Holiday Rentals in Pickering

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Pickering holiday rentals
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1702 Holiday Rentals and Airbnb in Pickering

Best family friendly Pickering holiday rentals

Among the 1702 accommodations in Pickering, here are the 4 best family friendly rentals

3-bed 3-bath Cozy Vacation House In Ajax, Greater Toronto Area Gta, On, Canada - Pickering
9.8 7 reviews

3-bed 3-bath Cozy Vacation House In Ajax, Greater Toronto Area Gta, On, Canada

apartment, Toronto
This Ajax holiday home, near the Ajax Convention Centre (2.4km) and Pickering Casino Resort (3.4km), offers easy access to public transport and is ideally located for exploring Toronto.
This 185 square metre property boasts three bedrooms, three bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, Jacuzzi, spa, and parking, making it perfect for a family getaway.
The Chillax In Ajax! Spacious 2 Bedroom - Pickering
10 54 reviews

The Chillax In Ajax! Spacious 2 Bedroom

apartment, Toronto
This two-bedroom flat is situated in a peaceful residential neighbourhood with walking trails just across the street, offering easy access to nature and a tranquil escape from the city buzz. The apartment consistently receives excellent ratings for cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The flat comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy a private backyard, air conditioning, and access to the internet, making it an ideal choice for families or groups looking for a relaxing and convenient base to explore Toronto.
The Continental Manor: Luxury 9b/4.5b, Thermea Spa - Pickering
10 1 review

The Continental Manor: Luxury 9b/4.5b, Thermea Spa

apartment, Oshawa
This six-bedroom, four-bathroom detached house is located in Whitby, Ontario, 16 kilometres east of Oshawa, offering proximity to Thermëa Spa and convenient access to Petticoat Creek Conservation Park and the Waterfront Trail.
This spacious property accommodates up to 16 guests, featuring two living areas, a chef's kitchen, and on-site parking, with Smart TVs in bedrooms and the main living space for entertainment.
A Modern Country Retreat! No Cleaning Fees! - Pickering
10 93 reviews

A Modern Country Retreat! No Cleaning Fees!

apartment, Oshawa
The Holmestead is a spacious apartment located in Oshawa, just 40 kilometres from Toronto city centre and the airport, and situated next to the tranquil Greenwood Conservation area. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The self-contained apartment offers 1500 square feet of space, with room for up to five guests, and includes a private dining and lounge area. The property boasts a beautiful garden, a gazebo, outdoor seating, and access to walking trails and scenic views in the conservation area.

Best Pickering holiday rentals with parking

Family Friendly Basement With Separate Entrance! - Pickering
9.7 124 reviews

Family Friendly Basement With Separate Entrance!

apartment, Toronto
This charming bed and breakfast is situated in a quiet, prestigious neighbourhood in Pickering, just 5-10 kilometres from the University of Toronto (Scarborough), Toronto Zoo, Pickering Mall, Scarborough Town Centre, and the GO Station. It has received excellent ratings for its cleanliness, location, and overall experience.
The basement apartment offers a spacious and bright open-plan layout, comfortably accommodating up to four guests. Guests can enjoy a private entrance, parking, air conditioning, a kitchen with a fridge, freezer, and microwave, and free Wi-Fi.
The Devineridge Executive House - Pickering
9.9 15 reviews

The Devineridge Executive House

apartment, Toronto
This 2500 sq ft, four-storey detached residence in Ajax offers excellent access to major motorways, placing Toronto and attractions such as the Pickering Casino Resort and Deer Creek Golf Club within easy reach.
This property features three bedrooms, four bathrooms, and accommodation for six guests, with amenities including a fully equipped modern kitchen, two distinct living areas, a dedicated workspace, private balcony, and a garden patio, plus parking for three vehicles.
Luxury Walkout Basement Suite Near Lake - Pickering
9.8 59 reviews

Luxury Walkout Basement Suite Near Lake

apartment, Toronto
This newly renovated two-bedroom basement apartment is situated in Pickering, near Lake Ontario, a short walk (less than 1 km) from a walking trail and a quick drive (approximately 10 km) to Highway 401 and Pickering GO station.
The 2-bedroom, 1.5-bathroom suite sleeps four guests and features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, parking, and excellent user ratings for cleanliness and location; nearby activities include exploring Lake Ontario's shoreline.
Fm102-cozy Holiday Home - Pickering
No reviews

Fm102-cozy Holiday Home

apartment, Toronto
This ground-floor room in a Scarborough bungalow is conveniently located near Kingston Road and Morningside Road bus stops, offering easy access to the University of Toronto Scarborough campus and Centennial College.
The self-catering studio features a queen-size bed, shared kitchen and bathroom, high-speed Wi-Fi, air conditioning, and accommodates up to two guests.

Frequently asked questions about holiday rentals in Pickering

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Best Pickering holiday rentals with a balcony

Beautiful Furnished Condo In Pickering Near Casino And Go Station! Rooftop Pool! - Pickering
No reviews

Beautiful Furnished Condo In Pickering Near Casino And Go Station! Rooftop Pool!

apartment, Toronto
This one-bedroom flat is located in Pickering, a short walk from the Pickering GO Station, Pickering Town Centre, Pickering Casino and Resort, and Frenchman's Bay Waterfront, offering convenient access to Toronto.
This 56 square meter residence features an open-concept layout, an oversized private balcony, and building amenities including an exercise room, yoga room, and an outdoor terrace with a swimming pool, with opportunities for kayaking, motor boating, hiking, and mountain biking nearby.
Scarborough Oasis Near Uoft Campus, Free Parking - Pickering
No reviews

Scarborough Oasis Near Uoft Campus, Free Parking

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.
Stunning 7 Br Rougeview Home With 2 Kitchens, 5 Bathrooms, Amazing Backyard & 8-car Parking - Pickering
9.8 18 reviews

Stunning 7 Br Rougeview Home With 2 Kitchens, 5 Bathrooms, Amazing Backyard & 8-car Parking

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.
Dove Manor Spacious 9 Beds 3 Full Baths Near Pickering Centre - Pickering
No reviews

Dove Manor Spacious 9 Beds 3 Full Baths Near Pickering Centre

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.

Best Pickering holiday rentals with air conditioning

Charming Cozy Lower-level Suite In A Quiet Area - Pickering
10 10 reviews

Charming Cozy Lower-level Suite In A Quiet Area

apartment, Oshawa
This private, self-contained lower-level flat in Oshawa's Pringle Creek area offers convenient access, being 6 minutes from the M401 and 10 minutes from the M407, with Thermea Spa just 8 minutes away.
This modern, open-concept suite accommodates up to three guests with a queen bed and sofa bed, featuring a full kitchen, in-suite laundry, and free driveway parking, ideal for exploring nearby Lynde Shores & Heber Down Conservation Areas and Lakeridge & Dagmar Ski Resorts.
3 Bedroom+ 2.5 Bath Townhouse - Pickering
No reviews

3 Bedroom+ 2.5 Bath Townhouse

house, Toronto
This detached residence is located in a peaceful, family-focused Toronto neighbourhood, offering a private setting next to a scenic ravine, approximately 1.5 kilometres from the nearest park and 3 kilometres from local shopping centres.
This property, ideal for up to six guests, features a fully equipped kitchen, air conditioning, and high-speed Wi-Fi, with free parking available and the promise of new furniture.
Cozy And Modern Guest Suite In Ajax - Pickering
9.0 4 reviews

Cozy And Modern Guest Suite In Ajax

apartment, Toronto
This Ajax flat offers convenient access to Toronto via the Ajax GO Station, an 8-minute drive or 15-minute bus journey, and is situated within 500 meters of local shops, restaurants, and parks.
This newly renovated, modern apartment comfortably accommodates 4-5 guests with a queen bed, single bed, and sofa bed, featuring a fully equipped kitchen, in-suite laundry, fast WiFi, and a garden.
Unit 9 - Modern Fully Furnished 2 Bedroom Apartment - Pickering
No reviews

Unit 9 - Modern Fully Furnished 2 Bedroom Apartment

apartment, Toronto
This newly constructed two-bedroom flat is located in Toronto's Scarborough district, offering convenient walking access to local shops and restaurants, and is a short drive from attractions such as the Toronto Zoo and the Herongate Barn Theatre.
This fully furnished apartment accommodates up to four guests, featuring a full kitchen, a separate living room with a television, complimentary WiFi, and air conditioning, making it ideal for families and those seeking comfort and convenience.
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