
Apartment holiday rentals in Pickering
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Pickering

Total holiday rentals
Explore 170 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 5,460 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
160 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 apartment rentals in Pickering
Guests agree: These apartments are highly rated for location, cleanliness and more.

Absolutely gorgeous basement guest suite!
Legal Basement - This chic place comfortably accommodates up to 5 guests and comes fully furnished. There are 2 bedrooms, each accommodating 2 guests, along with a daybed in the living room for the 5th person. One bedroom offers a queen-size bed, while the other has a double-size bed. Also, there are 2 study tables with chairs, one in each bedroom and one in the living room. The meticulously designed kitchen boasts modern and luxurious touches. The stylish washroom features a standing shower.

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt
Spacious lower-level legal basement apartment featuring open-concept living room & kitchen. 2 queen-sized beds & 1 sofa bed. Located near the 401, grocery stores, restaurants, malls, casinos, parks, Toronto Zoo & 5-minute drive to the GO Train. 1 vehicle parking. Electric car charging $10/day Extra guests $25/day. Private side entrance for self-check in with access code. ✅ Wi-Fi, iMac & Printer ✅ TV Box with Netflix/Amazon Prime ✅Variety of Board Games ✅ Full Kitchen w/condiments

Toronto Island Wonderland View
Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

New Contemporary Comfort: Your Stylish Retreat
Welcome to brand new 1 Bedroom, 1 Bathroom and Sofa Bed located in quiet neighbourhood. This private unit is equipped with queen size bed, kitchen, full bathroom and access is available through separate entrance. It is fully inclusive of everything you might need, such as a hot water kettle, microwave, oven, stove, dishes and silverware, and coffee maker. Access to downtown Toronto is only 40 min drive. Located near 407 ETR. 10 min to downtown Stouffville with all amenities nearby.

Modern Victorian
Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Modern Cozy Home near the Mill Pond Park.
Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

2BR Across from CN Tower & MTCC
A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

One bedroom vacation rental at The Beaches
Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

LOVE and Relax at Dream Catcher Retreat
Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Peaceful & Private Karma Stay, Easy Toronto Access
Relax in the spacious, newly renovated basement with a separate entrance. As hosts, we take pride in being approachable and friendly. Having spent our own fair share of time away from home since a young age & exploring different places, we deeply understand the importance of providing a warm & peaceful environment for our guests. Your comfort and well-being are our top priorities, and we're here to ensure your stay feels like a welcoming home.

Lower Unit - Central location
Enjoy the charming touches of this cozy basement suite with a clean modern feel. Beautifully decorated featuring a spacious open concept living room/kitchen combo area with spacious island and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is bright and full of warmth. Conveniently located: 5 min walk to Pickering Town Center, 10 min walk to the Pickering GO and 2 min drive to 401.

Zarmas Oasis 2BRM | BR | Kitchen
Welcome to Zarmas Oasis, a newly constructed, elegant legal apartment in Whitby that promises ultimate comfort and convenience. Ideal for families or groups of up to five, this modern retreat provides a perfect home-away-from-home experience. Zarmas Oasis combines contemporary comforts with a fantastic location, ensuring a pleasant and memorable stay. We look forward to welcoming you!
Popular amenities for Pickering apartment rentals
Weekly apartment rentals

The King's Rest

Private walkout L1 bed bsmnt Apt living, dine/kit

Main fl Annex, private garden oasis, welcome dogs!

Just like home

Charming and cozy suite downtown Whitby

Bright & Cozy Basement Apartment

Spacious modern 2-BR suite/peaceful/steps to Tim’s

New Stylish/Cozy Getaway with Home Office Retreat
Private apartment rentals

Guest Suite Vacation Spot

Sidarly Hills Loft on the Tree Farm

Modern & Luxurious Basement Stay

Luxurious Rosedale suite!

Newly Renovated Sun Filled Apt w/ Parking

Lake Breeze Apartment, EV Charging & Free Parking

The Lake View Stay

Modern Studio Retreat Bright Condo w/ Patio & Park
Apartment rentals with a hot tub

Modern Condo in Downtown Core

The Farmer's Cottage

Charming and Luxurious 2BR+1Bath Guest Suite

The Fort York Flat

Luxury Stay w/phenomenal view!

Canadiana Downtown Condo w/King Bed + Free Parking

Cityview 2 br/2 bath at Fairview Mall

Luxury TIFF District Condo
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $105 NZD | $102 NZD | $110 NZD | $110 NZD | $117 NZD | $129 NZD | $135 NZD | $134 NZD | $122 NZD | $124 NZD | $120 NZD | $125 NZD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Island of Montreal Holiday rentals
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- St. Catharines Holiday rentals
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- Niagara Falls Holiday rentals
- Rentals with breakfast Pickering
- Pet-friendly rentals Pickering
- Rentals with a fireplace Pickering
- Fitness-friendly rentals Pickering
- Smoking-friendly rentals Pickering
- Waterfront rentals Pickering
- Rentals with lake access Pickering
- Rentals with a washing machine and dryer Pickering
- Townhouse rentals Pickering
- Guesthouse rentals Pickering
- Rentals with outdoor seating Pickering
- Condo rentals Pickering
- Rentals with an EV charger Pickering
- Rentals with beach access Pickering
- Rentals with a patio Pickering
- Private suite rentals Pickering
- Rentals with a hot tub Pickering
- Cottage rentals Pickering
- Beachfront rentals Pickering
- Rentals with a fire pit Pickering
- House rentals Pickering
- Family-friendly rentals Pickering
- Rentals with pools Pickering
- Apartment rentals Durham
- Apartment rentals Ontario
- Apartment rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Downsview Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Scarborough Town Center




