Vacation Rentals in Pickering

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Pickering holiday rentals
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1702 Holiday rentals and Airbnb in Pickering

Outstanding Family Holiday Rentals in Pickering, Canada

Book a spacious home base equipped with a full kitchen and open living areas at family holiday rentals in Pickering, Canada.

4br Sleeps 7 | Fire Pit, 5 Cars, Zoo 10 Min - Pickering
No reviews

4br Sleeps 7 | Fire Pit, 5 Cars, Zoo 10 Min

apartment, Toronto
This Pickering flat offers a convenient base for exploring Toronto, situated just 25 kilometres east of the city centre and a mere 45-minute train ride from downtown via the Pickering GO station.
This family-friendly residence accommodates up to seven guests across four bedrooms and 2.5 bathrooms, featuring a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden with a fire pit, and parking for five vehicles, with easy access to the Toronto Zoo and Rouge National Urban Park.
Toronto [45 Mins] Sleep 8| Free Parking | Backyard - Pickering
10 168 reviews

Toronto [45 Mins] Sleep 8| Free Parking | Backyard

house, Claremont
This four-bedroom apartment is located in a suburban area near Claremont, Ontario, approximately 72 kilometres from central Toronto, and within a 24-kilometre drive of attractions such as the Toronto Zoo, Thermea Spa, and Pickering Casino. The spacious self-catering property is ideal for families or groups of up to eight, with dedicated workspaces, a modern kitchen equipped with appliances such as a dishwasher, microwave, and oven/air fryer, and a 65-inch OLED smart TV for entertainment.
Stylish 3 Br Apt W/ Free Parking, Wifi & Patio - Pickering
10 2 reviews

Stylish 3 Br Apt W/ Free Parking, Wifi & Patio

apartment, Oshawa
This three-bedroom Whitby apartment, a 13-minute walk (approx. 2km) from the Whitby Museum and Children's Centre, offers easy access to Lake Ontario (8km) and Darlington Provincial Park.
Sleeping six guests, this self-catering property boasts a fully equipped kitchen, Wi-Fi, air conditioning, a private balcony, garden, on-site parking, and a workspace; nearby attractions include the Ontario Regiment Museum and Lynde Shores Conservation Area.
452 M² House ∙ 5 Bedrooms ∙ 8 Guests - Pickering
9.3 3 reviews

452 M² House ∙ 5 Bedrooms ∙ 8 Guests

house, Toronto
This detached house is situated in Ajax, Canada, providing convenient access to the Ajax Waterfront Park, Durham Region Conservation Area, and the Ajax Community Centre, approximately 35 kilometres east of Toronto.
The property offers 250 square metres of living space with three bedrooms, accommodating up to nine guests, and features a separate kitchen, multiple living areas, an outdoor patio, complimentary WiFi, and parking, with contactless check-in/out and enhanced cleaning protocols in place.

Best Pickering holiday rentals with parking

Walk To Lake | 2br Family Suite | Near Toronto - Pickering
9.7 179 reviews

Walk To Lake | 2br Family Suite | Near Toronto

house, 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.
Rouge Meadow: Modern Apt 2b/1b, Kitchen, Parking! - Pickering
9.6 15 reviews

Rouge Meadow: Modern Apt 2b/1b, Kitchen, Parking!

apartment, Toronto
This Pickering apartment, a short 8km drive from Frenchman's Bay Marina and Petticoat Creek Conservation Area, offers convenient access to Toronto's downtown core and the GO Train within a 40km radius.
The self-contained basement flat sleeps five guests comfortably, boasting a full kitchen, two queen beds (one in a separate bedroom), a sofa bed, two smart TVs, high-speed internet (up to 50 Mbps), and free on-street parking; nearby activities include exploring the Waterfront Trail and Pickering's beaches.
New Cozy Walkout Basement Studio Getaway - Pickering
9.8 48 reviews

New Cozy Walkout Basement Studio Getaway

apartment, Toronto
This private, bright walk-out basement flat is located in a Toronto district offering convenient access to local amenities.
This newly renovated studio apartment accommodates two guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside a garden and parking.
Large House 3 Bed 2 Bath 2 Parkings - Pickering
10 21 reviews

Large House 3 Bed 2 Bath 2 Parkings

apartment, Toronto
This one-bedroom Toronto apartment is situated near Frenchman's Bay Beach, approximately 8 kilometres away.
The self-contained unit sleeps three, boasting a private patio, separate entrance, fully equipped kitchen, smart TV with Netflix and Crave, and included utilities and Wi-Fi.

Frequently asked questions about holiday rentals in Pickering

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Top-Rated Holiday Rentals with a Balcony in Pickering, Canada

Take in beautiful local sunsets directly from the privacy of holiday rentals with balconies in Pickering, Canada.

Luxe Living - Private Countryside Guesthouse - Pickering
No reviews

Luxe Living - Private Countryside Guesthouse

house, Claremont
This countryside guest house is located in Pickering, approximately 51 kilometres from Billy Bishop Toronto City Airport, offering a peaceful retreat near Claremont.
This one-bedroom cottage, covering 48 square meters and accommodating up to seven guests, features a fully equipped kitchen, air conditioning, free WiFi, a terrace with garden views, and private on-site parking.
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km From Tesla Chrg - Pickering
10 29 reviews

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km From Tesla Chrg

apartment, Claremont
This spacious apartment is located in Pickering, a short drive from Claremont, and is within 15 minutes of the Toronto Zoo, Thermea Spa, Frenchman's Bay Marina, and Pickering Casino. It has received excellent user ratings and is perfect for families or groups of up to eight people.
The property offers a generous 195 square metres of living space, with four bedrooms and eight bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a gas fireplace, a 65-inch smart TV, and a private garden, as well as dedicated workspaces and high-speed internet.
Beautiful Lakeview Cottage On The Beach - Pickering
9.3 222 reviews

Beautiful Lakeview Cottage On The Beach

cottage, Toronto
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.
Ultimate King & Queen,privatebalcony, Freeparking, Wifi, Safe, Stylish - Pickering
9.0 7 reviews

Ultimate King & Queen,privatebalcony, Freeparking, Wifi, Safe, Stylish

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.

Best Pickering holiday rentals with air conditioning

Private Guest Suite - Pickering
10 44 reviews

Private Guest Suite

apartment, Toronto
This recently renovated two-bedroom basement flat is situated in a peaceful Pickering neighbourhood, approximately 48 kilometres from Toronto city centre, close to Frenchman's Bay and easily accessible to the 401 highway and Pickering GO station.
The self-catering property offers free Wi-Fi, Plex streaming, dedicated parking, and laundry facilities for stays of five nights or more; it sleeps two guests and is conveniently located near the Toronto Zoo and Pickering Casino Resort.
Comfy 2 Bedroom Near The Beach! - Pickering
9.0 4 reviews

Comfy 2 Bedroom Near The Beach!

apartment, Toronto
This fully furnished, pet-friendly basement flat is conveniently located near Frenchman's Bay in Toronto, offering easy access to the 401 highway and Pickering GO station (a 32-45 minute train journey to Union Station).
The two-bedroom, one-bathroom self-catering property sleeps four, boasting a well-equipped kitchen, high-speed internet, air conditioning, in-unit laundry, and proximity to local parks and playgrounds.
Charming And Cozy Suite Downtown Whitby - Pickering
9.9 89 reviews

Charming And Cozy Suite Downtown Whitby

apartment, Oshawa
This basement flat is located in the heart of Whitby, just a short walk from the charming shops and restaurants of the town centre. It has received excellent ratings for cleanliness, location, and user experience.
The self-contained apartment has two bedrooms, a bathroom, and a fully equipped kitchen, comfortably accommodating up to three guests. Amenities include a dedicated laundry room, free Wi-Fi, a private entrance, and a parking space.
Comfort Suite - Pickering
No reviews

Comfort Suite

apartment, Toronto
This private basement flat, offering 1 bedroom and 1 bathroom for up to 2 guests, is located in a quiet Toronto district, providing a convenient base with easy access to local amenities and attractions.
This self-contained apartment includes a separate living area, microwave, and fridge, alongside air conditioning and parking, ensuring a comfortable stay for those exploring Toronto.

Top Rated Luxury Holiday Rentals in Pickering, Canada

Treat yourself to smart-home features, high-end interiors, and curated artwork at luxury holiday rentals in Pickering, Canada.

A Beautiful Walkout Basement - Pickering
9.6 10 reviews

A Beautiful Walkout Basement

apartment, Toronto

Top-Rated Downtown Holiday Rentals in Pickering, Canada

Walk to top historic sights, museums, and transport hubs from centrally located holiday rentals in Pickering, Canada.

Cozy & Modern Apartment In Pickering - Pickering
8.8 8 reviews

Cozy & Modern Apartment In Pickering

apartment, Toronto
Pickering Home Near Casino 23 Min To To By Go - Pickering
9.9 29 reviews

Pickering Home Near Casino 23 Min To To By Go

apartment, Toronto
Luxury & Stylish 3bd | Chefs Kitchen & Cozy - Pickering
9.7 103 reviews

Luxury & Stylish 3bd | Chefs Kitchen & Cozy

apartment, Toronto
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location! - Pickering
10 2 reviews

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!

apartment, Toronto
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