
Condo holiday rentals in Pickering
Find and book unique condos on Airbnb
Quick stats about condo rentals in Pickering

Total holiday rentals
Explore 10 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Wi-Fi availability
10 of Pickering holiday 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.

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!

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.

Cozy Place steps to CN Tower & Rogers center
🏡 Welcome to Your Modern Downtown Retreat! Stay in this stylish 1-bedroom+den high-rise condo in Toronto’s Waterfront Communities—The Island neighborhood. Enjoy breathtaking city views from a high floor, perfect for business travelers, couples, or solo adventurers. ✨ Highlights: ✔ Free parking for easy city access ✔ 650 ft²/60 m² of stylish space ✔ High-speed WiFi to stay connected ✔ Private balcony with scenic views ✔ Fully equipped kitchen with essentials ✔ Bike Score & Transit Score of 96

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

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

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

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.

Take in Panoramic City Views from a Sophisticated Condominium
This one-bedroom, two-bathroom suite on the 40th floor offers approximately 750 square feet of open-concept living. The bright and spacious layout features quality finishes, including granite countertops, stainless steel appliances, and floor-to-ceiling windows. All furnishings are of designer quality, creating a stylish modern and comfortable atmosphere. The skyline and city lights add to the overall experience. Suite includes, King-size bed, a work desk, washer/dryer, and plenty of space!

Downtown 1BR+Sofabed/Steps to ScotiabankArena/MTCC
Experience the best that downtown Toronto has to offer in this fabulously appointed, bright, open-plan lakeview condo in Maple Leaf Square. Location is everything and this beautiful condo could not be better located in the heart of Toronto's entertainment and financial district. It's a sports lover's dream with the Scotiabank Arena literally connected to the building and the Rogers Centre only 400 meters away for all the exciting Leafs/Raptors/Jays games, and countless concerts and shows!

Amazing Views, King Bed, In The Heart of Toronto!
Enjoy the iconic Toronto skyline and Lake Ontario from the large balcony, with an incredible view of the famous CN Tower! King size bed - ideal for couples, solo guests, friends or those in town for work. Steps from Canada's largest transit hub, Union Station. Short walk to CN Tower, The Harbourfront, two major sports/concert venues, the Entertainment District, restaurants and shopping. Two guests maximum and no visitors permitted. Please read the rules section in full!

Studio Gem in the lovely Waterfront Communities
Make the most out of your city life at our sleek studio apartment nestled in the Waterfront Communities - The Island neighborhood in Toronto! This modern oasis boasts lovely urban views, minimalist design, and all the comforts you need for a memorable stay. Perfect for solo travelers or couples, and just steps away from the city's top attractions, including St. Lawrence Market and the iconic Eaton Centre, ensuring your shopping pleasures are right at your doorstep.

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.
Popular amenities for Pickering condo rentals
Weekly condo rentals

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Chic High Rise Urban Retreat with CN Tower View

Flowers Falls Hideaway: 2-BRM 2-WR Condo Retreat

Cozy Studio w/Private entrance & Personal Parking

Cozy Suite in DT Markham Core

Luxury Penthouse | Skyline Views | Markham

Modern Downtown Unionville Stay

Luxe 2BR Retreat + Free Parking
Pet-friendly condo rentals

Modern 1BR Toronto Downtown Condo, King size bed

Debonair Condo Heart of Toronto w/Free Parking

Stylish Yorkville Studio: Near U of T & ROM

Stylish Apartment in Toronto - Long term available

Charming Condo w Parking, CN Tower View & Pool

Beautiful suite in Downtown Toronto

Steps to CN Tower/Waterfront | 2BR/2BA + Parking

Humber Bay Family Friendly condo w Terrace&Parking
Condo rentals with a pool

Stylish Downtown Toronto Condo + Free Parking

Luxury 1 Bedroom Suite In Heart Of Toronto

Luxury Downtown Condo For 4 (CN Tower Views)

Modern 1+Den condo steps away from CN Tower & Lake

Luxury Downtown Condo For 6 (Near CN Tower)

Artsy and Comfy Home with a View

High-Floor w/ Balcony | CN Tower | Scotia | Rogers

CN Tower View Luxury 1BR + Sofa Bed
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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





