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

Total holiday rentals
Explore 180 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 5,870 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
180 of Pickering holiday rentals include wifi 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.

Modern 2 Bedroom Guest Suite in Whitby
This stylish place to stay is perfect for an individual, couple, or a small family visiting Whitby. Gorgeous newly built 2 bedroom 1 bath legal basement approx 950 sqf (registered with Town of Whitby, meets building code requirements) at one of the best neighborhoods in Whitby. Walking distance to Walmart, Superstore, Dollarama, LCBO,and many more. One parking spot available on the driveway Steps away from the bus stop. 1.3 kms from Thermëa spa. Wifi, netflix & Amazon Prime are included.
4.91 out of 5 average rating, 105 reviews
Miden Touch: Stylish Modern Basement w/ Workspace
Escape to our modern basement suite in Ajax, perfectly situated just 10 minutes' drive from Ajax Waterfront and close to the 401. This newly renovated space combines style, comfort, and convenience for an unforgettable stay. Enjoy a private entrance leading to a large bedroom with a plush queen bed and a stylish bathroom stocked with essentials. Relax in the contemporary living area, featuring a comfy sofa and smart TV with full kitchen, Wi-Fi, dedicated workspace and laundry facilities in unit.
4.97 out of 5 average rating, 103 reviews
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.
4.94 out of 5 average rating, 197 reviews
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!
4.94 out of 5 average rating, 289 reviews
Quiet Studio Apt. w/private elevator in Mill Pond!
We are back after renos! Quiet studio apartment with all the beauty of an artist's apartment. Comfy bed. Nespresso maker. Internet. Netflix. Steps from the Viva Yonge line, GO train only 5 min away. LCBO/ other amenities in walking distance. *please no smoking on the balcony as we receive complaints from neighbours. Smoke out front at street & do not put cigarette butts in planters! 2 Nespresso Coffee Pods/per person, per night and/or an assortment of teas. Organic cream/milk. Sugar/Honey.
4.95 out of 5 average rating, 168 reviews
2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt
Legal lower-level basement apartment with kitchen and living room. Sleeps up to 6 guests with 2 queen beds and 1 sofa bed. Close to Hwy 401, restaurants, shopping, parks, Toronto Zoo, and GO Train. 🚗 *1 PARKING SPOT ONLY*. Additional vehicles may apply directly to the City of Pickering's Parking Consideration Program, subject to City approval. Any parking tickets or fines are the guest's responsibility. 👥 Extra Guests: $25/day 🌳 No smoking in/out of the property. 🔑 Private entrance
4.94 out of 5 average rating, 203 reviews
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.
4.88 out of 5 average rating, 156 reviews
Modern Cozy Home near the Mill Pond Park.
Our bright and cozy basement apartment features large lookout windows and everything you need for a comfortable stay. Just steps from beautiful Mill Pond Park, enjoy scenic trails and a peaceful residential setting. Located in Richmond Hill, about an hour from downtown Toronto. A vehicle is recommended. Free parking included. Perfect for guests seeking a quiet retreat with easy access to the city and ideal for nature lovers. Shops and restaurants are just a short drive away.
4.96 out of 5 average rating, 448 reviews
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😊
4.96 out of 5 average rating, 426 reviews
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.
4.83 out of 5 average rating, 147 reviews
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.
4.93 out of 5 average rating, 263 reviews
Large Walk-out private apartment w/ parking
A walk-out basement apartment in Richmond Hill. This sunlit apartment has abundance of natural lighting streaming through the many large windows. It has a full kitchen, a full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access. Perfect for couples or small families, this apartment comfortably accommodates two adults and up to two children.
4.85 out of 5 average rating, 213 reviewsPopular amenities for Pickering apartment rentals
Weekly apartment rentals

New Stylish/Cozy Getaway with Home Office Retreat
4.91 out of 5 average rating, 102 reviews
Spacious 2BD 3-6 ppl homestyle BSMT mansion with window basement 130sqm
4.86 out of 5 average rating, 538 reviews
New 2 bedroom accommodation.
4.91 out of 5 average rating, 170 reviews
Newly Renovated 2BR Basement Suite | Private Entry
4.96 out of 5 average rating, 25 reviews
Home away from home!
4.93 out of 5 average rating, 44 reviews
Private guest suite
5.0 out of 5 average rating, 44 reviews
Castlefields Luxury 2BDR, close to Thermëa Spa
5.0 out of 5 average rating, 32 reviews
Tranquil Haven: Luxurious 2BR Retreat Near Hwy 401
4.98 out of 5 average rating, 55 reviewsPrivate apartment rentals

A Modern Country Retreat! No cleaning fees!
4.98 out of 5 average rating, 94 reviews
Charming and cozy suite downtown Whitby
4.96 out of 5 average rating, 89 reviews
Modern basement suite near Durham college
4.85 out of 5 average rating, 48 reviews
Private walkout L1 bed bsmnt Apt living, dine/kit
4.93 out of 5 average rating, 59 reviews
Bright lower level apartment
5.0 out of 5 average rating, 7 reviews
Beautifully renovated apartment
4.91 out of 5 average rating, 66 reviews
Sidarly Hills Loft on the Tree Farm
5.0 out of 5 average rating, 16 reviews
Cozy & Charming Apt For 4 | Quiet & Privacy
4.77 out of 5 average rating, 60 reviewsApartment rentals with a hot tub

Canadiana Downtown Condo w/King Bed + Free Parking
4.92 out of 5 average rating, 181 reviews
Modern Condo in Downtown Core
4.94 out of 5 average rating, 109 reviews
Beautiful High Rise View Condo W/Pool&Free Parking
4.89 out of 5 average rating, 114 reviews
The Fort York Flat
4.99 out of 5 average rating, 157 reviews
Luxury CN Tower & Lake Views Penthouse Sleeps 10
4.89 out of 5 average rating, 158 reviews
Private Cozy Downtown Condo
4.93 out of 5 average rating, 105 reviews
Scotiabank Arena/Union Station
4.86 out of 5 average rating, 137 reviews
Cityview 2 br/2 bath at Fairview Mall
4.68 out of 5 average rating, 25 reviewsWhen is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €62 | €61 | €61 | €64 | €67 | €72 | €69 | €68 | €62 | €63 | €61 | €64 |
| 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 |
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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
- Coca Cola Coliseum
- Massey Hall
- Enercare Centre
- Vaughan Mills





