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.
9.7 127 reviews
Pickering
04/09 – 07/09
120 €/nighttotal: 360 € (3 )
Brand New 2 Bedroom Basement Apartment (1)
1 3
apartment , Toronto
This fully furnished basement flat is conveniently located in a central Toronto neighbourhood, close to major stores and highways, making it an ideal base for exploring the city. The property has received excellent ratings for cleanliness, location and overall experience. The two-bedroom flat comfortably accommodates up to four guests and is equipped with a fridge, freezer, microwave oven, and air conditioning. Guests can enjoy free parking on the driveway and benefit from the property being fully furnished, including all appliances, ensuring a comfortable and convenient stay.
10 6 reviews
Pickering
01/08 – 30/11
38 €/nighttotal: 4598 € (121 )
Cozy Studio Bachelor In West Rouge • Gta East
1 2
apartment , Toronto
This newly renovated studio flat in West Rouge, Toronto, is a short walk (approximately 1.6km) from Rouge Hill GO train station, providing easy access to downtown Toronto and is close to Rouge Beach and Toronto Zoo. The self-contained apartment, sleeping two guests in twin beds, features a kitchenette with dishwasher and microwave, a 43" Samsung TV with Netflix and Amazon Prime, free laundry service, and exclusive use of a summer gazebo; nearby amenities include a grocery store, pharmacy, and pub.
10 2 reviews
Pickering
25/06 – 16/10
57 €/nighttotal: 6441 € (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.
Pickering
15/07 – 15/07
411 €/nighttotal: 150015 € (365 )
King Bed, 3 Tvs, Fifa Sports Channels, And More.
1 3
apartment , Toronto
This three-bedroom Toronto house, sleeping six, offers a kitchen with fridge, microwave, and dishwasher, plus parking and internet access; precise location and proximity to attractions remain unspecified. The property features ample space suitable for families and includes amenities such as a kitchen and parking.
9.7 167 reviews
Pickering
04/09 – 07/09
146 €/nighttotal: 438 € (3 )
Walk To Lake | 2br Family Suite | Near Toronto
1 3
apartment , Toronto
This two-bedroom apartment is situated in a peaceful residential area just 8km from the Toronto Zoo and 30km from downtown Toronto, offering easy access to both attractions and the city centre. The property has been highly rated by guests for its cleanliness, location, and overall experience. The apartment comfortably accommodates up to six guests with a queen-sized bed, a full-sized bed, and a sofa bed. Guests can enjoy a private backyard, a dedicated parking space, and modern amenities including a smart TV, a washing machine, and a fully equipped kitchen.
10 3 reviews
Pickering
14/08 – 29/08
110 €/nighttotal: 1650 € (15 )
Roro's Comfy Basement
1 2
apartment , Toronto
This private basement flat offers its own entrance and two parking spaces in a well-connected Toronto district, convenient for accessing local amenities and attractions. This dwelling accommodates four guests across two bedrooms with king-size beds, featuring a fully equipped kitchen, in-suite laundry, a dedicated workspace, and a 55-inch Smart TV.
Pickering
15/07 – 15/07
499 €/nighttotal: 182135 € (365 )
Spacious 3br Villa In Scarborough | Prime Location
1 3
apartment , Toronto
This Toronto residence is located in a quiet, family-friendly district offering straightforward access to the A401, just minutes from the Toronto Zoo, the University of Toronto Scarborough campus, and Rouge Park. This spacious flat accommodates up to seven guests, featuring two bathrooms, a modern kitchen with a fridge, microwave, and dishwasher, air conditioning, and a private, fenced garden with outdoor seating, alongside in-unit laundry and fast Wi-Fi.
Pickering
01/08 – 30/11
35 €/nighttotal: 4235 € (121 )
Fb04-cozy Holiday Home
1 2
apartment , Toronto
This one-bedroom flat is situated in Scarborough, Toronto, a convenient base for visitors to the University of Toronto Scarborough Campus and Centennial College, with TTC bus stops a mere 200 metres away for easy access to the city. This basement apartment offers WiFi, air conditioning, and a shared kitchen and bathroom, accommodating up to two guests with a queen-size bed, and is located 3 kilometres from Lake Ontario and the Scarborough Town Centre.
Pickering
10/10 – 16/10
165 €/nighttotal: 990 € (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.
Pickering
25/06 – 16/10
74 €/nighttotal: 8362 € (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.
9.3 32 reviews
Pickering
10/10 – 16/10
164 €/nighttotal: 984 € (6 )
Luxury 2br/2ba Modern B Apartment In Ajax, Toronto
1 5
house , Toronto
This stylish apartment is located in south Ajax, Ontario, just 5 kilometres from Highway 401, a 35-kilometre drive to downtown Toronto, and a 39-kilometre drive to Pearson International Airport. The accommodation has received very good user ratings and excellent ratings for location and cleanliness. The apartment has a separate entrance and backyard, perfect for enjoying privacy and outdoor space. It can comfortably accommodate up to four guests and offers a range of amenities including air conditioning, a garden, parking, a fully equipped kitchen, and fast internet access.
Best family friendly Pickering holiday rentals
Among the 1167 accommodations in Pickering, here are the 4 best family friendly rentals
9.8 53 reviews
Pickering
01/10 – 31/10
47 €/nighttotal: 1410 € (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.
10 6 reviews
Pickering
03/07 – 07/07
681 €/nighttotal: 2724 € (4 )
Toronto Bluffs Modern 5 Bedhome
1 10
apartment , Toronto
This luxurious five-bedroom Toronto property is situated near the Scarborough Bluffs, offering stunning views of Lake Ontario and convenient access to the eastern beaches. Sleeping up to 13 guests, this modern home boasts a chef's kitchen, four bathrooms, a private garden with BBQ and fire pit, in-home gym, and sauna; enjoy nearby walking trails and easy access to public transport to explore the city.
10 8 reviews
Pickering
14/08 – 29/08
465 €/nighttotal: 6975 € (15 )
Luxury Remodel W Hot Tub, 6 Bdrm W 3 King Beds.
6 2
apartment , Toronto
This spacious Ajax holiday home, near Pickering Casino Resort and Ajax Convention Centre (within 5km), offers easy access to Veterans' Point Gardens and Lake Ontario (within 10km). The 325 square metre property boasts six bedrooms, three bathrooms, sleeps twelve guests, and includes a jacuzzi, fitness centre, tennis court, and private garden with barbecue facilities.
10 132 reviews
Pickering
14/08 – 29/08
119 €/nighttotal: 1785 € (15 )
Ultra-modern Luxury Retreat! Close To Thermea Spa.
1 2
apartment , Toronto
This one-bedroom apartment is located in Ajax, a suburb of Toronto, just a short drive from Thermea Spa and within walking distance of local amenities. It has received excellent ratings for location, cleanliness, and user experience. The apartment comfortably accommodates two guests and features a modern open-plan layout with a fully equipped kitchen, a private patio, and a separate entrance. Guests can enjoy amenities such as high-speed internet, in-floor heating, a Sonos music system, and a wine fridge, making it an ideal choice for a relaxing and comfortable stay.
Best Pickering holiday rentals with parking
9.2 58 reviews
Pickering
14/08 – 29/08
95 €/nighttotal: 1425 € (15 )
Steps To Frenchman’s Bay In Luxury Bsmt Apartment
1 2
apartment , Toronto
This two-bedroom basement flat in Pickering is located just a short walk from Lake Ontario, the marina, and the beach, in a family-friendly neighbourhood with restaurants, shops, and entertainment options. It has received excellent ratings for its location, cleanliness, and overall experience. The self-contained apartment comfortably sleeps four guests and features a separate kitchen, a patio for outdoor relaxation, and a spacious living area with a 65-inch smart TV. It also provides amenities like a washer/dryer, access to a backyard barbecue, and basic condiments for a comfortable stay.
Pickering
01/10 – 31/10
43 €/nighttotal: 1290 € (30 )
Cozy And Quielt Bedroom With Private Bathroom
1 2
apartment , Toronto
This private flat in Scarborough, Toronto, offers convenient access to the 401 highway and TTC transit, with Scarborough Town Centre and Kennedy Commons Mall nearby. This 19 square meter studio apartment accommodates two guests and features a private bedroom, an ensuite bathroom, a renovated kitchen with microwave, air conditioning, and complimentary parking, with summer access to a swimming pool and shared use of a garden.
9.3 205 reviews
Pickering
03/07 – 07/07
462 €/nighttotal: 1848 € (4 )
Beautiful Lakeview Cottage On The Beach
3 10
cottage , Ajax
This charming cottage is located in south Ajax, Ontario, just 20 kilometres east of Toronto, directly on Paradise Beach. The property has consistently received excellent ratings for location, cleanliness, and overall user experience. This spacious three-bedroom cottage offers over 200 square metres of living space, comfortably accommodating up to 11 guests. The cottage includes a fully equipped kitchen, laundry facilities, a terrace, and a garden, as well as a barbecue grill for enjoying summer evenings.
9.8 10 reviews
Pickering
04/09 – 07/09
92 €/nighttotal: 276 € (3 )
Walkout 1 Beb, 1 Bath Bsmnt Apt
1 3
apartment , Toronto
This one-bedroom apartment is situated in Ajax, a town located approximately 30 kilometers east of Toronto, and is within a 5-minute drive of Lakeridge Health Ajax, the Ajax GO station, and shopping centres including Walmart and Costco. This family-friendly flat has a garden, a spa, and parking facilities, and is perfect for a family of three looking for a comfortable and stylish stay near Toronto.
Frequently asked questions about holiday rentals in Pickering
What should a first-time visitor not miss in Pickering?
If you're visiting Pickering for the first time, you should definitely check out the Pickering Museum Village. It's a great way to learn about the history of the area and see how people lived in the 19th century. Also, be sure to visit the Rouge National Urban Park. It's a beautiful place to go for a hike, bike ride, or picnic.
What are the best Airbnb and holiday rentals in Pickering?
Which neighborhood in Pickering should you consider for a vacation rental?
The best neighbourhood to find a vacation rental in Pickering would be the one near Frenchman's Bay. It's a lovely area with easy access to the waterfront and the Rouge National Urban Park. You can find a range of rentals from apartments to houses, depending on your budget and needs.
What are the top family-friendly attractions in Pickering?
Pickering has a lot to offer families. The Pickering Museum Village is a great place to visit with kids, and the Rouge National Urban Park is perfect for a day of outdoor fun. The Toronto Zoo is just a short drive away and is always a popular choice for families.
What are the best holiday 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 would be during the shoulder seasons, from April to June and September to October. You'll find better deals and fewer crowds during these months.
What are the best rentals for families and kids in Pickering?
What are the best budget-friendly activities in Pickering?
For budget-friendly activities, there's a lot to do in Pickering. The Rouge National Urban Park is free to enter and offers plenty of hiking and biking trails. You can also explore the Pickering Museum Village, which has free admission on certain days of the week.
What are the best rentals or Airbnbs with a jacuzzi in Pickering?
What are the best restaurants with local dishes in Pickering?
For local dishes, you should try the pickerel at The Captain's Boil on Kingston Road. It's a popular spot for fresh seafood and a great place to try some local fare. You can also find some great restaurants in the Pickering Village area.
What are the best walking or cycling routes in Pickering?
The most popular walking and cycling routes in Pickering are located within the Rouge National Urban Park. The park has a variety of trails, ranging from easy to challenging, so there's something for everyone. The Waterfront Trail is another great option for a scenic walk or bike ride.
Are there pet-friendly attractions in Pickering?
Yes, there are a number of pet-friendly attractions in Pickering. The Rouge National Urban Park is a great place to take your dog for a walk, and many of the restaurants and cafes in the Pickering Village area are also pet-friendly.
What are the benefits of choosing a vacation rental in Pickering?
Choosing a vacation rental in Pickering can offer a more spacious and comfortable stay than a hotel. You'll also have access to a kitchen and laundry facilities, which can be convenient for families or longer stays.
What are the top sports attractions and facilities in Pickering?
Pickering is home to several sports facilities, including the Pickering Recreation Complex, which features a swimming pool, fitness centre, and ice rink. The city also has a number of parks and trails that are perfect for outdoor sports activities.
Destinations nearby
Best Pickering holiday rentals with a balcony
9.3 18 reviews
Pickering
10/10 – 16/10
249 €/nighttotal: 1494 € (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.
9.6 14 reviews
Pickering
23/08 – 26/08
691 €/nighttotal: 2073 € (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.
This Whitby residence, a 3-bedroom, 2-bathroom flat, is situated 9 minutes by car from Lake Ontario and 18 minutes from the Toronto Zoo. This pet-friendly holiday home accommodates up to 8 guests and features air conditioning, complimentary Wi-Fi, a full kitchen with an oven and hob, and an in-unit washer and dryer, with outdoor relaxation provided by a garden and sunroom.
Pickering
10/10 – 16/10
467 €/nighttotal: 2802 € (6 )
King Bed Convenience On Main Floor
4 4
apartment , Toronto
This three-bedroom Ajax apartment, approximately 40 kilometres east of Toronto, offers convenient access to the Toronto Zoo and public transport links. The self-catering property sleeps six, features a terrace, and includes a fridge, microwave, dishwasher, and air conditioning; nearby attractions include the Whitby Museum and Lynde Shores Conservation Area.
Best Pickering holiday rentals with air conditioning
9.5 8 reviews
Pickering
10/10 – 16/10
195 €/nighttotal: 1170 € (6 )
Beautiful New Townhouse In Quiet Neighbourhood
4 5
house , Toronto
This four-bedroom townhouse is located in Ajax, a suburb of Toronto, 21 km from the Toronto Zoo and 38 km from the Ontario Science Centre, offering a peaceful escape from the city. The property is conveniently located within easy reach of Toronto's attractions and amenities. The 46 square metre townhouse comfortably accommodates eight guests and features a living room, fully equipped kitchen, and three bathrooms. Guests can enjoy modern amenities such as air conditioning, free Wi-Fi, a flat-screen TV, laundry facilities, and private parking.
10 7 reviews
Pickering
21/08 – 07/09
94 €/nighttotal: 1598 € (17 )
Cozy Suite-close To Pickering Casino Resort, Dog Parks, And Waterfront Trail
1 2
apartment , Toronto
This self-contained basement flat in Ajax, Ontario, offers easy access to Deer Creek Golf Course and Lake Ontario, approximately 30-40km from Toronto attractions including the Toronto Zoo and Veterans' Point Gardens. The one-bedroom, one-bathroom apartment sleeps three guests and features a fully equipped kitchenette, private entrance, air conditioning, parking, and internet access; nearby recreational activities include golfing and exploring Rouge National Urban Park.
9.1 13 reviews
Pickering
01/08 – 30/11
51 €/nighttotal: 6171 € (121 )
2br Basement W Parkin Near Transit,shoppin,nature
1 2
apartment , Toronto
This basement flat is located in a quiet residential neighbourhood in Northeast Ajax, just a short drive from major highways, shopping centres and public transport links. The property has received excellent ratings for its location, cleanliness and overall experience. The self-contained flat can sleep up to five guests and features a comfortable living space with a well-equipped kitchen, a private entrance and access to a shared patio. Guests can enjoy a 58" TV with streaming services, air conditioning and a private garden.
Pickering
01/08 – 30/11
82 €/nighttotal: 9922 € (121 )
Beautiful One Bedroom Basement Apartment
1 2
apartment , Toronto
This Scarborough flat is conveniently located 1.8km from Morningside Park, within 4.8km of Guild Inn Gardens and Lake Ontario, and 4.2km from Centennial College. The one-bedroom, one-bathroom apartment sleeps three, offering free parking, Wi-Fi, a fully equipped kitchen with appliances including a microwave and oven, plus a dryer, Smart TV, and coffee/tea maker.
