
Apartment holiday rentals in Pickering
Find and book unique apartments on Airbnb
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.

Stunning Skyline View Condo, Steps to CN Tower
Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Serenity Suite w/Sauna-Your Entire Apt Awaits You
LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

Romantic & Cozy Countryside luxury loft with views
Romance in the Country. Getaway from the hustle with your sweetheart, to play, rest/work stay-cation. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, equestrian farm, museums, & amazing 5 star restaurnts in Port Perry. Enjoy the pond on the property & lots of places to enjoy peace & quiet together! Ask about our Chef and Pontoon experiences. 1 hr from TO, 8 min to Port Perry. We have 2 rms queen loft/king.

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.

Modern Beach Studio Suite
Welcome to the beach! This newly renovated private studio suite is bright, spacious, modern and the perfect hub for exploring Toronto. Located south of Queen Street and just a two-minute walk from the beach and boardwalk, you’ll be close to some of Toronto’s cutest shops, pubs and restaurants. Visiting Toronto for FIFA World Cup? You're a thirty-minute drive to BMO Field! You’ll also be just a 10-minute streetcar ride (or short walk) from Drake’s music venue, History.

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.
Popular amenities for Pickering apartment rentals
Weekly apartment rentals

The King's Rest

Sidarly Hills Loft on the Tree Farm

Ravine Retreat - 3RM Suite, 2BD, 1 WR, Pool, Sauna

The getaway spot

Lake Breeze Apartment, EV Charging & Free Parking

Bright & Cozy Basement Apartment

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

Modern Entire Apartment| Sleeps 5 |Free Parking
Private apartment rentals

Modern & Luxurious Basement Stay

Lovely Spacious 1-Bedroom Fully Equipped Apartment

Charming and Luxurious 2BR+1Bath Guest Suite

Spacious 3 BRM APT. Downtown Toronto 1400sqft

Stylish 2BR Condo w/ Patio & Free Parking

Modern Studio Retreat Bright Condo w/ Patio & Park

Oasis by the Lake

Modern & Cozy Basement Apartment near Thermea Spa
Apartment rentals with a hot tub

Modern Condo in Downtown Core

270° CN Tower View - Stunning 3BR - Free Parking

Luxury CN Tower and Lake View Penthouse Sleeps 10

The Farmer's Cottage

Modern Spacious Suite w/ Jaccuzi & Gym|BMO Field

The Fort York Flat

Luxury Stay w/phenomenal view!

Canadiana Downtown Condo w/King Bed + Free Parking
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $99 AUD | $98 AUD | $98 AUD | $90 AUD | $95 AUD | $105 AUD | $111 AUD | $109 AUD | $99 AUD | $101 AUD | $98 AUD | $102 AUD |
| 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 |
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 $28 AUD 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!
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
- Capital District, New York Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- Montreal Holiday rentals
- St. Catharines Holiday rentals
- Pittsburgh Holiday rentals
- Rentals with beach access Pickering
- Rentals with an EV charger Pickering
- Rentals with breakfast Pickering
- Rentals with a washing machine and dryer Pickering
- Beachfront rentals Pickering
- Pet-friendly rentals Pickering
- House rentals Pickering
- Fitness-friendly rentals Pickering
- Family-friendly rentals Pickering
- Rentals with a patio Pickering
- Rentals with lake access Pickering
- Smoking-friendly rentals Pickering
- Rentals with pools Pickering
- Rentals with a fire pit Pickering
- Rentals with a hot tub Pickering
- Cottage rentals Pickering
- Guesthouse rentals Pickering
- Rentals with outdoor seating Pickering
- Private suite rentals Pickering
- Condo rentals Pickering
- Rentals with a fireplace Pickering
- Waterfront rentals Pickering
- Townhouse rentals 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
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Lakeridge Ski Resort
- Scarborough Town Center





