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.
9.9 45 reviews
Pickering
10/10 – 16/10
NZ$320/nighttotal: NZ$1920 (6 )
Elegance And Comfort
1 5
apartment , Toronto
This Toronto basement apartment, situated approximately 56km from Toronto city centre and 4 minutes from Highway 401, offers easy access to the Greater Toronto Area. The three-bedroom, one-bathroom self-catering property sleeps five guests and features a modern kitchen with dishwasher, air conditioning, parking, and built-in laundry facilities.
10 4 reviews
Pickering
03/07 – 07/07
NZ$1495/nighttotal: NZ$5980 (4 )
30% Off | Group Getaway | Games | Bbq | Sunroom
1 10
apartment , Toronto
This North York flat offers excellent access to Toronto, situated just 500 metres from Yonge Street's amenities and 1.2 kilometres from Finch Subway Station for straightforward travel downtown. This spacious residence accommodates up to 12 guests, featuring entertainment options like a PS5 and foosball, a private garden with a barbecue, and convenient on-site parking for three vehicles.
10 1 review
Pickering
10/10 – 16/10
NZ$253/nighttotal: NZ$1518 (6 )
Charming 3 Bedroom Apartment
1 4
apartment , Toronto
This three-bedroom flat in Pickering, Ontario, is located just 3 minutes' walk from Pickering Town Centre and the recreation centre, 2 minutes' walk from Delaney O'Brien and Don Beer hockey arenas, and a 3-minute drive to the GO Station, offering a 30-minute commute to downtown Toronto. Guests can enjoy private laundry facilities, queen beds in all three bedrooms with a primary ensuite and walk-in closet, complimentary high-speed WiFi, free onsite parking for one car, and Netflix on the provided TVs, accommodating up to four people.
Pickering
01/10 – 31/10
NZ$61/nighttotal: NZ$1830 (30 )
Fb02-cozy Holiday Home
1 2
apartment , Toronto
This basement flat in Scarborough, Toronto, is conveniently situated 2-3 minutes' walk from Kingston Road and Morningside Road TTC bus stops, offering easy access to the University of Toronto Scarborough Campus and Centennial College. This one-bedroom, one-bathroom flat accommodates two guests and features air conditioning, heating, and high-speed WiFi, with shared kitchen and bathroom facilities available.
9.5 286 reviews
Pickering
27/06 – 04/07
NZ$174/nighttotal: NZ$1218 (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.
9.8 12 reviews
Pickering
01/08 – 31/08
NZ$185/nighttotal: NZ$5550 (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.
10 2 reviews
Pickering
25/06 – 16/10
NZ$153/nighttotal: NZ$17289 (113 )
1+1 Entire Guest Unit Near Lake
1 2
house , Toronto
This stylish Toronto property is situated in East Toronto, a short distance from Guild Park & Gardens, offering easy access to Lake Ontario and public transport links including the TTC bus to Kennedy subway station and a 30-minute GO train journey to Toronto's city centre. The self-contained apartment features one bedroom, one bathroom, and sleeps up to five guests, boasting a full kitchen with freezer, microwave, and dishwasher, high-speed internet, and Fibe TV with Crave movies; nearby activities include walking trails and proximity to the University of Toronto (a 22-minute bus ride away).
Pickering
25/06 – 16/10
NZ$147/nighttotal: NZ$16611 (113 )
Luxury Lake & Ravine View 2 Bed Suit (B) 2025 Built
2 2
apartment , Toronto
This two-bedroom flat in Cliffcrest, Scarborough, offers stunning lake and ravine views and is a 32-kilometre drive from downtown Toronto, with public transport a 1-minute walk away providing access to Scarborough GO station within 10 minutes by car. This basement suite accommodates up to four guests and features two full bathrooms, a well-equipped kitchen with a fridge and oven/microwave, blackout zebra blinds, and a dining area, whilst being conveniently located near attractions such as the Hockey Hall of Fame, Royal Ontario Museum, Toronto Zoo, and Ripley's Aquarium of Canada.
Pickering
10/10 – 16/10
NZ$193/nighttotal: NZ$1158 (6 )
5 Minutes To Lake Ontario! Cozy Family-friendly Private Apartment
1 4
apartment , Toronto
This private basement suite in Ajax By The Lake offers a quiet, bike-friendly base, just 300 meters from Lake Ontario's waterfront and a short walk to Ajax's downtown amenities, including parks, cafes, and shops. This fully furnished flat accommodates up to four guests with one bedroom and a den featuring a king sofa bed, a well-equipped kitchenette, and a dedicated parking space, providing a comfortable stay with easy self-check-in and optional personal check-in.
10 2 reviews
Pickering
25/06 – 16/10
NZ$113/nighttotal: NZ$12769 (113 )
Beautiful & Spacious 1 Bedroom Apartment
1 2
apartment , Oshawa
This one-bedroom basement flat is situated in Whitby, approximately a short drive from Oshawa, offering easy access to attractions such as the Toronto Zoo and Lynde Shores Conservation Area. The self-contained apartment features a queen-size bed, full kitchen with fridge and microwave, in-suite laundry, and free parking, comfortably accommodating two guests.
9.3 11 reviews
Pickering
01/08 – 30/11
NZ$138/nighttotal: NZ$16698 (121 )
Soccerfans-getaway Luxury Home Cozyaffordable Rate
1 2
apartment , Toronto
This two-bedroom Pickering apartment is situated near Pickering Town Centre, Highway 401, a GO station, and a beach, approximately 8km from Toronto's city centre. The 5-guest suite boasts a modern layout with heated floors, a fully equipped kitchen, laundry facilities, driveway parking for two cars, plus free street parking, and a smart TV.
Best family friendly Pickering holiday rentals
Among the 1167 accommodations in Pickering, here are the 4 best family friendly rentals
9.9 99 reviews
Pickering
10/10 – 16/10
NZ$1083/nighttotal: NZ$6498 (6 )
Luxury Kitchen/king Beds/hot Tub Table+beds For 24
6 4
apartment , Toronto
This spacious six-bedroom house is located in Ajax, just 5 kilometres from the 401 highway and Ajax Go Train station, offering easy access to Toronto and its attractions. The property has received excellent ratings for location, cleanliness, and user experience, making it a great choice for families or groups. The property can comfortably accommodate up to 16 guests with its six bedrooms and two bathrooms. The house boasts a range of amenities, including a hot tub, a private garden, a fitness centre, and a fully equipped kitchen.
Pickering
30/07 – 05/08
NZ$482/nighttotal: NZ$2892 (6 )
Cozy Whitby Retreat - 2 Bedroom Private House
2 2
house , Oshawa
This Whitby townhouse, conveniently located near Oshawa and offering easy access to the city's attractions, provides a comfortable base for exploring the area. The 55-square-metre, three-storey property boasts two bedrooms sleeping four, two and a half bathrooms, a full kitchen, free Wi-Fi, on-site parking, and a serene balcony; ideal for families or small groups visiting Oshawa.
9.8 301 reviews
Pickering
10/10 – 16/10
NZ$469/nighttotal: NZ$2814 (6 )
Stylish Home Near Luxury Spa & Go Station
4 5
apartment , Oshawa
This four-bedroom bungalow is situated in a peaceful neighbourhood in Whitby, just a short walk from the Ash Creek Channel Trail and within easy reach of the GO station, Iroquois Park and Port Whitby Marina. The property has received excellent ratings for its cleanliness, location and overall user experience. The home is ideal for families or groups of up to ten guests, with a spacious living area, a fully equipped kitchen and three bedrooms each accommodating two adults. The apartment also offers a range of amenities and activities, including a private deck and backyard, a fitness centre, a garden, and access to Netflix, Disney+ and Spotify.
9.6 14 reviews
Pickering
23/08 – 26/08
NZ$1374/nighttotal: NZ$4122 (3 )
Stunning 7 Br Rougeview Home With 2 Kitchens, 5 Bathrooms, Amazing Backyard & 8-car Parking
7 1
house , Toronto
This spacious home is located in Toronto, just 3.4 kilometres from the Toronto Zoo, making it ideal for families looking for a comfortable base to explore the city. The surrounding area offers a peaceful residential setting, perfect for a relaxing stay. The property spans 279 square metres and comfortably accommodates up to 20 guests, with seven bedrooms and five bathrooms. The house features a range of amenities, including two kitchens, a private garden, a shared lounge, air conditioning, free Wi-Fi, and parking.
Best Pickering holiday rentals with parking
Pickering
03/07 – 07/07
NZ$1727/nighttotal: NZ$6908 (4 )
Upscale Pickering Escape | Near Lake & Dining
5 10
apartment , Toronto
This five-bedroom, five-bathroom property in Pickering, Ontario, is situated a short 1.8km walk from Lake Ontario and 1.6km from Millennium Square. The self-catering apartment sleeps ten guests and boasts a fully equipped kitchen, in-unit laundry, parking, air conditioning, Wi-Fi, and a fireplace; nearby attractions include Cineplex Pickering cinemas, Scarborough Golf and Country Club, Toronto Zoo, and Veterans' Point Gardens.
9.4 163 reviews
Pickering
01/08 – 31/08
NZ$163/nighttotal: NZ$4890 (30 )
Lavishing & Modern Apt. With Free Parking
1 2
apartment , Oshawa
This basement flat in Oshawa is conveniently located just a short distance from the downtown area and Lake Ontario, offering easy access to local attractions, restaurants, and outdoor activities. The property has received excellent ratings for its cleanliness, location, and user experience, making it a great choice for travellers. This comfortable self-catering property can accommodate up to five guests and features two bedrooms and one bathroom. The apartment comes equipped with a fully equipped kitchen, a washer, a smart TV with Netflix, and free parking on site.
9.8 59 reviews
Pickering
14/08 – 29/08
NZ$168/nighttotal: NZ$2520 (15 )
Beautifully Renovated Apartment
1 2
apartment , Oshawa
This one-bedroom flat is located in a peaceful cul-de-sac in Oshawa, just a short drive from downtown Toronto, a casino, the Toronto Zoo, and various shops and restaurants. The property has received excellent ratings for cleanliness, location, and overall user experience. The flat has a private patio with views of the woods, a comfortable bedroom with a queen-sized bed, and a modern bathroom with an oversized shower. Guests can enjoy access to the Seaton Trail, two TVs with Netflix and Amazon Prime, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
10 47 reviews
Pickering
14/08 – 29/08
NZ$209/nighttotal: NZ$3135 (15 )
Tranquil Haven: Luxurious 2br Retreat Near Hwy 401
1 2
apartment , Toronto
This newly built, two-bedroom basement flat is situated in a family-friendly neighbourhood in Ajax, Ontario, approximately 40km east of Toronto. The 2-bathroom self-catering property sleeps three guests and boasts a fully equipped kitchen, dedicated workspace, smart TV with premium streaming services, designated parking, and enhanced security features including keypad entry and outdoor cameras.
Frequently asked questions about holiday rentals in Pickering
What are the top family-friendly attractions in Pickering?
The Toronto Zoo is a great place to take the kids, it's only a short drive from Pickering. For something a little closer to home, the Pickering Museum Village is a great option, they have lots of activities for kids.
What are the best Airbnb and holiday rentals 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, in the spring or autumn. You'll get better prices and avoid the crowds.
What are the best restaurants with local dishes in Pickering?
The Pickering Village is a great place to find local restaurants. Try the Pickering Arms Hotel for a traditional pub meal, or the Olive Tree for some delicious Mediterranean food.
What are the best holiday rentals with a pool in Pickering?
What are the best walking or cycling routes in Pickering?
The Waterfront Trail is a great option for a walk or bike ride. It stretches for over 800km along the shores of Lake Ontario and offers beautiful views of the lake and the city.
What are the best rentals for families and kids in Pickering?
The Rouge National Urban Park is a great place to take your dog for a walk. There are lots of trails to explore and it's a great place to let your dog run free.
What are the best rentals or Airbnbs with a jacuzzi in Pickering?
What are the benefits of choosing a vacation rental in Pickering?
Vacation rentals offer more space and privacy than a hotel room. They are also often more affordable, especially if you are travelling with a family.
What are the top sports attractions and facilities in Pickering?
Pickering has a number of sports facilities, including the Pickering Recreation Complex, which has a swimming pool, fitness centre, and ice rink. The city also has a number of golf courses, including the Pickering Golf Club.
Destinations nearby
Best Pickering holiday rentals with a balcony
Pickering
14/08 – 29/08
NZ$305/nighttotal: NZ$4575 (15 )
Luxury 2br Suite Stylish Stay With 2 Free Parking
1 2
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.
Pickering
09/08 – 23/08
NZ$2182/nighttotal: NZ$30548 (14 )
Dove Manor Spacious 9 Beds 3 Full Baths Near Pickering Centre
5 2
house , Toronto
Dove Manor, a recently renovated holiday home, is situated in Pickering, 10 kilometres from the Toronto Zoo and 27 kilometres from the Ontario Science Centre. This spacious 3500 square metre property accommodates up to 38 guests across five bedrooms and three bathrooms, featuring a fully equipped kitchen, air conditioning, a terrace, garden, and private parking, with a baby safety gate available for families.
Pickering
14/08 – 29/08
NZ$536/nighttotal: NZ$8040 (15 )
Scarborough Oasis Near Uoft Campus, Free Parking
1 2
apartment , Toronto
This Scarborough flat is located 8.4 kilometres from the Toronto Zoo and 14.5 kilometres from the Ontario Science Centre, with key attractions such as the Distillery District and Ryerson University situated 20.9 kilometres away. This self-catering apartment offers free WiFi, air conditioning, a private balcony, and private parking for up to three guests, with a fully equipped kitchen and one bathroom.
9.3 18 reviews
Pickering
10/10 – 16/10
NZ$495/nighttotal: NZ$2970 (6 )
Furnished Family Home Near Toronto - Great Location 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 holiday rentals with air conditioning
Pickering
27/06 – 04/07
NZ$221/nighttotal: NZ$1547 (7 )
Stylish Basement Studio Near Whitby Waterfront
1 2
apartment , Oshawa
This one-bedroom flat in Oshawa offers a prime location, situated within walking distance of Lake Ontario and the Waterfront Trail, Lakeridge Health Whitby Hospital, and the Whitby Go Station, with convenient access to Iroquois Park Sports Centre and Whitby Town Centre. This serviced apartment accommodates up to three guests with a king bed and a sofa bed, featuring a fully equipped kitchen with a coffee station, in-suite laundry, driveway parking for one vehicle, and a dedicated workspace with ultra-fast Wi-Fi.
Pickering
09/08 – 23/08
NZ$188/nighttotal: NZ$2632 (14 )
Home Away From Home!
1 2
apartment , Toronto
This Pickering flat offers convenient access to Toronto attractions, situated approximately 12.5 kilometres from the Toronto Zoo and 37 kilometres from Yonge-Dundas Square. This one-bedroom flat, measuring 37 square meters, accommodates up to three guests and features a private balcony, complimentary WiFi, private parking, and a kitchenette, with the Toronto Zoo a mere 12.5 kilometres away.
9.9 14 reviews
Pickering
10/10 – 16/10
NZ$407/nighttotal: NZ$2442 (6 )
Luxury 4br Retreat ~ Spacious Home ~ Pickering
4 5
apartment , Toronto
This four-bedroom residence in Pickering provides exclusive use of the main and upper levels, featuring a private entrance and convenient access to the Toronto Zoo, situated just 10 kilometres away. This detached house offers accommodation for up to eight guests, boasting a fully equipped kitchen, a garden with scenic views, high-speed WiFi, an 85-inch Smart TV, and parking for two vehicles, making it an ideal base for exploring the Greater Toronto Area.
10 1 review
Pickering
27/06 – 04/07
NZ$244/nighttotal: NZ$1708 (7 )
Private 1br Basement Suite • Work-friendly
1 2
apartment , Toronto
This private, fully equipped 1-bedroom basement flat in Toronto offers a dedicated workspace with fast WiFi, a spa-like bathroom with a rain shower, and in-suite laundry, all accessible via a separate entrance for enhanced comfort and privacy. The accommodation is suitable for two guests, allows pets, and is family-friendly, with professional cleaning, soundproofing, and exterior security cameras ensuring a secure and hygienic stay.