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.

Walkout 1 Bed, 1 Bath Bsmnt Apt - Pickering
9.9 88 reviews

Walkout 1 Bed, 1 Bath Bsmnt Apt

apartment, Toronto
This one-bedroom flat is conveniently located in Ajax, just a short walk from Lakeridge Hospital, the Ajax GO station, shopping centres, Rotary Park and Paradise Beach. The apartment has received excellent ratings for its cleanliness, location and user experience, making it a great choice for travellers.
The flat is perfect for couples or solo travellers, and comes equipped with a kitchen, air conditioning, a garden and a fitness centre. Guests can enjoy the convenience of on-site parking, high-speed internet and easy access to public transport.
Whitby Gateway - 2br 3bd 2wr Kitchen Laundry - Pickering
9.0 2 reviews

Whitby Gateway - 2br 3bd 2wr Kitchen Laundry

apartment, Oshawa
This Whitby holiday home, near Oshawa, offers convenient access to Thermëa by Bota Bota, spa, Pickering Casino Resort, and Lakeridge Ski Resort, all within a 20-30 kilometre radius.
The two-bedroom, two-bathroom apartment sleeps seven, features a private garden, spa access, parking, and a well-equipped kitchen including a dishwasher, microwave, and fridge; enjoy nearby attractions such as Lynde Shores Conservation Area and Whitby's waterfront.
Modern Ajax House ~ Casino ~ Ajax ~ Parking ~ Wifi - Pickering
9.5 33 reviews

Modern Ajax House ~ Casino ~ Ajax ~ Parking ~ Wifi

house, Toronto
This modern townhouse is situated in a family-friendly neighbourhood in Ajax, a suburb of Toronto, just 40km from the city centre and close to Ajax Downs Casino, Costco, restaurants, a spa, and Lakeridge Hospital. The property has received excellent ratings for its cleanliness, location, and user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, parking, and free Wi-Fi, making it a great choice for families and groups of friends visiting the Toronto area.
Cozy Suite-close To Pickering Casino Resort, Dog Parks, And Waterfront Trail - Pickering
10 8 reviews

Cozy Suite-close To Pickering Casino Resort, Dog Parks, And Waterfront Trail

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.

Best Pickering holiday rentals with parking

Modern Designer Suite  Minutes To Thermëa Spa - Pickering
10 1 review

Modern Designer Suite Minutes To Thermëa Spa

apartment, Oshawa
This flat in Oshawa is situated in a district offering excellent public transport links, facilitating exploration of the city.
This one-bedroom flat for two guests features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, private laundry, an electric fireplace, and two workstations, designed for a luxurious spa-like experience.
Lake Breeze Apartment, Ev Charging & Free Parking - Pickering
10 7 reviews

Lake Breeze Apartment, Ev Charging & Free Parking

apartment, Toronto
This Ajax beachfront basement flat offers stunning Lake Ontario views, a short drive from Whitby and Pickering attractions, including the Whitby Museum and Cineplex Cinemas Pickering, and is within approximately 50 kilometres of Toronto.
The two-bedroom, one-bathroom self-catering property sleeps four guests and features a fully equipped kitchen with dishwasher, air conditioning, a garden, and access to a fitness centre; nearby activities include birdwatching and walks along the lake.
Home Away From Home! - Pickering
10 1 review

Home Away From Home!

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.
Classic Comfort By The Lake - Pickering
9.8 11 reviews

Classic Comfort By The Lake

apartment, Toronto
This two-bedroom flat is located in a quiet Toronto district, offering private entry and secure self-check-in via a lock pad, with the waterfront just a short walk away and a casino 10 kilometres distant.
This accommodation provides space for four guests, featuring air conditioning, Wi-Fi, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside proximity to walking trails, green spaces, a hospital, restaurants, and grocery stores.

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.

Detached 3 Br Home In Ajax,on - Pickering
9.5 124 reviews

Detached 3 Br Home In Ajax,on

apartment, Toronto
This four-bedroom home is located in a peaceful suburban area, just 12 miles from the Toronto Zoo and 26 miles from the Ontario Science Centre. The property has received excellent ratings for its cleanliness, location, and overall experience.
The spacious 158 square metre apartment can comfortably accommodate up to eight guests. Amenities include a fully equipped kitchen, a private garden, free parking, and free Wi-Fi, making it ideal for families or groups looking for a comfortable and convenient stay.
167 M² House ∙ 4 Bedrooms ∙ 8 Guests - Pickering
No reviews

167 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Toronto
This modern four-bedroom detached house is situated in Ajax, a short walk from Lake Ontario and its waterfront trail, offering convenient access to major retailers and the Ajax GO Station, which is approximately 3 kilometres away.
This family-friendly property provides accommodation for eight guests across 166 square metres, featuring a main-floor bedroom with a bathroom, an open-concept living space, a balcony with potential lake views, and parking for two vehicles, all within a 5-minute drive of the Ajax Convention Centre and an 8-minute drive of Pickering Casino Resort.
Furnished Family Home  King Bed  Parking  Bbq  Backyard  Discounted Price - Pickering
8.8 20 reviews

Furnished Family Home King Bed Parking Bbq Backyard Discounted Price

apartment, Toronto
This Pickering holiday home, situated 5km from Lake Ontario and Rouge National Urban Park, offers convenient access to outdoor recreation and is also within 10km of Colonel Danforth Park and Herongate Barn Theatre.
The 232 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, spa, tennis court, and private fenced yard with barbecue facilities.
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking) - Pickering
9.2 5 reviews

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

apartment, Oshawa
This four-bedroom, three-bathroom holiday home in Pickering, Ontario, is conveniently located approximately 19 kilometres from the Toronto Zoo and 34 kilometres from Scarborough Town Centre.
Sleeping up to 10 guests, the property boasts a fully equipped kitchen, private terrace, in-unit laundry, free Wi-Fi, covered parking, and access to a spa and garden.

Best Pickering holiday rentals with air conditioning

Family Friendly 7-bed 3.5 Bath, Office, Wifi, Pool, Bbq, Patio Vacation Property - Pickering
No reviews

Family Friendly 7-bed 3.5 Bath, Office, Wifi, Pool, Bbq, Patio Vacation Property

apartment, Oshawa
This Whitby holiday home boasts ski-in/ski-out access and is located 10km from both the Oshawa Centre and Lake Ontario, offering convenient access to local attractions.
This seven-bedroom property, sleeping up to 10 guests, features a private pool, fenced garden, free Wi-Fi, and a fully equipped kitchen including a dishwasher; enjoy the on-site barbecue and nearby golf course.
Main Floor 2br Retreat, 2 Parking, 1 Bath & Wi-fi - Pickering
No reviews

Main Floor 2br Retreat, 2 Parking, 1 Bath & Wi-fi

apartment, Toronto
This ground-floor flat in Pickering, a suburb of Toronto, offers easy access to Frenchman's Bay, located just 800 metres away, and is a 6-minute drive to Pickering GO Station, with the Toronto Zoo 15 kilometres away.
This 55 square metre apartment accommodates up to four guests, featuring two bedrooms, one bathroom, a fully equipped kitchen with a dishwasher, air conditioning, a garden, two driveway parking spaces, and in-unit laundry facilities.
Main Floor 2br Retreat 2 Parking 1 Bath And Wifi - Pickering
No reviews

Main Floor 2br Retreat 2 Parking 1 Bath And Wifi

apartment, Toronto
This Pickering flat is situated approximately 33.8 kilometres from downtown Toronto's landmarks such as The Distillery District and Ryerson University, with the Toronto Zoo being the nearest major attraction at 13.2 kilometres.
This two-bedroom flat offers accommodation for up to four guests, featuring a fully equipped kitchen with a dishwasher and oven, a private entrance, an on-site garden, and in-unit laundry facilities.
Beautiful Bright Basement L - Pickering
9.8 162 reviews

Beautiful Bright Basement L

apartment, Toronto
This Toronto apartment rental is conveniently located near Kingston Road and Westney Road, offering easy access to local amenities and public transport.
The newly renovated one-bedroom flat features a private entrance, in-unit laundry, a large soaking tub, and ample storage, comfortably accommodating two guests.

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.

Spacious & Cozy 2 Bedroom Basement Apt. For 4 - Pickering
10 5 reviews

Spacious & Cozy 2 Bedroom Basement Apt. For 4

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.

Elegance And Comfort - Pickering
9.9 55 reviews

Elegance And Comfort

apartment, Toronto
Frenchman Bay Luxury Basement - Pickering
10 47 reviews

Frenchman Bay Luxury Basement

house, Toronto
Roro's Comfy Basement - Pickering
10 7 reviews

Roro's Comfy Basement

apartment, Toronto
Private Look-out Basement
2bed 1 Bath Full Kitchen - Pickering
9.9 15 reviews

Private Look-out Basement 2bed 1 Bath Full Kitchen

apartment, Toronto
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