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Pickering Rentals

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Results: 103 Rentals

  • Convenient Vacation Home - Heated Pool
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    VRBO

    Convenient Vacation Home - Heated Pool

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    11

    Welcome to our conveniently located Vacation Home. We've made great family memories here and hope you will too! Sometim ...

    Click For Pricing

    VRBO

    Details
  • Ambassador style Smart home 5 min  walk to beach
    From $1030 per night (USD)

    VRBO

    Ambassador style Smart home 5 min walk to beach

    Bedrooms:
    7
    Bathrooms:
    5
    Sleeps:
    10

    This property offers scenic views of Rouge valley five minute walk to the beach. Has an amazing kitchen big skylight. Gi ...

    From $1030 per night (USD)

    VRBO

    Details
  • Dazzling Modern Home Next to Beach & Go Station
    From $355 per night (USD)

    VRBO

    Dazzling Modern Home Next to Beach & Go Station

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Our beautiful modern home offers 4 bedrooms, 3 full bathrooms, powder room and an expansive kitchen and living space. Ou ...

    From $355 per night (USD)

    VRBO

    Details
  • Brand New 2 Br Bsmt Apt Next to Beach and Go Station
    From $209 per night (USD)

    VRBO

    Brand New 2 Br Bsmt Apt Next to Beach and Go Station

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Our beautiful modern basement apartment offers 2 bedrooms with queen beds, 1 full washroom and a spacious kitchen and li ...

    From $209 per night (USD)

    VRBO

    Details
  • Cozy 6BR Deer Creek Golf Course Estate Home in Ajax
    From $451 per night (USD)

    VRBO

    Cozy 6BR Deer Creek Golf Course Estate Home in Ajax

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    12

    Cozy Deer Creek Golf Course6 Bedroom Estate Home on 1.5 Acres land to peacefully enjoy your stay. A large patio with a b ...

    From $451 per night (USD)

    VRBO

    Details
  • New 2 Bedrooms Basement Apartment | Near HWY 401
    From $236 per night (USD)

    VRBO

    New 2 Bedrooms Basement Apartment | Near HWY 401

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Spacious 2 Bedroom Private Basement Apartment for rent with huge space very big bedrooms, full 3 piece washroom. perfect ...

    From $236 per night (USD)

    VRBO

    Details
  • New Luxury Condo w\/rooftop terrace pool by casino
    From $78 per night (USD)

    VRBO

    New Luxury Condo w\/rooftop terrace pool by casino

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Brand New 1 Bedroom + Den Condo with upgrades and 10ft ceilings. Located on the amenities floor with easy access to the ...

    From $78 per night (USD)

    VRBO

    Details
  • Stunning 2 bedroom suite in Pickering, On
    From $91 per night (USD)

    Expedia

    Stunning 2 bedroom suite in Pickering, On

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Beautiful, spacious, 2 bedroom basement apartment. Featuring an opened concept kitchen, dining & living room area with a ...

    From $91 per night (USD)

    Expedia

    Details
  • 2 Bedroom plus Office Executive Bungalow in West Rouge
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    VRBO

    2 Bedroom plus Office Executive Bungalow in West Rouge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This charming executive bungalow is located in desirable west rouge (eastern part of Scarborough) on the Pickering Borde ...

    Click For Pricing

    VRBO

    Details
  • New 1 Bedroom Basement Apartment | Near HWY 401
    From $159 per night (USD)

    Expedia

    New 1 Bedroom Basement Apartment | Near HWY 401

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    1 Bedroom Spacious Private Basement Apartment for rent with huge space very big bedrooms, full 3 piece washroom. perfect ...

    From $159 per night (USD)

    Expedia

    Details
  • Cozy 3-bedroom Bungalow
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    VRBO

    Cozy 3-bedroom Bungalow

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    A cozy family-friendly bungalow with lots of opportunities for fun and adventure is located in the heart f Pickering Ont ...

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    VRBO

    Details
  • Private 1 bedroom
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    Expedia

    Private 1 bedroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Cozy and comfortable furnished private room. Literally 5 mins to subway station and amenities such as restaurants, groce ...

    Click For Pricing

    Expedia

    Details
  • Cosy 3-Bedroom Home in Quiet Cul-de-Sac
    From $176 per night (USD)

    VRBO

    Cosy 3-Bedroom Home in Quiet Cul-de-Sac

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our 3 bedroom, 2 bath home, centrally located on a low traffic court. Spacious, clean and bright! Featuring a ...

    From $176 per night (USD)

    VRBO

    Details
  • Adorable 2-Bedroom Basement with Sep Entrance
    From $212 per night (USD)

    Expedia

    Adorable 2-Bedroom Basement with Sep Entrance

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally located place. This is a basement unit with: - ...

    From $212 per night (USD)

    Expedia

    Details
  • Vacation Home in Pickering
    From $172 per night (USD)

    VRBO

    Vacation Home in Pickering

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy in the comfort of this modern 3 bedrooms, 2 bathrooms lower unit suite with separate entrance and outstanding faci ...

    From $172 per night (USD)

    VRBO

    Details
  • 5 mins to Pubs, beach, waterfront trail and GO station to downtown TO
    From $309 per night (USD)

    VRBO

    5 mins to Pubs, beach, waterfront trail and GO station to downtown TO

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    LOCATION* LOCATION* This fully updated home has been newly renovated to the highest standards. Spacious bungalow in a qu ...

    From $309 per night (USD)

    VRBO

    Details
  • Superhouse for all!
    From $480 per night (USD)

    VRBO

    Superhouse for all!

    Bedrooms:
    6
    Bathrooms:
    8
    Sleeps:
    22

    Great 8 bedroom 5.5 bathroom house that sleeps 23 including one crib. It’s a great house for a family get together. Sta ...

    From $480 per night (USD)

    VRBO

    Details
  • 3 Bedroom + 4 Washroom Cottage Home on a Large Private Lot Surrounded by Trees
    From $630 per night (USD)

    Expedia

    3 Bedroom + 4 Washroom Cottage Home on a Large Private Lot Surrounded by Trees

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    10

    Cottage within a city, ideal for large gatherings Fully functional kitchen stocked with essentials Beautiful large dec ...

    From $630 per night (USD)

    Expedia

    Details
  • Spacious Hideaway near Toronto ~ Backyard, Parking, BBQ, Game-Room
    From $241 per night (USD)

    VRBO

    Spacious Hideaway near Toronto ~ Backyard, Parking, BBQ, Game-Room

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in Pickering, our well-appointed house offers tranquility in a vibrant neighborhood near Toronto's attractions. ...

    From $241 per night (USD)

    VRBO

    Details
  • Luxury Remodel w HOT TUB, 6 Bdrm w 3 King beds.
    From $355 per night (USD)

    Expedia

    Luxury Remodel w HOT TUB, 6 Bdrm w 3 King beds.

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Enjoy the sounds of the forest from the comfort of a Hot tub or Hammock. Beautifully refurnished in summer 2022, this sp ...

    From $355 per night (USD)

    Expedia

    Details
  • Basement with 2 bedroom.
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    VRBO

    Basement with 2 bedroom.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Spacious basement with seperate entrance is ready for new guests. Kitchen,bathroom is perfect contdition for use. 5 mins ...

    Click For Pricing

    VRBO

    Details
  • Luxury 1-Bedroom + Den Condo with outdoor pool
    From $80 per night (USD)

    Expedia

    Luxury 1-Bedroom + Den Condo with outdoor pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy a stylish experience at this centrally located place. This new 1 Bedroom + Den Condo with high end upgrades and 1 ...

    From $80 per night (USD)

    Expedia

    Details
  • Adorable Ajax House for Rent - Not including Basement
    From $290 per night (USD)

    VRBO

    Adorable Ajax House for Rent - Not including Basement

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Enjoy a stylish experience at this centrally located place. Your family will be close to everything when you stay at thi ...

    From $290 per night (USD)

    VRBO

    Details
  • Adorable Full house in Ajax Incl Basement
    From $270 per night (USD)

    Expedia

    Adorable Full house in Ajax Incl Basement

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    14

    About This Space Enjoy a stylish experience at this centrally located place. Your family will be close to everything whe ...

    From $270 per night (USD)

    Expedia

    Details
  • Exquisite private Villa just outside of the city.
    From $2938 per night (USD)

    VRBO

    Exquisite private Villa just outside of the city.

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to your dream rental property! As soon as you step inside, you'll notice the warm and inviting atmosphere, thank ...

    From $2938 per night (USD)

    VRBO

    Details
  • Beachy bungalow
    From $135 per night (USD)

    VRBO

    Beachy bungalow

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    About this space Two bedroom beachy bungalow in the sought after bay ridges area. A short walk from the water. Two bedro ...

    From $135 per night (USD)

    VRBO

    Details
  • Luxury 1-bedroom 1-parking downtown Pickering
    From $101 per night (USD)

    VRBO

    Luxury 1-bedroom 1-parking downtown Pickering

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Kick back and relax in this calm, stylish space. This beautiful one bedroom unit is great for a romantic getaway and it' ...

    From $101 per night (USD)

    VRBO

    Details
  • Private | Close to Lake | 30 Min. to Downtown| WIFI
    From $89 per night (USD)

    Expedia

    Private | Close to Lake | 30 Min. to Downtown| WIFI

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Totally private, self contained separate Luxury legal basement apartment. Open concept with large above grade windows. 4 ...

    From $89 per night (USD)

    Expedia

    Details
  • House in Ajax - Events Allowed
    From $813 per night (USD)

    VRBO

    House in Ajax - Events Allowed

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    16

    Enjoy a stylish experience at this centrally located place. Your family will be close to everything when you stay at thi ...

    From $813 per night (USD)

    VRBO

    Details
  • The Comfort Stay at City of Pickering Rm A \/ Free Wi-Fi
    From $124 per night (USD)

    Expedia

    The Comfort Stay at City of Pickering Rm A \/ Free Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bright, spacious and quiet 1 bedroom in a detached house. Located centrally and close to all amenities. Shared bathroom, ...

    From $124 per night (USD)

    Expedia

    Details
  • The Comfort Stay at City of Pickering Rm B \/ Free Wi-Fi
    From $85 per night (USD)

    VRBO

    The Comfort Stay at City of Pickering Rm B \/ Free Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bright, spacious and quiet 1 bedroom in a detached house. Located centrally and close to all amenities. Shared bathroom, ...

    From $85 per night (USD)

    VRBO

    Details
  • 3 Bedrooms 2.5 Bathrooms Town Home in Pickering
    From $117 per night (USD)

    Expedia

    3 Bedrooms 2.5 Bathrooms Town Home in Pickering

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Discover a Comfortable Urban Retreat in Pickering! Experience a beautifully designed 3-bedroom townhouse that blends mo ...

    From $117 per night (USD)

    Expedia

    Details
  • Cottage in the Six<br>Steps Away from Beach <br>Great Fishing <br>Rouge River Trails
    From $195 per night (USD)

    VRBO

    Cottage in the Six<br>Steps Away from Beach <br>Great Fishing <br>Rouge River Trails

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Cottage in the Six by the Lake Ontario Petticoat Conservation Park Private backyard Patio, BBQ Walking Trails by the La ...

    From $195 per night (USD)

    VRBO

    Details
  • Stylish 3bdrm, 2bth house with 2 parking House
    From $177 per night (USD)

    VRBO

    Stylish 3bdrm, 2bth house with 2 parking House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Have fun with the whole family at this stylish place. Basically it fits 5 people as there are 2 queen beds and one doubl ...

    From $177 per night (USD)

    VRBO

    Details
  • Stylish 3BDR in Pickering's Heart | Free Parking
    From $171 per night (USD)

    VRBO

    Stylish 3BDR in Pickering's Heart | Free Parking

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our chic and family-oriented 3-bedroom, 2.5-bathroom townhouse in the heart of Pickering! This recently cons ...

    From $171 per night (USD)

    VRBO

    Details
  • Newly built stunning 4-bedroom detached 2-storey home in Pickering.
    From $403 per night (USD)

    Expedia

    Newly built stunning 4-bedroom detached 2-storey home in Pickering.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    New home. Never occupied before situated in New Pickering community. Near major highways, great restaurants, hiking trai ...

    From $403 per night (USD)

    Expedia

    Details
  • Lovely Garden View Private Apartment with Patio
    From $91 per night (USD)

    VRBO

    Lovely Garden View Private Apartment with Patio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    About this space ———Free Netflix——- Kick back and relax in this calm, stylish newly renovated and first time offered wal ...

    From $91 per night (USD)

    VRBO

    Details
  • A Serene & Peaceful Karma Retreat
    From $67 per night (USD)

    Expedia

    A Serene & Peaceful Karma Retreat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Relax in the spacious basement with a separate entrance 2 twin beds & a sofa that converts into a bed for two kids or on ...

    From $67 per night (USD)

    Expedia

    Details
  • Spacious fully private studio basement & parking
    From $82 per night (USD)

    VRBO

    Spacious fully private studio basement & parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This large bachelor unit in basement is newly renovated. Fully private and separate entrance. This place is great for a ...

    From $82 per night (USD)

    VRBO

    Details
  • Luxury Guest Suite, Pickering, ON
    From $130 per night (USD)

    VRBO

    Luxury Guest Suite, Pickering, ON

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    "Suite Escape" is a brand new guest suite where luxury meets comfort in Pickering, Ontario. This newly designed 1bedroom ...

    From $130 per night (USD)

    VRBO

    Details
  • Modern Port Union Townhouse - Port Union Paradise
    From $122 per night (USD)

    VRBO

    Modern Port Union Townhouse - Port Union Paradise

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Port Union Paradise! It is the perfect place to work, relax or entertain. Whether you’re trying to escape th ...

    From $122 per night (USD)

    VRBO

    Details
  • Discover the perfect fusion of Style and Comfort your home away from home.
    From $270 per night (USD)

    Expedia

    Discover the perfect fusion of Style and Comfort your home away from home.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Nestled within the enchanting community of South Ajax, this splendid 4-bedroom residence epitomizes refined living in e ...

    From $270 per night (USD)

    Expedia

    Details
  • comfortable 2nd floor unit w\/private entrance
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    VRBO

    comfortable 2nd floor unit w\/private entrance

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This Beautiful Newly upgraded second-floor unit with private entrance in Pickering's Most Desirable Neighbourhoods. Wal ...

    Click For Pricing

    VRBO

    Details
  • Private | WiFi | Queen Bed | TV | Desk | Cafe | Free Parking | Pickering Casino
    From $91 per night (USD)

    Expedia

    Private | WiFi | Queen Bed | TV | Desk | Cafe | Free Parking | Pickering Casino

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    - Parking (Free Street Parking April 1 to Nov 30) - Great pitstop for travels along the 401 (exit 399) - Open concept s ...

    From $91 per night (USD)

    Expedia

    Details
  • King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
    From $239 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Why you will love your stay here: - Open concept on the main floor so you and your guest can be connected and create me ...

    From $239 per night (USD)

    VRBO

    Details
  • Newly build luxurious estate home 5 bedrooms
    From $286 per night (USD)

    Expedia

    Newly build luxurious estate home 5 bedrooms

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Come & enjoy with family & friends 30 min from the GTA close to Markham Close drive to store(Walmart Nofrills metro etc ...

    From $286 per night (USD)

    Expedia

    Details
  • RedDore - 2 Bedroom Cozy Basement Suite
    From $110 per night (USD)

    VRBO

    RedDore - 2 Bedroom Cozy Basement Suite

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy the charming touches of this spacious basement suite with a clean modern feel. Beautifully decorated featuring a s ...

    From $110 per night (USD)

    VRBO

    Details
  • Cozy Entire Apartment - Quiet & Privacy
    From $131 per night (USD)

    Expedia

    Cozy Entire Apartment - Quiet & Privacy

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Convenient Location - 3 Minutes to Go Station, Pickering Town Centre and HWY 401! 5 Minutes to Pickering Casino! 23 Minu ...

    From $131 per night (USD)

    Expedia

    Details
  • Luxury 3 Bedroom Family Home - w\/ Free WiFi & Parking. 20mins from Downtown
    From $637 per night (USD)

    VRBO

    Luxury 3 Bedroom Family Home - w\/ Free WiFi & Parking. 20mins from Downtown

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Experience modern comfort and convenience just 20 minutes from downtown Toronto in this spacious 3-bedroom, 4-bathroom r ...

    From $637 per night (USD)

    VRBO

    Details
  • Cozy Studio: Private, Free Parking & Great Deals!
    From $61 per night (USD)

    Expedia

    Cozy Studio: Private, Free Parking & Great Deals!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Indulge in a private and comfortable stay at our cozy basement studio, designed with weary travelers in mind. This compa ...

    From $61 per night (USD)

    Expedia

    Details
  • Stylish 2BR: w\/free parking & streaming!
    From $118 per night (USD)

    VRBO

    Stylish 2BR: w\/free parking & streaming!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to our stunning 2-bedroom basement unit in the prestigious Amberlea Community in Pickering! This modern and styl ...

    From $118 per night (USD)

    VRBO

    Details
  • North Wing Master Unit in Pickering Stonehouse
    From $153 per night (USD)

    Expedia

    North Wing Master Unit in Pickering Stonehouse

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    North Wing Master Unit with Separate Entrance, Dining/ Kitchen, Separate Washroom. Beautiful Stones. A Retreat Feel. ...

    From $153 per night (USD)

    Expedia

    Details
  • The Cozy Nook House (Events Allowed)
    Click For Pricing

    VRBO

    The Cozy Nook House (Events Allowed)

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    About this space Relax with the whole family at this peaceful place to stay. This home is located in a big lot with priv ...

    Click For Pricing

    VRBO

    Details
  • 2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt\n
    From $197 per night (USD)

    VRBO

    2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt\n

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Spacious lower-level apartment featuring open-concept living/dining & kitchen. 2 queen-sized beds & 1 sofa bed. Located ...

    From $197 per night (USD)

    VRBO

    Details
  • \Bloom: A Retreat for Business Professionals – Near Toronto Pan Am Sports Centre
    From $134 per night (USD)

    VRBO

    \"Bloom: A Retreat for Business Professionals – Near Toronto Pan Am Sports Centre

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our floral haven designed to cater to the needs of business professionals seeking comfort, convenience, and a ...

    From $134 per night (USD)

    VRBO

    Details
  • Beautiful Cozy room Budget Stay
    From $88 per night (USD)

    VRBO

    Beautiful Cozy room Budget Stay

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    2

    In a tranquil neighborhood, you'll find this beautiful spot. It's a peaceful area, perfect for relaxing walks and enjoyi ...

    From $88 per night (USD)

    VRBO

    Details
  • Budget-Friendly Room \n
    From $80 per night (USD)

    VRBO

    Budget-Friendly Room \n

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our cozy and well-appointed room, designed with your comfort in mind. As you step inside, you'll immediately ...

    From $80 per night (USD)

    VRBO

    Details
  • Luxury Stay W\/ Chef’s Kitchen
    From $178 per night (USD)

    Expedia

    Luxury Stay W\/ Chef’s Kitchen

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discover the charm of our inviting 3-bedroom house in the heart of Pickering's family friendly neighbourhood, West Shore ...

    From $178 per night (USD)

    Expedia

    Details
  • Beautiful three bedroom house in Pickering
    From $136 per night (USD)

    VRBO

    Beautiful three bedroom house in Pickering

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy the luxury of staying in a three bedroom beautiful house with your family and friends. All amenities are close by ...

    From $136 per night (USD)

    VRBO

    Details
  • Beautiful 3 BR home in Pickering village near Stouffville
    From $392 per night (USD)

    Expedia

    Beautiful 3 BR home in Pickering village near Stouffville

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Great spacious 3 BR home in beautiful Claremont north of Pickering with vast space almost an acre gives you a really goo ...

    From $392 per night (USD)

    Expedia

    Details
  • Family-sized lower unit w\/firepit, close to great hiking trails.\n
    From $96 per night (USD)

    VRBO

    Family-sized lower unit w\/firepit, close to great hiking trails.\n

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Close to beach, walking trails, a buzzing restaurant district and perfect for stargazing. The until has a newly renovat ...

    From $96 per night (USD)

    VRBO

    Details
  • Brand new, Modern 4Bed+Office, 3storeys, Whole house, 2 parking in Pickering
    From $177 per night (USD)

    VRBO

    Brand new, Modern 4Bed+Office, 3storeys, Whole house, 2 parking in Pickering

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our charming retreat nestled in the heart of Pickering. This cozy brand new 4-bed house offers a serene escap ...

    From $177 per night (USD)

    VRBO

    Details
  • Pickering Abbey
    From $142 per night (USD)

    VRBO

    Pickering Abbey

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience Pickering in style at this newly renovated guest unit in the coveted Rouge Valley area which is available for ...

    From $142 per night (USD)

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  • #1 Best Deal in Greater Toronto
    From $170 per night (USD)

    Expedia

    #1 Best Deal in Greater Toronto

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    7

    Bring your whole family to our Brand New - 4BR, 3.5 Washroom Detached House in Caledon, featuring: ✓ 4 Bedroom, 3.5 Was ...

    From $170 per night (USD)

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    Details
  • This apartment is a 2 bedroom(s), 1 bathrooms, located in Pickering, ON.
    From $158 per night (USD)

    VRBO

    This apartment is a 2 bedroom(s), 1 bathrooms, located in Pickering, ON.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our delightful 2-bedroom, 1-bath basement apartment just steps away from the picturesque Frenchman's Bay Mari ...

    From $158 per night (USD)

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    Details
  • 3BR Pickering Retreat with BBQ & Patio Delight
    From $195 per night (USD)

    Expedia

    3BR Pickering Retreat with BBQ & Patio Delight

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our spacious and stylish 3-bedroom, 2.5-bathroom house nestled in the heart of Pickering. Perfectly designed ...

    From $195 per night (USD)

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    Details
  • JIL's house in Rouge
    From $141 per night (USD)

    VRBO

    JIL's house in Rouge

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    tranquil and spacious family home that comfortably accommodates 8 guests, with 1 parking included. Preferably located ne ...

    From $141 per night (USD)

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    Details
  • Water’s Edge
    From $413 per night (USD)

    VRBO

    Water’s Edge

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Experience modern comforts and cozy accommodation just steps away from the sandy shores and tranquil waters of Frenchman ...

    From $413 per night (USD)

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  • Getaway Custom Luxurious Home & Affordable Price
    From $128 per night (USD)

    VRBO

    Getaway Custom Luxurious Home & Affordable Price

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This is a great place for the whole family to have fun. a newly constructed modern Getaway home luxurious/spacious 2-bed ...

    From $128 per night (USD)

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    Details
  • 4-Bedroom House Pickering
    Click For Pricing

    Expedia

    4-Bedroom House Pickering

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    About this space The house is located in a convenient location, with easy access to public transportation, grocery store ...

    Click For Pricing

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  • SHB01-Cozy Holiday Home
    From $79 per night (USD)

    VRBO

    SHB01-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Affordable Holiday Home SHAY-B02 is situated in Pickering, 32 km from Ontario Science Centre, 41 km from Royal Ontario M ...

    From $79 per night (USD)

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    Details
  • SHB02-Cozy Holiday Home
    From $77 per night (USD)

    Expedia

    SHB02-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It has a double ...

    From $77 per night (USD)

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    Details
  • SH101-Cozy Holiday Home
    From $83 per night (USD)

    VRBO

    SH101-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It has a double ...

    From $83 per night (USD)

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    Details
  • SH102-Cozy Holiday Home
    From $73 per night (USD)

    Expedia

    SH102-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It has a double ...

    From $73 per night (USD)

    Expedia

    Details
  • SH103-Cozy Holiday Home
    From $83 per night (USD)

    VRBO

    SH103-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It has a double ...

    From $83 per night (USD)

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    Details
  • Minutes from the beach...cozy room with full bathroom
    From $70 per night (USD)

    VRBO

    Minutes from the beach...cozy room with full bathroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Take a break and unwind in our peaceful and quiet room. Situated in a family-friendly community that's minutes away from ...

    From $70 per night (USD)

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    Details
  • SH201-Cozy Holiday Home
    From $73 per night (USD)

    VRBO

    SH201-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It has a double ...

    From $73 per night (USD)

    VRBO

    Details
  • SH202-Cozy Holiday Home
    From $71 per night (USD)

    Expedia

    SH202-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It has a double ...

    From $71 per night (USD)

    Expedia

    Details
  • SH203-Cozy Holiday Home
    From $77 per night (USD)

    VRBO

    SH203-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It has a double ...

    From $77 per night (USD)

    VRBO

    Details
  • SH204-Cozy Holiday Home
    From $93 per night (USD)

    Expedia

    SH204-Cozy Holiday Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our PICKERING VACATION RENTAL. You will have a great time at this comfortable place to stay. It is a Master B ...

    From $93 per night (USD)

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    Details
  • Cozy 2-bedroom Townhouse with a rooftop patio. \nHome away from home!
    From $155 per night (USD)

    VRBO

    Cozy 2-bedroom Townhouse with a rooftop patio. \nHome away from home!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful, cozy and open concept 2 bedroom + 2.5 bath townhouse located in highly desirable Dufferin Heights in Pickerin ...

    From $155 per night (USD)

    VRBO

    Details
  • Newly Built Spacious Retreat: 3BDR & 2.5 Bath
    From $231 per night (USD)

    Expedia

    Newly Built Spacious Retreat: 3BDR & 2.5 Bath

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    As a frequent Airbnb traveler, I aimed to create a space where guests feel at home. This newly built property features 3 ...

    From $231 per night (USD)

    Expedia

    Details
  • Newly Renovated Home in Whitby
    From $228 per night (USD)

    VRBO

    Newly Renovated Home in Whitby

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our newly renovated 4-bedroom retreat in Whitby, located in a very peaceful and beautiful area near highways ...

    From $228 per night (USD)

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  • Charming Cottage Vibes in Pickering, Steps from the Mall & GO Train
    From $218 per night (USD)

    VRBO

    Charming Cottage Vibes in Pickering, Steps from the Mall & GO Train

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to our charming cottage-style retreat! Conveniently located within walking distance to the GO Train station, you ...

    From $218 per night (USD)

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    Details
  • New Owner:  Charming Tranquil by the Lake
    From $160 per night (USD)

    VRBO

    New Owner: Charming Tranquil by the Lake

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    We know it is hard to find a decent STR but look no further: A 3-bedroom gem, tastefully decorated, on a cul-de-sac quie ...

    From $160 per night (USD)

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  • Cozy Pickering Lakeside Home
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    Expedia

    Cozy Pickering Lakeside Home

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Beautifully renovated and furnished home less than a minute walk to Lake Ontario and West Shore Beach. This home is perf ...

    Click For Pricing

    Expedia

    Details
  • 2 Bedroom Apartment In Pickering
    From $71 per night (USD)

    VRBO

    2 Bedroom Apartment In Pickering

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This stylish place to stay is perfect for a peaceful stay in Pickering! Our Basement Apartment Includes: -Own Private ...

    From $71 per night (USD)

    VRBO

    Details
  • Upper-Level Home In Pickering
    From $130 per night (USD)

    Expedia

    Upper-Level Home In Pickering

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    4

    Bring the whole family to this great place with lots of room for fun. This spacious upper-level home in Pickering is pe ...

    From $130 per night (USD)

    Expedia

    Details
  • 2 Bedrooms in a Charming home for rent in a peaceful community in Pickering
    From $153 per night (USD)

    VRBO

    2 Bedrooms in a Charming home for rent in a peaceful community in Pickering

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Get ready to relax in this 4 Bed 4 Bath townhome in Pickering. Furnished rooms with washing machine, AC, and WiFi, you'l ...

    From $153 per night (USD)

    VRBO

    Details
  • 4 Bedroom Calm and Cozy Family Home
    Click For Pricing

    Expedia

    4 Bedroom Calm and Cozy Family Home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Be amongst the first to book this clean and comfortable 4-bedroom house in Ajax. Perfect for families and/or entertainme ...

    Click For Pricing

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    Details
  • Modern Elegance: New Seaton Luxury Home in Pickering
    From $365 per night (USD)

    VRBO

    Modern Elegance: New Seaton Luxury Home in Pickering

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Modern Refined Living in New Seaton, Pickering Experience a luxurious getaway in this contemporary townhome, thoughtful ...

    From $365 per night (USD)

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  • Spacious 4-bedroom house in Pickering
    From $262 per night (USD)

    Expedia

    Spacious 4-bedroom house in Pickering

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Consider this house your home away from home while you visit Pickering. This gorgeous property boasts 4 bedrooms, includ ...

    From $262 per night (USD)

    Expedia

    Details
  • Cozy Entire 3-Bedroom Townhouse in Pickering!
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    VRBO

    Cozy Entire 3-Bedroom Townhouse in Pickering!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    You will be close to everything when you stay at this centrally located spacious 3-bedroom townhouse in the heart of Pic ...

    Click For Pricing

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  • 1 bed 1 bath studio apartment at waterfront, Pickering
    From $100 per night (USD)

    Expedia

    1 bed 1 bath studio apartment at waterfront, Pickering

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Enjoy walks to the beach in the French man's bay waterfront from your cozy place in the mornings and evenings. This apar ...

    From $100 per night (USD)

    Expedia

    Details
  • Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.
    From $262 per night (USD)

    VRBO

    Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to your cozy getaway, nestled next door to Dagmar Ski Resort's 18 scenic runs, with Lakeridge Resort just minute ...

    From $262 per night (USD)

    VRBO

    Details
  • Lakeview Escape w\/views of Lake Ontario, King Size Endy Bed, Underground parking
    From $164 per night (USD)

    Expedia

    Lakeview Escape w\/views of Lake Ontario, King Size Endy Bed, Underground parking

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to "Lakeview Escape" – a high-floor, 1-bedroom Private suite in Pickering, Ontario with stunning unobstructed La ...

    From $164 per night (USD)

    Expedia

    Details
  • Cozy, Cute Home Away from Home
    From $148 per night (USD)

    VRBO

    Cozy, Cute Home Away from Home

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Have a comfortable stay at this stylish and modern townhouse! Located close to central Pickering (10 mins drive) and al ...

    From $148 per night (USD)

    VRBO

    Details
  • Cosy private backyard Garden studio suite
    From $84 per night (USD)

    Expedia

    Cosy private backyard Garden studio suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Kick back and unwind in this calm, stylish serene studio suite, nestled in the heart of Pickering’s beautiful Bay Ridge ...

    From $84 per night (USD)

    Expedia

    Details
  • Pet friendly private backyard Garden studio
    From $87 per night (USD)

    VRBO

    Pet friendly private backyard Garden studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Kick back and unwind in this stylish, serene studio suite, nestled in the heart of Pickering’s beautiful Bay Ridges, jus ...

    From $87 per night (USD)

    VRBO

    Details
  • Adorable 2-Bedroom Basement with Sep Entrance
    From $162 per night (USD)

    Expedia

    Adorable 2-Bedroom Basement with Sep Entrance

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    About This Space Enjoy a stylish experience at this centrally located place. Your family will be close to everything whe ...

    From $162 per night (USD)

    Expedia

    Details