Find unique places to stay in Pickering

A cabin, a lighthouse, a glamping, your extraordinary stay awaits you

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Pickering unique stays
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

36 Unique places to stay in Pickering

2 Bhk Home 5 Min From Go Train - Pickering
9.8 17 reviews
Pickering
03/07 – 11/07
$158/nighttotal: $1264 (8 )

2 Bhk Home 5 Min From Go Train

1 2
bungalow, Oshawa
This self-contained apartment is located in Whitby, just a short walk from both the train station and Lake Ontario, offering easy access to both the town and the beautiful waterfront. Guest reviews consistently praise the accommodation for its excellent cleanliness, location, and overall experience.
The apartment has a separate entrance, living room, fully equipped kitchen, and laundry room, making it perfect for families or groups of up to four people. Guests can enjoy a private pool, hot tub, and outdoor space with a garden, perfect for relaxing or enjoying a barbecue.
Basement In Ajax W/ Private Entrance - Pickering
9.8 101 reviews
Pickering
27/06 – 04/07
$164/nighttotal: $1148 (7 )

Basement In Ajax W/ Private Entrance

1 2
bungalow, Toronto
This cosy Ajax basement flat, situated within 5 minutes' drive (approx. 3.2km) of Highway 401, offers easy access to Toronto, Ajax GO station, Ajax Pickering Hospital, and Pickering Casino Resort.
The self-contained apartment sleeps four, features a fully equipped kitchen with dishwasher, and includes a dedicated workspace, private entrance, and excellent guest ratings for cleanliness and location.
Beautiful, Comfy Home In Amazing Location! - Pickering
9.5 47 reviews
Pickering
01/08 – 30/11
$138/nighttotal: $16698 (121 )

Beautiful, Comfy Home In Amazing Location!

1 2
bungalow, Toronto
This charming bungalow is situated in the Guildwood neighbourhood of Toronto, just a short distance from Lake Ontario and local parks. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property offers a private upper floor with three bedrooms, sleeping up to four guests, making it perfect for families or groups of friends. Guests can enjoy a spacious living room, a well-equipped kitchen, and access to a garden and patio, as well as free Netflix and high-speed internet.
Entire Home Steps From Beach, Fifa Worldcup Stay - Pickering
9.5 64 reviews
Pickering
03/07 – 11/07
$238/nighttotal: $1904 (8 )

Entire Home Steps From Beach, Fifa Worldcup Stay

2 2
bungalow, Toronto
This charming bungalow is located just 25 kilometres from downtown Toronto, in a peaceful neighbourhood close to Rouge Beach and Petticoat Creek Conservation Park, offering stunning lake views and easy access to nature. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom house comfortably accommodates up to four guests and features a fully equipped kitchen, air conditioning, and a private garden. Enjoy relaxing evenings in the tranquil surroundings, or explore the nearby walking trails, restaurants, and attractions.
Sleep On A Boat :)  Enjoy Your Summer Adventure On This Classic Yacht 43 Foot - Pickering
Pickering
01/10 – 31/10
$140/nighttotal: $4200 (30 )

Sleep On A Boat :) Enjoy Your Summer Adventure On This Classic Yacht 43 Foot

1 2
houseboat, Toronto
This 43-foot yacht, situated in Pickering, Ontario, offers a unique Toronto getaway approximately 30km from the Toronto Zoo and Veterans' Point Gardens, providing easy access to local amenities such as Cineplex Cinemas Pickering and Cedarena Ice Rink.
The one-bedroom, two-bathroom houseboat sleeps two guests and features a fully equipped galley, laundry facilities, a terrace, and parking, ideal for exploring Toronto and its surrounding areas.

Best family friendly Pickering unique stays

Among the 36 accommodations in Pickering, here are the 1 best family friendly unique accommodations

Entire Home Steps From Beach, Fifa Worldcup Stay - Pickering
9.5 64 reviews
Pickering
03/07 – 11/07
$238/nighttotal: $1904 (8 )

Entire Home Steps From Beach, Fifa Worldcup Stay

2 2
bungalow, Toronto
This charming bungalow is located just 25 kilometres from downtown Toronto, in a peaceful neighbourhood close to Rouge Beach and Petticoat Creek Conservation Park, offering stunning lake views and easy access to nature. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom house comfortably accommodates up to four guests and features a fully equipped kitchen, air conditioning, and a private garden. Enjoy relaxing evenings in the tranquil surroundings, or explore the nearby walking trails, restaurants, and attractions.

Best Pickering unique stays with a pool

Sleep On A Boat :)  Enjoy Your Summer Adventure On This Classic Yacht 43 Foot - Pickering
Pickering
01/10 – 31/10
$140/nighttotal: $4200 (30 )

Sleep On A Boat :) Enjoy Your Summer Adventure On This Classic Yacht 43 Foot

1 2
houseboat, Toronto
This 43-foot yacht, situated in Pickering, Ontario, offers a unique Toronto getaway approximately 30km from the Toronto Zoo and Veterans' Point Gardens, providing easy access to local amenities such as Cineplex Cinemas Pickering and Cedarena Ice Rink.
The one-bedroom, two-bathroom houseboat sleeps two guests and features a fully equipped galley, laundry facilities, a terrace, and parking, ideal for exploring Toronto and its surrounding areas.

Frequently Asked Questions about unique stays in Pickering

  • What attractions is Pickering famous for?

    Pickering is known for its waterfront, so you'll find plenty of beaches and parks along Lake Ontario. The waterfront trail is great for walking, running, or cycling. The Pickering Museum Village is another popular attraction, as is the Toronto Zoo, which is just a short drive away.
  • What clothing or gear is recommended for the climate in Pickering?

    Pickering's weather is pretty typical for southern Ontario. You'll want to pack layers, as the temperature can fluctuate quite a bit, especially in the spring and fall. Don't forget your raincoat, as it can rain at any time of year.
  • What are the best ways to travel to Pickering eco-consciously?

    The best way to get around Pickering is by public transport or by bike. There's a good bus system that connects Pickering to Toronto, and you can also rent bikes from several places around town. If you're driving, be sure to park your car and walk or cycle to your destination.
  • What should you know about unique stays in Pickering before booking?

    As Pickering doesn't have many unique stay options, be sure to check the reviews before you book. Make sure you understand the amenities and location of the property, as well as the cancellation policy. It's also a good idea to contact the property directly with any questions you may have.

Destinations nearby

Best Pickering unique stays with a jacuzzi

Among the 36 accommodations in Pickering, here are the 1 best unique accommodations with a jacuzzi

Entire Home Steps From Beach, Fifa Worldcup Stay - Pickering
9.5 64 reviews
Pickering
03/07 – 11/07
$238/nighttotal: $1904 (8 )

Entire Home Steps From Beach, Fifa Worldcup Stay

2 2
bungalow, Toronto
This charming bungalow is located just 25 kilometres from downtown Toronto, in a peaceful neighbourhood close to Rouge Beach and Petticoat Creek Conservation Park, offering stunning lake views and easy access to nature. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom house comfortably accommodates up to four guests and features a fully equipped kitchen, air conditioning, and a private garden. Enjoy relaxing evenings in the tranquil surroundings, or explore the nearby walking trails, restaurants, and attractions.

Best pet friendly Pickering unique stays

Among the 36 accommodations in Pickering, here are the 3 best pet friendly unique accommodations

2 Bhk Home 5 Min From Go Train - Pickering
9.8 17 reviews
Pickering
03/07 – 11/07
$158/nighttotal: $1264 (8 )

2 Bhk Home 5 Min From Go Train

1 2
bungalow, Oshawa
This self-contained apartment is located in Whitby, just a short walk from both the train station and Lake Ontario, offering easy access to both the town and the beautiful waterfront. Guest reviews consistently praise the accommodation for its excellent cleanliness, location, and overall experience.
The apartment has a separate entrance, living room, fully equipped kitchen, and laundry room, making it perfect for families or groups of up to four people. Guests can enjoy a private pool, hot tub, and outdoor space with a garden, perfect for relaxing or enjoying a barbecue.
Sleep On A Boat :)  Enjoy Your Summer Adventure On This Classic Yacht 43 Foot - Pickering
Pickering
01/10 – 31/10
$140/nighttotal: $4200 (30 )

Sleep On A Boat :) Enjoy Your Summer Adventure On This Classic Yacht 43 Foot

1 2
houseboat, Toronto
This 43-foot yacht, situated in Pickering, Ontario, offers a unique Toronto getaway approximately 30km from the Toronto Zoo and Veterans' Point Gardens, providing easy access to local amenities such as Cineplex Cinemas Pickering and Cedarena Ice Rink.
The one-bedroom, two-bathroom houseboat sleeps two guests and features a fully equipped galley, laundry facilities, a terrace, and parking, ideal for exploring Toronto and its surrounding areas.
Entire Home Steps From Beach, Fifa Worldcup Stay - Pickering
9.5 64 reviews
Pickering
03/07 – 11/07
$238/nighttotal: $1904 (8 )

Entire Home Steps From Beach, Fifa Worldcup Stay

2 2
bungalow, Toronto
This charming bungalow is located just 25 kilometres from downtown Toronto, in a peaceful neighbourhood close to Rouge Beach and Petticoat Creek Conservation Park, offering stunning lake views and easy access to nature. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom house comfortably accommodates up to four guests and features a fully equipped kitchen, air conditioning, and a private garden. Enjoy relaxing evenings in the tranquil surroundings, or explore the nearby walking trails, restaurants, and attractions.
©2026 cozycozy.com