Condo vacation rentals in Pickering

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Top-rated condo rentals in Pickering

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Top guest favorite
A modern kitchenette is shown, featuring a silver refrigerator and a stainless-steel microwave above the stove. Light cabinetry contrasts with a wood countertop. A gray sofa sits in the foreground, accompanied by a wall clock and a lamp, enhancing the sleek and organized space.
Condo in Pickering
4.93 out of 5 average rating, 330 reviews

“Elysium” Where happiness is real!

Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

Top guest favorite
A modern living area is highlighted by large windows allowing natural light. A sleek black sectional couch faces a glass coffee table, while a light-colored armchair adds comfort. A wall-mounted TV is positioned for viewing, contributing to a relaxed atmosphere.
Condo in Entertainment District
4.95 out of 5 average rating, 155 reviews

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)

Guest favorite
A modern kitchen area is equipped with stainless steel appliances, including a refrigerator and an oven. A compact dining table is positioned next to the sleek couch in the living area, which is well-lit by natural light coming through the large window.
Condo in Bowmanville
4.9 out of 5 average rating, 31 reviews

Charming Bowmanville Getaway | Quiet & Comfy

Welcome to your perfect home away from home! This stylish 1-bedroom, 2-bathroom condo offers a clean, modern aesthetic with all the comforts you need. Located in a safe and walkable neighborhood, you're just steps away from top restaurants and major amenities. Enjoy a fully equipped kitchen, high-speed Wi-Fi, a spacious living area with a smart TV, and a private balcony. The building features secure access, free parking and gym. This space is designed for comfort, convenience, and relaxation

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, 120 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
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
4.89 out of 5 average rating, 142 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 area features a stylish black sofa and a glass coffee table, complemented by a round dining table with four wooden chairs. Large windows allow ample natural light, enhancing the clean lines of the space. A decorative mirror adds depth to the room.
Condo in Entertainment District
4.85 out of 5 average rating, 122 reviews

Trendy & Cozy 1BD Condo in the Heart of Toronto

Enjoy a trendy and cozy experience at this centrally located condo. This 1 bedroom, 1 bathroom unit is located in the heart of the city within walking distance to many of Toronto's most popular restaurants, bars and tourist destinations. Steps away from King street, The Well and walking distance from the CN Tower, Rogers Centre, Ripley' s Aquarium and much more. The unit is equipped with high speed Wi-Fi with unlimited internet. You can also enjoy the gym and studio room.

Top guest favorite
The living area is furnished with a gray sofa facing a black coffee table and wall-mounted flat-screen TV. Large sliding glass doors allow natural light and provide access to a balcony. A bedroom is visible in the background, showcasing a neatly made bed.
Condo in Yorkdale
5 out of 5 average rating, 13 reviews

Luxury Condo w. Pool @ Yorkdale, Free Parking!

No 3rd party booking! No parties! No visitors staying overnight! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE! Smokers are not welcome! Designer one-bedroom plus den condo with Alexa smart home and lighting control. Features a queen pillow-top bed, dedicated office, fully equipped kitchen, Keurig coffee, spa shower, and soaker tub. Includes 1Gbps high-speed WiFi and smart TV. 5-min drive to Yorkdale Mall, Lawrence West Subway, 20-min drive to downtown or the airport.

Guest favorite
A modern dining area is showcased, featuring a large metal table surrounded by stylish chairs. Floor-to-ceiling windows provide ample natural light, with a view of the city. A potted plant in a decorative bowl adds a touch of greenery, while a contemporary light fixture hangs above.
Condo in Richmond Hill
5 out of 5 average rating, 14 reviews

Luxury spacious 1 bedroom condo with 1.5 washroom

Welcome to this luxurious condo located in the heart of Richmond Hill. Modern and fully furnished open concept suite is bright, spacious with 10 foot ceilings. This unique place has a style all on its own. Tastefully decorated, this New York style building is walking distance to restaurants, coffee shops, grocery stores and lots of other amenities. Transit is right on the door steps. Enjoy a nice cup of coffee on the balcony with gorgeous unobstructed views of the city.

Guest favorite
Condo in Fort York
4.8 out of 5 average rating, 265 reviews

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Modern Corner Unit with Stunning Views | 1+1 BR at 209 Fort York – Prime Downtown Location Step outside and you're just minutes from Toronto’s top attractions: 🗼 CN Tower & Ripley’s Aquarium ⚾ Rogers Centre & Scotiabank Arena 🎡 Exhibition Place & BMO Field 🌊 Harbourfront Centre & Toronto Islands Ferry 🌳 Coronation Park & Martin Goodman Trail 🛍️ Queen West & King West Everything downtown is easily accessible with steps away from public transportation.

Guest favorite
A modern living space showcases a gray sofa draped with a woven throw, complemented by accent pillows. A small circular table holds a floral arrangement. Large windows provide city views while natural light brightens the room. Sleek cabinetry in the background indicates a fully equipped kitchen.
Condo in Harbourfront
4.9 out of 5 average rating, 124 reviews

Lake view condo near CN Tower

Enjoy a luxurious and cozy experience in the heart of downtown Toronto. Just steps away from the city’s top attractions including Scotiabank Arena, CN Tower, Rogers Centre, and connected to Union Station via the underground PATH. The condo is perfect for couples, solo adventurers, business travellers, and families. Enjoy stunning views of the lake and city skyline, modern furnishings, a fully equipped kitchen, a comfortable bedroom, and a convenient study.

Guest favorite
A modern living area features a spacious gray sectional sofa adorned with decorative pillows. A dining table with stools is positioned near a large flat-screen TV, displaying a city skyline. Light fills the open layout, highlighting the contemporary kitchen appliances in the background.
Condo in Malvern
4.9 out of 5 average rating, 31 reviews

Entire Condo: Parking, Workspace & Amenities Incl.

🏡 Modern Condo with ⚡Smart Features | 🚗 Parking | 💼 Work Space Welcome to our bright and cozy one-bedroom condo townhouse, perfectly balancing comfort and convenience in a quiet suburban neighborhood just minutes from the city. Featuring high-end appliances, modern furnishings, a fully equipped kitchen and bathroom, a dedicated workspace, and an in-suite washer/dryer, this space has everything you need to feel right at home.

Guest favorite
A spacious living area features a modern light fixture and a comfortable sofa with decorative pillows. A coffee table rests on a patterned rug. Behind the seating area, an open kitchen is visible, showcasing dark cabinetry and contemporary bar stools.
Condo in Mississauga
4.86 out of 5 average rating, 236 reviews

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

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.

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 G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 570 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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