry, and a kitchenette equipped with modern appliances. A small dining table with two stools is positioned near the kitchenette, while a comfortable sofa is positioned along the wall.
Condo in The Beaches
4.9 out of 5 average rating, 149 reviews

The Beaches pied-á-terre (Woodbine Beach)

Discover this charming getaway nestled in the sought-after "The Beaches" area. This prime location offers the perfect blend of beachside living, with just a short drive to downtown. Just steps to the beach and boardwalk, and the trendy shops of Queen Street East, with quick access to streetcars, buses, bike paths, restaurants, charming cafes, artisanal bakeries, patios, bars, LCBO, and grocery stores. Experiences: Boardwalk, Bike path/rentals, SUP boarding, Jazz Festival, Tommy Thompson Park

Guest favorite
A modern living room features large windows allowing natural light to fill the space. A comfortable sofa is adorned with yellow cushions, complemented by a glass coffee table at its center. A decorative sculpture sits atop the table, while potted plants add a touch of greenery.
Condo in Downtown Toronto
4.93 out of 5 average rating, 125 reviews

3 Bed Downtown Toronto CN Tower Financial District

Welcome to our beautiful and bright 2 bedroom 1 bathroom high ceiling condo in downtown Toronto, your home away from home! It is centrally located in the quieter and secure part of downtown, within walking distance to financial district, St Lawrence Market, St Regis Toronto, harbourfront, grocery stores, restaurants, bars & parks. Newly furnished in 2022: furniture, floor, bathroom and paint, modern design, bright, large. Perfect for 4 guests, with option for 1 more guest with the sofa bed

Top guest favorite
A well-lit living area features a gray pull-out sofa and a coffee table atop a patterned area rug. Large windows offer expansive views of the cityscape, while a potted plant adds a touch of greenery. A wall art piece adorns the light blue wall.
Condo in Downtown Toronto
4.96 out of 5 average rating, 190 reviews

Stylish Condo Downtown by Rogers Centre

Welcome to our stylish 1-bedroom condo nestled in the heart of downtown Toronto! Our place offers the perfect retreat for couples, solo adventurers, and business travelers seeking a comfortable and convenient stay in the city. Step outside, and you'll be just moments away from plenty of dining options, trendy cafes, shopping boutiques, and exciting nightlife venues. Explore the famous Yonge-Dundas Square, visit the nearby iconic CN Tower, or take a stroll along the picturesque Harbourfront.

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 Davisville Village
4.97 out of 5 average rating, 129 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 area features a comfortable gray sofa adorned with patterned cushions. A sleek coffee table is positioned in front, while a wall-mounted television is visible across from the seating. Natural light filters through sheer curtains, illuminating the warm tones of the space.
Condo in Downtown Toronto
4.9 out of 5 average rating, 101 reviews

Modern Toronto Getaway near Rogers Centre +Parking

**Modern Downtown Toronto Condo in the Vibrant Entertainment District** Welcome to our contemporary condo situated in the vibrant Entertainment District of downtown Toronto. Boasting a sleek design and a cozy ambiance, our 1-bedroom unit with a den offers a comfortable retreat for up to 4 guests. Whether you're a couple seeking a romantic getaway, a family on vacation, or friends exploring the city, our space provides the ideal base for experiencing all that Toronto has to offer.

Top guest favorite
A contemporary living area is highlighted by soft lighting and lively greenery. A comfortable seating area features a patterned sofa and a small dining table with stools, positioned near the kitchen. A large window allows for natural light, creating an inviting atmosphere.
Condo in Scarborough
4.99 out of 5 average rating, 146 reviews

Sustainable Zen Space - "A Perfect Cozy Getaway"

Kick back and relax in this calm, stylish, contemporary zen space. Almost everything is either up-cycled or handmade and hand picked. An experience in itself which will give you a sense of calmness and meeting the host (a modern monk) who’s warm and welcoming :) Few minutes away from Centennial College, Scarborough Town Centre, Rouge National Park, Highway 401, Grocery & Restaurants. Bus stop is steps away for easy transit to Downtown and Midtown. Airport is 35 min away!

Guest favorite
Condo in Downtown Toronto
4.96 out of 5 average rating, 105 reviews

Debonair Condo Heart of Toronto w/Free Parking

Enjoy a stylish experience at our centrally located home. Take advantage of charming cafes, Michelin-star restaurants, and boutiques at your doorstep. Steps from the following (walking times) - Financial District - 9 min - St. Lawrence Market - 6 min - Eaton Centre - 12 min - Distillery District - 18 min - St. Michael's Hospital - 9 min Note: there is a new condo building under construction which partially obstructs the view. This is not yet captured in the photo.

Popular amenities for Pickering condo rentals