This newly built walkout basement flat, located at Kingston Road and Westney Road North/Harwood Avenue, offers a private entrance and a 10-minute drive to Toronto via Highway 401. This fully furnished two-bedroom, one-bathroom apartment accommodates up to three guests and features a dedicated workspace with 5G WiFi, carpet-free interiors, and private Smart TVs in each bedroom, with convenient access to the Go train and public transit for exploring the Greater Toronto Area.
9.2 16 reviews
Pickering
10/10 – 16/10
$222/nighttotal: $1332 (6 )
Spacious 3 Bedroom Walkout Basement Apartment
3 4
apartment , Toronto
This three-bedroom Ajax apartment, situated approximately 5km from the Ajax Convention Centre and Deer Creek Golf Club, offers easy access to the Pickering Casino Resort. Sleeping six guests, this self-catering property boasts two bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, a Smart TV, on-site parking, and a terrace with garden access; it’s roughly a 30-40 minute drive from Toronto.
8.6 9 reviews
Pickering
10/10 – 16/10
$156/nighttotal: $936 (6 )
Stylish 2br: W/free Parking & Streaming!
2 5
apartment , Toronto
This Pickering apartment, situated 3.7km from Rouge National Urban Park and 3.9km from Lake Ontario, offers easy access to the Toronto Zoo and Herongate Barn Theatre, all within 9.7km. The two-bedroom, one-bathroom flat sleeps five, boasting a fully equipped kitchen, free Wi-Fi, Smart TV, washing machine, fireplace, free parking, and air conditioning.
Pickering
21/08 – 07/09
$264/nighttotal: $4488 (17 )
Ajax:toronto Football Worldcup/sleeps12/lake/go
1 2
apartment , Toronto
This newly built townhome in Ajax offers convenient access to Toronto, being a 40-minute GO Train journey from the city centre, with the lake and trails a short drive or bike ride away. This spacious accommodation is ideal for larger groups, sleeping up to 12 guests and featuring a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher, alongside air conditioning and garden access.
9.8 53 reviews
Pickering
01/10 – 31/10
$76/nighttotal: $2280 (30 )
Private Suite - Ajax By The Lake
1 2
apartment , Toronto
This private guest suite is located in a quiet neighbourhood just 5 kilometres from Ajax GO station and Highway 401, offering easy access to Toronto and Pearson Airport. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The suite is equipped with a fully equipped kitchen, a washer and dryer, and a comfortable living area with a twin bed and a queen sofa bed, accommodating up to three guests. Guests can enjoy modern amenities like Chromecast and Wi-Fi, and the convenient location offers easy access to the lake, parks, and a nearby casino for entertainment.
9.8 12 reviews
Pickering
01/08 – 31/08
$150/nighttotal: $4500 (30 )
Guest Suite In Ajax/toronto
1 2
apartment , Toronto
This one-bedroom flat in North Ajax, Ontario, offers convenient access to the 401 Highway (a 6-kilometre drive) and is situated within a manageable drive of Toronto and its international airport. This well-appointed accommodation for two guests boasts a private garden, air conditioning, and a fully equipped kitchen, with the added convenience of on-site parking and immediate proximity to local amenities including restaurants and shops, alongside family-friendly attractions like a public playground directly opposite.
Pickering
10/10 – 16/10
$262/nighttotal: $1572 (6 )
3 Bdrm Basement W Kitchen-40 Mins To Downtown-sleeps 8
2 4
apartment , Toronto
This basement flat is located in a suburban district of Toronto, 64 kilometres from the city centre and 10.6 kilometres from the Ontario Science Centre and 12.2 kilometres from the Toronto Zoo. This self-contained unit offers 19 square metres of living space with two bedrooms, one bathroom, and accommodation for up to eight guests, featuring free WiFi, air conditioning, a fully equipped kitchen with an oven and microwave, and complimentary private parking.
Pickering
27/06 – 24/07
$139/nighttotal: $3753 (27 )
Pinnacle Of Luxury & Leisure -1 Bedroom With Washroom | Shared Full Kitchen
1 1
apartment , Oshawa
This newly constructed legal basement flat in Whitby is conveniently situated near Herber-Down Conservatory, Durham College, Ontario Tech University, and Lake Ontario, offering straightforward access to ski resorts and a spa. This modern, open-plan studio apartment accommodates one guest and features a fully equipped shared kitchen, a queen bedroom with a spa shower, and complimentary high-speed Wi-Fi.
9.5 286 reviews
Pickering
27/06 – 04/07
$141/nighttotal: $987 (7 )
Lovely Studio Apartment With Easy Access To City
1 2
apartment , Toronto
This studio apartment is situated in a convenient neighbourhood close to shops and amenities, within walking distance of various attractions in Toronto. The self-catering studio features a queen bed and a futon, comfortably accommodating up to three guests, and offers a private entrance, laundry facilities upon request, and a walkout basement.
Pickering
03/07 – 07/07
$665/nighttotal: $2660 (4 )
Cozy Family 5 Brd+4 Bth | Yonge & Finch | Subway
1 10
apartment , Toronto
This North York flat is located in a peaceful residential area, offering easy access to Yonge Street's dining and shopping, and is conveniently close to the subway and GO Train stations for exploring downtown Toronto. This residence accommodates up to 10 guests with four bathrooms, a fully equipped kitchen featuring a fridge, microwave oven, and dishwasher, air conditioning, and on-site laundry facilities, all supported by ample parking for four vehicles.
9.8 183 reviews
Pickering
10/10 – 16/10
$349/nighttotal: $2094 (6 )
Cosy 3-bedroom Home In Quiet Cul-de-sac.
1 5
house , Toronto
This comfortable 3-bedroom house is located in Pickering, a quiet suburb just 12km from the Toronto Zoo, 29km from the Ontario Science Centre, and 37km from the Royal Ontario Museum. The property has received excellent ratings for location, cleanliness, and user experience. The house spans 139 square metres and comfortably accommodates up to 6 guests. This family-friendly house offers a range of amenities, including a fully-equipped kitchen, a terrace, a garden, a sauna, a spa, a fitness centre, and private parking.
Pickering
15/07 – 15/07
$524/nighttotal: $191260 (365 )
A Homey Fully Furnished Basement Apartment. Sleeps Eight. Close To All Amenities
4 3
apartment , Toronto
This Scarborough property is situated near Morningside Park, Guild Inn Gardens, and Lake Ontario, all within a 3km radius, offering easy access to public transport via Guildwood station (a 17-minute walk). The four-bedroom house, sleeping eight, includes a bathroom, laundry facilities (washing machine and iron), air conditioning, internet access, and is close to the University of Toronto Scarborough (within 5km).
Best family friendly Pickering vacation rentals
Among the 1167 accommodations in Pickering, here are the 4 best family friendly rentals
10 6 reviews
Pickering
27/06 – 24/07
$499/nighttotal: $13473 (27 )
The Continental: Luxury 6b/3.5b + Tesla Charger
1 1
apartment , Oshawa
This spacious four-bedroom, three-and-a-half-bathroom flat is situated in Whitby, Ontario, a brief 3.5 kilometre drive from Thermëa Spa and conveniently positioned for access to Petticoat Creek Conservation Park and Lynde Shores Conservation Area. This family-friendly apartment offers accommodation for up to 12 guests, featuring two living areas, a chef's kitchen, air conditioning, a garden, complimentary parking, and an electric car charger.
8.6 16 reviews
Pickering
04/09 – 07/09
$171/nighttotal: $513 (3 )
Brand New 2 Bedroom Basement Apartment
2 3
apartment , Toronto
This recently renovated two-bedroom basement flat in Ajax, Ontario, is situated approximately 18 kilometres from the Toronto Zoo, 35 kilometres from the Ontario Science Centre, and 45 kilometres from both the Distillery District and Ryerson University. The 12-square-metre self-catering property sleeps seven guests and features two bathrooms, free Wi-Fi, private parking, and a fully equipped kitchen; on-site car rental is available for exploring the wider Toronto area.
8.8 20 reviews
Pickering
10/10 – 16/10
$386/nighttotal: $2316 (6 )
Furnished Family Home King Bed Parking Bbq Backyard Discounted Price
3 4
apartment , Toronto
This Pickering holiday home, situated 5km from Lake Ontario and Rouge National Urban Park, offers convenient access to outdoor recreation and is also within 10km of Colonel Danforth Park and Herongate Barn Theatre. The 232 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, spa, tennis court, and private fenced yard with barbecue facilities.
9.3 18 reviews
Pickering
10/10 – 16/10
$403/nighttotal: $2418 (6 )
Family Home Near Toronto, Game Room, Backyard, Parking, Self-checkin
3 4
house , Toronto
This three-bedroom house is situated in Pickering, a suburb of Toronto, located 27 kilometres from the Ontario Science Centre and 37 kilometres from the Royal Ontario Museum, offering a peaceful escape from the city's hustle and bustle. The property has received excellent ratings for cleanliness, location and overall experience. This spacious home, covering 19 square metres, comfortably accommodates up to seven guests. The house features a fully equipped kitchen, a private balcony with garden views, a water park, complimentary Wi-Fi, private parking, and is conveniently located near cycling and hiking trails.
Best Pickering vacation rentals with parking
Pickering
23/08 – 26/08
$123/nighttotal: $369 (3 )
Stylish Private Studio Steps To Lake Ontario
1 1
studio , Toronto
This Ajax flat is situated 37 kilometres from the Ontario Science Centre and 40 kilometres from The Distillery District, with Paradise Beach a 15-minute walk away. This 33 square metre studio apartment accommodates up to three guests and includes a kitchenette, free WiFi, air conditioning, and private parking.
8.0 3 reviews
Pickering
03/07 – 07/07
$875/nighttotal: $3500 (4 )
5br Vintage Home W/parking | Walk To Dt&distillery
1 10
apartment , Toronto
This family-friendly five-bedroom, three-bathroom flat offers a prime, walkable downtown Toronto location, just metres from Queen's Park, numerous cafes, restaurants, and shops, with convenient public transport links. This spacious dwelling provides internet, air conditioning, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, and on-site parking, accommodating up to ten guests for your Toronto visit.
Pickering
23/06 – 23/07
$251/nighttotal: $7530 (30 )
Charming 2- Bedroom With Free Parking Space
2 4
apartment , Oshawa
This two-bedroom home is located in Whitby, just a short drive from the Whitby History Museum & Children's Centre and Deer Creek North Golf Course. The property has received excellent ratings for location, cleanliness, and overall user experience. The house comfortably accommodates four guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher. Guests can enjoy the private garden, relax in the air-conditioned living space, and benefit from free Wi-Fi and parking.
Pickering
10/10 – 16/10
$267/nighttotal: $1602 (6 )
Ultimate King & Queen,privatebalcony, Freeparking, Wifi, Safe, Stylish
1 4
apartment , Toronto
This Pickering condominium provides a peaceful suburban retreat with easy access to Toronto's attractions, located near theme parks and waterfront parks such as Rouge National Urban Park, approximately 35 kilometres east of downtown Toronto. This one-bedroom, one-bathroom flat accommodates up to four guests and features a chef-inspired kitchen, air conditioning, a swimming pool, garden, sauna, spa, and parking, with opportunities for wildlife activities like game walks and birdwatching nearby.
Frequently Asked Questions about vacation rentals in Pickering
What should a first-time visitor not miss in Pickering?
For a first-time visit, you should definitely check out the Rouge National Urban Park. It's a beautiful spot with lots of walking trails and wildlife to see. If you're interested in history, head to the Pickering Museum Village to see what life was like in the 19th century.
What are the best Airbnb and vacation rentals in Pickering?
Which neighborhood in Pickering should you consider for a vacation rental?
The neighbourhood of Frenchman's Bay is a popular choice for vacation rentals. It's close to the waterfront and has a good selection of restaurants and shops. If you're looking for something more quiet, the neighbourhood of Rougemount is a good option.
What are the top family-friendly attractions in Pickering?
Pickering has lots to offer families! The Toronto Zoo is just a short drive away and is a great day out for all ages. For a more local experience, head to the Pickering Museum Village for a glimpse into the past. The waterfront is also a great spot for families, with playgrounds and picnic areas.
What are the best vacation rentals with a pool in Pickering?
When is the best time to book a vacation rental in Pickering?
The best time to book a vacation rental in Pickering is during the shoulder seasons, from April to June and September to October. You'll avoid the crowds and get better prices. If you're looking for a summer holiday, book well in advance as rentals tend to get booked up quickly.
What are the best rentals for families and kids in Pickering?
What events or festivals should visitors check out in and around Pickering?
Pickering has a few events throughout the year, but the biggest one is the Pickering Village Festival in July. This is a great event for families, with live music, food stalls, and activities for kids. The nearby city of Toronto also has a lot of festivals and events throughout the year.
What are the best rentals or Airbnbs with a jacuzzi in Pickering?
What are the best budget-friendly activities in Pickering?
There are plenty of free things to do in Pickering. Take a walk or cycle along the waterfront, visit the Pickering Museum Village, or explore the Rouge National Urban Park. You can also find free events at the Pickering Recreation Complex.
What are the best restaurants with local dishes in Pickering?
For a taste of local cuisine, try the Pickering Village Restaurant. They have a great selection of traditional Canadian dishes. If you're looking for something a bit more casual, head to the Pickering Market for a variety of food stalls.
What are the best walking or cycling routes in Pickering?
The Waterfront Trail is a great option for both walking and cycling. It stretches along the Lake Ontario shoreline and offers stunning views. For a shorter walk, try the Rouge National Urban Park trails.
Are there pet-friendly attractions in Pickering?
The Rouge National Urban Park is a great place to bring your dog. There are plenty of trails and open spaces for them to run around. Many restaurants and cafes in the area also welcome dogs.
What are the benefits of choosing a vacation rental in Pickering?
Vacation rentals offer more space and privacy than a hotel room. They can also be a more cost-effective option, especially for families or groups. Many rentals also offer amenities that you won't find in a hotel, such as a kitchen and laundry facilities.
What are the top sports attractions and facilities in Pickering?
Pickering has a variety of sports facilities, including the Pickering Recreation Complex, which has a swimming pool, ice rink, and fitness centre. The city is also home to the Pickering Panthers, a junior hockey team that plays in the Ontario Junior Hockey League.
Destinations nearby
Best Pickering vacation rentals with a balcony
9.5 122 reviews
Pickering
01/10 – 31/10
$188/nighttotal: $5640 (30 )
Detached 3 Br Home In Ajax,on
3 2
apartment , Toronto
This four-bedroom home is located in a peaceful suburban area, just 12 miles from the Toronto Zoo and 26 miles from the Ontario Science Centre. The property has received excellent ratings for its cleanliness, location, and overall experience. The spacious 158 square metre apartment can comfortably accommodate up to eight guests. Amenities include a fully equipped kitchen, a private garden, free parking, and free Wi-Fi, making it ideal for families or groups looking for a comfortable and convenient stay.
Pickering
23/06 – 23/07
$168/nighttotal: $5040 (30 )
2-bedroom Plus Den Condo In Enjoyable Toronto With Wifi, Ac
2 4
apartment , Toronto
This Scarborough, Toronto flat is conveniently located near Morningside Park (1.9km walk), Lake Ontario (4.8km drive), and attractions including the Guild Inn Gardens and Colonel Danforth Park (both within 6.4km). The two-bedroom, two-bathroom apartment sleeps five, offering Wi-Fi, air conditioning, and essential toiletries, with easy access to the Toronto Zoo, Distillery District, and Ontario Science Centre.
9.2 22 reviews
Pickering
01/10 – 31/10
$252/nighttotal: $7560 (30 )
Charming Townhouse Retreat Near Nordic Spa
3 2
apartment , Oshawa
This Whitby holiday home, situated approximately 9.6km from the Whitby Museum and Children’s Centre, and Ontario Tech University, offers convenient access to Lake Ontario. Sleeping six guests, this three-bedroom, three-bathroom property boasts a fully equipped kitchen, air conditioning, a terrace, a spa, parking, and free Wi-Fi.
Pickering
10/10 – 16/10
$265/nighttotal: $1590 (6 )
Luxury 2br Suite Stylish Stay With 2 Free Parking
1 4
apartment , Toronto
This Pickering flat is situated 6.1 kilometres from the Toronto Zoo and over 27.4 kilometres from central Toronto's attractions, including the Ontario Science Centre and Distillery District. This one-bedroom apartment accommodates up to nine guests and offers a fully equipped kitchen, air conditioning, complimentary WiFi, and a balcony and terrace, with free private parking available.
Best Pickering vacation rentals with air conditioning
Pickering
27/06 – 24/07
$134/nighttotal: $3618 (27 )
Relaxing Stay Near Toronto Zoo & Parks
1 1
apartment , Claremont
This Pickering flat is situated in a peaceful residential area, offering convenient access to scenic trails, the Toronto Zoo, and easy travel to Downtown Toronto, all within a short drive of Pickering Town Centre, local eateries, and shops. This self-contained flat accommodates up to three guests, featuring a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, one bathroom, fast WiFi, and free driveway parking for two vehicles, perfect for exploring the surrounding 10 kilometers of conservation areas.
8.6 8 reviews
Pickering
23/08 – 26/08
$108/nighttotal: $324 (3 )
Cozy Studio: Private, Free Parking & Great Deals!
1 1
studio , Toronto
This Pickering flat is situated 3.7km from Rouge National Urban Park and 3.9km from Lake Ontario, with the Toronto Zoo and Herongate Barn Theatre within a 9.7km radius, offering easy access to Toronto's attractions while enjoying a quieter suburban setting. The one-bedroom, one-bathroom apartment sleeps two guests and includes convenient on-site parking, a microwave, Smart TV, and hair dryer, alongside a smoke-free environment.
9.9 55 reviews
Pickering
23/08 – 26/08
$222/nighttotal: $666 (3 )
Modern Cozy Living.
1 1
apartment , Toronto
This private Toronto basement apartment, ideal for families, offers peace and quiet in a residential area; further details on its precise neighbourhood and proximity to landmarks are needed for a complete location assessment. The two-bedroom, two-bathroom flat sleeps four guests and includes a kitchen equipped with a fridge, microwave, and dishwasher, plus keyless entry and backyard access.
This private, newly furnished 2-bedroom basement flat in Central Ajax offers a peaceful retreat backing onto the Greenbelt pathway and stream, located 6 kilometres from the 401 highway and Ajax GO Train Station for travel to Toronto. This self-contained accommodation for up to 4 guests includes its own entrance, air conditioning, dedicated parking, and an in-unit washer and dryer, with a fully equipped kitchen and smart TV in the living area, all within a 10-kilometre drive of Pickering Casino and Pickering Mall.
