Pickering Rentals
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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 PricingVRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
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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 PricingVRBO
- 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
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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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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 PricingExpedia
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
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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 PricingVRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
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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 PricingVRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
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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 PricingVRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)VRBO
- 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)VRBO
- 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 PricingExpedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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
- 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)VRBO
- 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)VRBO
- 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
- 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
- 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
- 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)Expedia
- 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
- 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
- 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)VRBO
- 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)VRBO
- 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)VRBO
- Click For Pricing
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 PricingExpedia
- 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
- 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
- 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
- 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 PricingExpedia
- 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)VRBO
- 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
- Click For Pricing
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 PricingVRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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