Villas and Holiday homes in Pickering

243 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Pickering holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

243 Villa rentals in Pickering

Best Pickering villas and holiday homes with a pool

Among the 243 accommodations in Pickering, here are the 2 best villas and holiday homes with a pool

Poolside Entire Lower Level Apt - Pickering
9.4 10 reviews
Pickering
25/06 – 27/06
108 €/nighttotal: 216 € (2 )

Poolside Entire Lower Level Apt

1 2
house , Oshawa
This charming one-bedroom apartment is located in Whitby, a town just east of Oshawa, about 26 kilometres from the Toronto Zoo and 50 kilometres from the Ontario Science Centre. The accommodation has received very good ratings for cleanliness, user experience and location.
The apartment offers 37 square metres of living space and comfortably accommodates two guests. Guests can enjoy a private pool and garden, a fully equipped kitchenette, a cosy fireplace and an outdoor barbecue.
Exquisite 5 Bedroom Villa With Pool - Pickering
10 4 reviews
Pickering
12/07 – 31/07
3498 €/nighttotal: 66462 € (19 )

Exquisite 5 Bedroom Villa With Pool

1 6
house , Toronto
This 5-bedroom house is situated in a peaceful and secluded area of Toronto, just a short distance from the city centre. It has received excellent ratings for its cleanliness, location and user experience.
The house is ideal for families and groups, with a capacity of 15 guests. It offers a range of amenities, including a swimming pool, garden, fitness centre, and a private patio perfect for relaxing and enjoying the outdoors.

Best family friendly Pickering villas and holiday home

Among the 243 accommodations in Pickering, here are the 4 best family friendly villas and holiday homes

House In Guildwood Village - Pickering
10 6 reviews
Pickering
22/08 – 02/09
253 €/nighttotal: 2783 € (11 )

House In Guildwood Village

1 4
bungalow , Toronto
This Toronto bungalow, registered with the relevant STR number, is situated in [Insert District Name here – requires further information to complete this sentence accurately, e.g., "is located in the Beaches district, approximately 8 km from the CN Tower"].
This four-bedroom, two-bathroom house sleeps eight guests and features two dedicated workspaces with dual monitors, high-speed Wi-Fi (600/700 Mbps), a fully equipped kitchen including a dishwasher and freezer, air conditioning, a garden, parking, and allows pets.
Beautiful 3 Bedroom Entire Detached Home - Pickering
9.5 9 reviews
Pickering
10/10 – 16/10
313 €/nighttotal: 1878 € (6 )

Beautiful 3 Bedroom Entire Detached Home

3 4
house , Oshawa
This detached property is situated in Whitby, a town just east of Oshawa, with the Toronto Zoo 22 kilometres away and the Ontario Science Centre 47 kilometres away.
The house is spacious, with 650 square metres of floor area, comfortably accommodating up to 10 guests. This family-friendly home features a garden, barbecue facilities, a picnic area, free Wi-Fi, air conditioning, a fully equipped kitchen, a flat-screen TV with streaming services, and free private parking.
Beautiful New Townhouse In Quiet Neighbourhood - Pickering
9.5 8 reviews
Pickering
10/10 – 16/10
194 €/nighttotal: 1164 € (6 )

Beautiful New Townhouse In Quiet Neighbourhood

4 4
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.
Cosy 3-bedroom Home In Quiet Cul-de-sac. - Pickering
9.8 184 reviews
Pickering
10/10 – 16/10
204 €/nighttotal: 1224 € (6 )

Cosy 3-bedroom Home In Quiet Cul-de-sac.

1 4
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.

Frequently asked questions about villa rentals in Pickering

Destinations nearby

Best Pickering villas and holiday homes with parking

King Bed, 3 Tvs, Fifa Sports Channels And More!!! - Pickering
Pickering
21/08 – 07/09
433 €/nighttotal: 7361 € (17 )

King Bed, 3 Tvs, Fifa Sports Channels And More!!!

4 2
house , Toronto
This detached house is situated in Ajax, Canada, offering convenient access to local attractions including the Ajax Waterfront Park, Durham Region Conservation Area, and Ajax Community Centre, approximately 3.2 kilometres away.
This spacious 250 square metre residence accommodates up to six guests across three bedrooms and features a separate kitchen with modern appliances, multiple living areas, and outdoor patio space, complemented by onsite parking and WiFi.
Luxury 2br/2ba Modern B Apartment In Ajax, Toronto - Pickering
9.3 32 reviews
Pickering
01/07 – 31/07
154 €/nighttotal: 4620 € (30 )

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.
Exhilarating Castle Vibes In Toronto Area - Pickering
Pickering
10/10 – 16/10
448 €/nighttotal: 2688 € (6 )

Exhilarating Castle Vibes In Toronto Area

4 5
house , Toronto
This detached house is situated in Ajax, a suburb east of Toronto, offering proximity to attractions such as the Toronto Zoo, located 16 kilometres away, and the Ontario Science Centre, 37 kilometres distant.
This property provides 250 square metres of living space, accommodating up to 17 guests with 3 bedrooms, a well-equipped kitchen featuring a dishwasher and microwave, complimentary Wi-Fi, air conditioning, and a garden with a patio for outdoor enjoyment.
The Taunton House - Pickering
10 1 review
Pickering
10/10 – 16/10
283 €/nighttotal: 1698 € (6 )

The Taunton House

4 4
house , Oshawa
This Taunton House in Ajax is located 14.8 kilometres from the Toronto Zoo and 37 kilometres from the Ontario Science Centre, with the Distillery District and Ryerson University within a 41.8-kilometre radius.
This four-bedroom, two-bathroom detached house offers accommodation for up to 12 guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and a garden with a patio and outdoor dining area.

Best Pickering villas and holiday homes with a garden

452 M² House ∙ 4 Bedrooms ∙ 8 Guests - Pickering
10 1 review
Pickering
22/08 – 02/09
443 €/nighttotal: 4873 € (11 )

452 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 4
house , Toronto
This family-friendly three-bedroom detached house is situated in a quiet, residential area of Ajax, Canada, offering convenient access to major roads and public transport, with the Durham Regional Forest and Ajax Waterfront Park approximately 5 kilometres away.
This spacious accommodation, covering 232 square metres, accommodates up to nine guests with three bedrooms, two bathrooms, a fully equipped kitchen, and garden, and includes amenities such as Wi-Fi, air conditioning, a swimming pool, and parking, while being pet-friendly for up to two animals.
Private Studio Apt W/sep Entry & Undergrnd Parking - Pickering
9.8 32 reviews
Pickering
26/08 – 25/11
36 €/nighttotal: 3276 € (91 )

Private Studio Apt W/sep Entry & Undergrnd Parking

1 2
house , Toronto
This basement apartment is situated in Toronto's East End, a short drive from Highway 401 and within walking distance of the University of Toronto, Centennial and Seneca Colleges. The studio is highly rated, receiving excellent reviews from previous guests.
The self-contained apartment sleeps two guests and features a private bathroom, kitchen, and parking. Guests can enjoy free parking for motorcycles and cars, access to shared laundry facilities, and a friendly owner who is always available to offer local advice.
Adorable Gh In Beautiful Claremont/scenic View - Pickering
9.8 26 reviews
Pickering
14/08 – 29/08
104 €/nighttotal: 1560 € (15 )

Adorable Gh In Beautiful Claremont/scenic View

1 2
house , Claremont
This peaceful retreat is situated just 45 minutes from downtown Toronto and a short drive from the 407 highway, offering a tranquil escape in the charming town of Claremont. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The one-bedroom house comfortably sleeps two guests and features a fully equipped kitchen and laundry facilities. Guests can enjoy a range of amenities including a private patio with a BBQ, fire pit, and a spacious backyard, perfect for relaxing and enjoying the outdoors.
Exquisitely Decorated, 4 Bdrm Townhome W/ Parking! - Pickering
9.9 113 reviews
Pickering
23/06 – 23/07
250 €/nighttotal: 7500 € (30 )

Exquisitely Decorated, 4 Bdrm Townhome W/ Parking!

1 4
house , Oshawa
This luxury townhome is situated just outside of Downtown Whitby, a short distance from Highway 401 and 407, making it ideal for exploring both Oshawa and surrounding areas. It consistently receives excellent ratings from guests for its cleanliness, location, and overall experience.
The property offers four bedrooms and two bathrooms, comfortably accommodating up to ten guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and internet access, ensuring a pleasant and convenient stay.
©2026 cozycozy.com