
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 R 164 ZAR 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.

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!
LocationFamilyHospitality

Toronto CN Tower 2 Bed 2 B w Master King w Parking
Luxury newly furnished home away from home in central downtown 300 Front Street with balcony CN Tower view. 2 Bedroom 2 Bath, Comfortable King bed TV en suit, Double bed TV w blackout curtains Enjoy in building Gym, Steam room, Outdoor pool with 360 degree view of the city, Whirlpool, and BBQ. Steps away from CN Tower, Rogers Centre, Aquarium, Metro Convention Centre, short walk to Scotiabank Arena, the lake, Bell Lightbox, Billy Bishop Airport, Union Station, Entertainment District and more
LocationValueCondition

Luxury Downtown Condo For 4 (CN Tower Views)
Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.
LocationValueHospitality

Modern 1BR Toronto Downtown Condo, King size bed
Located in the heart of downtown, this new modern and stylish 1 bedroom condo will be the perfect stay for your next Toronto experience. It features an open concept which blends functionality and comfort, it has soaring ceilings and floor-to-ceiling window. All major attractions and arenas are walking distance to where you will be staying. Events at, Roger’s centre, CN Tower, Ripley’s Aquarium, the Exhibition place, Scotiabank Arena, TIFF lightbox and Waterfront activities are a few mins away.
LocationValueWalkability

Stunning Lake/CN Tower View: 2BR+2BA, Free Parking
Cozy 2 bedrooms + 2 full baths condo in the heart of downtown tourist hotspot; unobstructed CN tower view; 1 free dedicated parking. Perfect for business or vacation stay! WALKING DISTANCE to: • Supermarket & LCBO: 1 min • Scotiabank Arena: 3 min • Union Station: 3 min • Convention Center: 3 min • Ripley's Aquarium: 3 min • UPX Train: 5 min • Harborfront: 5 min • CN Tower: 5 min • Rogers Center: 7 min • Roy Thompson Hall: 9 min • Royal Alexander Theater: 12 min • St. Lawrence's Market: 18 min
FamilyValueBiking

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
LocationValueParks

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.
LocationFamilyNearby

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.
FamilyLocationQuiet

Luxury Lakeview 3BR+2BA Condo • Subway & BMO Field
Welcome to this luxury 3-bedroom, 2-bath lakeview condo in downtown Toronto. Enjoy stunning views of Lake Ontario and the CN Tower in a modern, comfortable space perfect for families, business travelers, or groups. Only a 3-minute walk to TTC Osgoode Subway Station, and about 15 minutes by subway to BMO Field, one of the 2026 FIFA World Cup venues. Close to Toronto’s best restaurants, shopping, nightlife, entertainment, and major attractions. *Not ideal for parties *Must be quiet
ValueLocationAmenities

John-Peter Toronto
Fully furnished 800 sqft (74 m2) two-bedroom condominium located in the heart of downtown Toronto; steps away from Toronto’s main landmarks: ⦁ CN Tower ⦁ Union Station ⦁ Metro Toronto Convention Centre ⦁ Rogers Centre & Scotiabank Arena About the space: 1. Queen bed in the master bedroom 2. Second bedroom has 2 beds 3. Sofa bed in the living room 4. Extra foldable mattress (upon request) 5. Baby crib (upon request) 6. FREE Underground PARKING
LocationValueCheck-in

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
ValueFamilyPets

Downtown Markham Unionville
Newer Condo, 2 bedroom entire unit, fully furnished with everything you need as if you were at home; steps to Historic Unionville, Cineplex with VIP Cinema,, Famous Ruth's Steak House, Good Catch Creole Seafood Place; Japanese Restaurant, Go-for-Tea Fusion, Historic Rouge Valley, Great Dining, Pubs, theatre, shopping Malls
FamilyValueView
Popular amenities for Pickering condo rentals
Weekly condo rentals

Cozy Studio w/Private entrance & Bathroom
ValueLong stayHospitality

Scarborough | Parking | HWY401 access | Zoo & UofT
ValueFamilyView

Modern Downtown Unionville Stay
ValueFamilyDecor

Luxury Penthouse | Skyline Views | Markham
ValueLocationQuiet

Luxury High Rise Living Parking, Gym, Pool, View
FamilyValueSleep quality

Stylish Urban Condominium STR-2308-JDYBHz
FamilyLocationQuiet

Charming Bowmanville Getaway | Quiet & Comfy
LocationValueCheckout

Sunset Retreat | 2BR/2BA | CN Tower View + Parking
LocationFamilyAir conditioning
Pet-friendly condo rentals

Debonair Condo Heart of Toronto w/Free Parking
ValueLocationSolo travel

The Beaches pied-á-terre (Woodbine Beach)
ValueFamilyBathroom

Heart of TO, Entertainment & Financial districts
FamilyLocationSleep quality

Rooftop Pool Condo with CN Tower View
ValueFamilyCheckout

Bright & Cozy Condo w/ Private Balcony - Ent. Dist
LocationValueNearby

College Park :2Bd+2bth + Free parking
FamilyLocationCleanliness

Cozy Condo • Free Parking• Steps from the CN Tower
FamilyValueSleep quality

Charming Condo w Parking, CN Tower View & Pool
FamilyValueSleep quality
Condo rentals with a pool

Luxury Downtown Condo For 6 (CN Tower View)
LocationFamilyLong stay

Luxury Downtown Condo For 6 (Near CN Tower)
LocationValueHot tub

Stylish 1BR on Toronto’s Harbourfront
FamilyValueAmenities

Prime location • Amazing views • FREE parking
ValueFamilyAccess

2Bd 2Bat W Stunning View 68%OFF November Promotion
ValueLocationCheckout

Beautiful Condo Across CN Tower and MTCC
ValueFamilyAccuracy

1BR+Den|Parking&Pool|UnionStation|CNTower&Arena
FamilyLocationHospitality

Stylish Downtown Toronto Condo + Free Parking
LocationFamilyLong stay
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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
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Enercare Centre
- Coca Cola Coliseum
- Massey Hall
- Vaughan Mills





