
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, 106 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.
4.96 out of 5 average rating, 104 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.
4.93 out of 5 average rating, 198 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, 172 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, 290 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, 208 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.
4.89 out of 5 average rating, 158 reviews
New Stylish/Cozy Getaway with Home Office Retreat
Welcome to this cozy basement apartment, combining the comfort of a 1-bedroom layout with the added convenience of a separate office space. As you step inside, you'll find a well-designed living area that seamlessly integrates with the kitchen creating an open and inviting atmosphere. Located in the heart of Stouffville, Ontario, close to all amenities such as Highway 404/407, Stouffville GO, Musselman's Lake, golf courses, hiking trails, grocery stores, bars, and restaurants.
4.91 out of 5 average rating, 103 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, 427 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, 149 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.
4.92 out of 5 average rating, 264 reviews
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!
4.96 out of 5 average rating, 162 reviewsPopular amenities for Pickering apartment rentals
Weekly apartment rentals

Large Walk-out private apartment w/ parking
4.86 out of 5 average rating, 217 reviews
Private entrance Lower Suite, exclusively yours
4.9 out of 5 average rating, 39 reviews
Castlefields Luxury 2BDR, close to Thermëa Spa
5.0 out of 5 average rating, 32 reviews
Newly Renovated 2BR Basement Suite | Private Entry
4.97 out of 5 average rating, 30 reviews
Beautifully renovated apartment
4.91 out of 5 average rating, 67 reviews
Private guest suite
5.0 out of 5 average rating, 44 reviews
Home away from home!
4.94 out of 5 average rating, 48 reviews
Top 5% Quiet 2BR Suite | Sleeps 6 + 2 car Parking
4.98 out of 5 average rating, 40 reviewsPrivate apartment rentals

Rouge Meadow: Modern Apt 2B/1B, Kitchen, Parking!
4.82 out of 5 average rating, 17 reviews
Modern Retreat near Waterfront!
4.72 out of 5 average rating, 50 reviews
First Floor - 1 Bed Retreat
4.93 out of 5 average rating, 41 reviews
Sidarly Hills Loft on the Tree Farm
5.0 out of 5 average rating, 16 reviews
Tranquil Haven: Luxurious 2BR Retreat Near Hwy 401
4.98 out of 5 average rating, 55 reviews
Private walkout L1 bed bsmnt Apt living, dine/kit
4.93 out of 5 average rating, 61 reviews
The Uxbridge Inn / Owner’s Suite
4.93 out of 5 average rating, 76 reviews
Double Bedroom Stylish Unit with separate entrance
4.94 out of 5 average rating, 64 reviewsApartment rentals with a hot tub

Canadiana Downtown Condo w/King Bed + Free Parking
4.92 out of 5 average rating, 184 reviews
Modern Condo in Downtown Core
4.95 out of 5 average rating, 113 reviews
Beautiful High Rise View Condo W/Pool&Free Parking
4.88 out of 5 average rating, 121 reviews
The Fort York Flat
4.99 out of 5 average rating, 159 reviews
Downtown Oasis with Serene Patio
4.97 out of 5 average rating, 118 reviews
Summerlicious - Vibing Liberty Village
4.89 out of 5 average rating, 104 reviews
20th Floor Condo w/ Celebration Square Views
4.91 out of 5 average rating, 114 reviews
The Farmer's Cottage
4.98 out of 5 average rating, 137 reviewsWhen is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €63 | €62 | €62 | €64 | €68 | €73 | €70 | €69 | €63 | €64 | €62 | €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 |
Destinations to explore
- Montreal Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Mont-Tremblant Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- Niagara Falls Holiday rentals
- Pocono Mountains Holiday rentals
- London Holiday rentals
- Townhouse rentals Pickering
- Rentals with breakfast Pickering
- Apartment rentals Pickering
- Waterfront rentals Pickering
- Rentals with a hot tub Pickering
- Family-friendly rentals Pickering
- Rentals with pools Pickering
- Guest house rentals Pickering
- Beachfront rentals Pickering
- Rentals with lake access Pickering
- Cottage rentals Pickering
- Private suite rentals Pickering
- Pet-friendly rentals Pickering
- House rentals Pickering
- Rentals with beach access Pickering
- Flat rentals Durham
- Flat rentals Ontario
- Flat rentals Canada
- 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





