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Pickering Vacation Rentals

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Bedrooms

Bathrooms

Amenities

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Distinctive Features

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Distance from

5 mi
87 rentals in Pickering.
Stunning 2 bedroom suite in Pickering, On, vacation rental in Pickering
Stunning 2 bedroom suite in Pickering, On, vacation rental in Pickering
Stunning 2 bedroom suite in Pickering, On, vacation rental in Pickering

Stunning 2 bedroom suite in Pickering, On

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cosy 3-Bedroom Home in Quiet Cul-de-Sac, vacation rental in Pickering
Cosy 3-Bedroom Home in Quiet Cul-de-Sac, vacation rental in Pickering
Cosy 3-Bedroom Home in Quiet Cul-de-Sac, vacation rental in Pickering

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Hideaway near Toronto ~ Backyard, Parking, BBQ, Game-Room, vacation rental in Pickering
Spacious Hideaway near Toronto ~ Backyard, Parking, BBQ, Game-Room, vacation rental in Pickering
Spacious Hideaway near Toronto ~ Backyard, Parking, BBQ, Game-Room, vacation rental in Pickering

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Furnished 2 Bedroom Basement Apartment, vacation rental in Pickering
Furnished 2 Bedroom Basement Apartment, vacation rental in Pickering
Furnished 2 Bedroom Basement Apartment, vacation rental in Pickering

Furnished 2 Bedroom Basement Apartment

Condo/Apartment in Scarborough, West Hill
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Suite by the Lake, Great Neighbourhood! FREE Airport Pick-up, vacation rental in Pickering
Spacious Suite by the Lake, Great Neighbourhood! FREE Airport Pick-up, vacation rental in Pickering
Spacious Suite by the Lake, Great Neighbourhood! FREE Airport Pick-up, vacation rental in Pickering

Spacious Suite by the Lake, Great Neighbourhood! FREE Airport Pick-up

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beachy bungalow, vacation rental in Pickering
Beachy bungalow, vacation rental in Pickering
Beachy bungalow, vacation rental in Pickering

Beachy bungalow

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private | Close to Lake | 30 Min. to Downtown| WIFI, vacation rental in Pickering
Private | Close to Lake | 30 Min. to Downtown| WIFI, vacation rental in Pickering
Private | Close to Lake | 30 Min. to Downtown| WIFI, vacation rental in Pickering

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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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The Comfort Stay at City of Pickering Rm B / Free Wi-Fi, vacation rental in Pickering
The Comfort Stay at City of Pickering Rm B / Free Wi-Fi, vacation rental in Pickering
The Comfort Stay at City of Pickering Rm B / Free Wi-Fi, vacation rental in Pickering

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

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful One bedroom basement apartment, vacation rental in Pickering
Beautiful One bedroom basement apartment, vacation rental in Pickering
Beautiful One bedroom basement apartment, vacation rental in Pickering

Beautiful One bedroom basement apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Luxury 1-bedroom 1-parking downtown Pickering, vacation rental in Pickering
Luxury 1-bedroom 1-parking downtown Pickering, vacation rental in Pickering
Luxury 1-bedroom 1-parking downtown Pickering, vacation rental in Pickering

Luxury 1-bedroom 1-parking downtown Pickering

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 Bedroom plus Office Executive Bungalow in West Rouge, vacation rental in Pickering
2 Bedroom plus Office Executive Bungalow in West Rouge, vacation rental in Pickering
2 Bedroom plus Office Executive Bungalow in West Rouge, vacation rental in Pickering

2 Bedroom plus Office Executive Bungalow in West Rouge

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family shopping plaza lake 2 kilometers, vacation rental in Pickering
Family shopping plaza lake 2 kilometers, vacation rental in Pickering
Family shopping plaza lake 2 kilometers, vacation rental in Pickering

Family shopping plaza lake 2 kilometers

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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[30% OFF] NEWLY Built 3BR/2.5B CONDO: Luxury Pickering Oasis, vacation rental in Pickering
[30% OFF] NEWLY Built 3BR/2.5B CONDO: Luxury Pickering Oasis, vacation rental in Pickering
[30% OFF] NEWLY Built 3BR/2.5B CONDO: Luxury Pickering Oasis, vacation rental in Pickering

[30% OFF] NEWLY Built 3BR/2.5B CONDO: Luxury Pickering Oasis

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Entire Apartment - Quiet & Privacy, vacation rental in Pickering
Cozy Entire Apartment - Quiet & Privacy, vacation rental in Pickering
Cozy Entire Apartment - Quiet & Privacy, vacation rental in Pickering

Cozy Entire Apartment - Quiet & Privacy

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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FM103-Cozy Holiday Home, vacation rental in Pickering
FM103-Cozy Holiday Home, vacation rental in Pickering
FM103-Cozy Holiday Home, vacation rental in Pickering

FM103-Cozy Holiday Home

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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FM104-Cozy Holiday Home, vacation rental in Pickering
FM104-Cozy Holiday Home, vacation rental in Pickering
FM104-Cozy Holiday Home, vacation rental in Pickering

FM104-Cozy Holiday Home

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Comfort Stay at City of Pickering Rm A / Free Wi-Fi, vacation rental in Pickering
The Comfort Stay at City of Pickering Rm A / Free Wi-Fi, vacation rental in Pickering
The Comfort Stay at City of Pickering Rm A / Free Wi-Fi, vacation rental in Pickering

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

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Port Union Townhouse - Port Union Paradise, vacation rental in Pickering
Modern Port Union Townhouse - Port Union Paradise, vacation rental in Pickering
Modern Port Union Townhouse - Port Union Paradise, vacation rental in Pickering

Modern Port Union Townhouse - Port Union Paradise

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Family-sized lower unit w/firepit, close to great hiking trails., vacation rental in Pickering
Family-sized lower unit w/firepit, close to great hiking trails., vacation rental in Pickering
Family-sized lower unit w/firepit, close to great hiking trails., vacation rental in Pickering

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Cheerful and Spacious 6 Bedroom and 4 Bathroom House, vacation rental in Pickering
Cheerful and Spacious 6 Bedroom and 4 Bathroom House, vacation rental in Pickering
Cheerful and Spacious 6 Bedroom and 4 Bathroom House, vacation rental in Pickering

Cheerful and Spacious 6 Bedroom and 4 Bathroom House

Rental Home
6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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CozyHomePerfect4Work/Study, vacation rental in Pickering
CozyHomePerfect4Work/Study, vacation rental in Pickering
CozyHomePerfect4Work/Study, vacation rental in Pickering

CozyHomePerfect4Work/Study

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Convenient Vacation Home - Heated Pool, vacation rental in Pickering
Convenient Vacation Home - Heated Pool, vacation rental in Pickering
Convenient Vacation Home - Heated Pool, vacation rental in Pickering

Convenient Vacation Home - Heated Pool

Rental Home
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt, vacation rental in Pickering
2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt, vacation rental in Pickering
2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt, vacation rental in Pickering

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy 3BR - Downtown in 30 mins, Near GO train, vacation rental in Pickering
Cozy 3BR - Downtown in 30 mins, Near GO train, vacation rental in Pickering
Cozy 3BR - Downtown in 30 mins, Near GO train, vacation rental in Pickering

Cozy 3BR - Downtown in 30 mins, Near GO train

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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SH202-Cozy Holiday Home, vacation rental in Pickering
SH202-Cozy Holiday Home, vacation rental in Pickering
SH202-Cozy Holiday Home, vacation rental in Pickering

SH202-Cozy Holiday Home

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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SH101-Cozy Holiday Home, vacation rental in Pickering
SH101-Cozy Holiday Home, vacation rental in Pickering
SH101-Cozy Holiday Home, vacation rental in Pickering

SH101-Cozy Holiday Home

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New high end finishing apartment, vacation rental in Pickering
New high end finishing apartment, vacation rental in Pickering
New high end finishing apartment, vacation rental in Pickering

New high end finishing apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 28
Match: Sleeps
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Cozy Pickering Lakeside Home, vacation rental in Pickering
Cozy Pickering Lakeside Home, vacation rental in Pickering
Cozy Pickering Lakeside Home, vacation rental in Pickering

Cozy Pickering Lakeside Home

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Cottage Vibes in Pickering, Steps from the Mall & GO Train, vacation rental in Pickering
Charming Cottage Vibes in Pickering, Steps from the Mall & GO Train, vacation rental in Pickering
Charming Cottage Vibes in Pickering, Steps from the Mall & GO Train, vacation rental in Pickering

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

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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SH201-Cozy Holiday Home, vacation rental in Pickering
SH201-Cozy Holiday Home, vacation rental in Pickering
SH201-Cozy Holiday Home, vacation rental in Pickering

SH201-Cozy Holiday Home

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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JIL's house in Rouge, vacation rental in Pickering
JIL's house in Rouge, vacation rental in Pickering
JIL's house in Rouge, vacation rental in Pickering

JIL's house in Rouge

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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SHB01-Cozy Holiday Home, vacation rental in Pickering
SHB01-Cozy Holiday Home, vacation rental in Pickering
SHB01-Cozy Holiday Home, vacation rental in Pickering

SHB01-Cozy Holiday Home

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Cozy room Budget Stay, vacation rental in Pickering
Beautiful Cozy room Budget Stay, vacation rental in Pickering
Beautiful Cozy room Budget Stay, vacation rental in Pickering

Beautiful Cozy room Budget Stay

Rental Home
5 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Private | WiFi | Q Bed | TV | Desk | Cafe | Park, vacation rental in Pickering
Private | WiFi | Q Bed | TV | Desk | Cafe | Park, vacation rental in Pickering
Private | WiFi | Q Bed | TV | Desk | Cafe | Park, vacation rental in Pickering

Private | WiFi | Q Bed | TV | Desk | Cafe | Park

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dazzling Modern Home Next to Beach & Go Station, vacation rental in Pickering
Dazzling Modern Home Next to Beach & Go Station, vacation rental in Pickering
Dazzling Modern Home Next to Beach & Go Station, vacation rental in Pickering

Dazzling Modern Home Next to Beach & Go Station

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Renovated - Private Entrance & Kitchen - 1 Bedroom, vacation rental in Pickering
Renovated - Private Entrance & Kitchen - 1 Bedroom, vacation rental in Pickering
Renovated - Private Entrance & Kitchen - 1 Bedroom, vacation rental in Pickering

Renovated - Private Entrance & Kitchen - 1 Bedroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Luxury 3 Bedroom Family Home - w/ Free WiFi & Parking. 20mins from Downtown, vacation rental in Pickering
Luxury 3 Bedroom Family Home - w/ Free WiFi & Parking. 20mins from Downtown, vacation rental in Pickering
Luxury 3 Bedroom Family Home - w/ Free WiFi & Parking. 20mins from Downtown, vacation rental in Pickering

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

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Basement with 2 bedroom., vacation rental in Pickering
Basement with 2 bedroom., vacation rental in Pickering
Basement with 2 bedroom., vacation rental in Pickering

Basement with 2 bedroom.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy 3-bedroom Bungalow, vacation rental in Pickering
Cozy 3-bedroom Bungalow, vacation rental in Pickering
Cozy 3-bedroom Bungalow, vacation rental in Pickering

Cozy 3-bedroom Bungalow

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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North Wing Master Unit in Pickering Stonehouse, vacation rental in Pickering
North Wing Master Unit in Pickering Stonehouse, vacation rental in Pickering
North Wing Master Unit in Pickering Stonehouse, vacation rental in Pickering

North Wing Master Unit in Pickering Stonehouse

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Chic and Cosy 2 Bedroom West Hill Bungalow, vacation rental in Pickering
Chic and Cosy 2 Bedroom West Hill Bungalow, vacation rental in Pickering
Chic and Cosy 2 Bedroom West Hill Bungalow, vacation rental in Pickering

Chic and Cosy 2 Bedroom West Hill Bungalow

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pickering Abbey, vacation rental in Pickering
Pickering Abbey, vacation rental in Pickering
Pickering Abbey, vacation rental in Pickering

Pickering Abbey

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious fully private studio basement & parking, vacation rental in Pickering
Spacious fully private studio basement & parking, vacation rental in Pickering
Spacious fully private studio basement & parking, vacation rental in Pickering

Spacious fully private studio basement & parking

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Getaway Custom Luxurious Home & Affordable Price, vacation rental in Pickering
Getaway Custom Luxurious Home & Affordable Price, vacation rental in Pickering
Getaway Custom Luxurious Home & Affordable Price, vacation rental in Pickering

Getaway Custom Luxurious Home & Affordable Price

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lovely Garden View Private Apartment with Patio, vacation rental in Pickering
Lovely Garden View Private Apartment with Patio, vacation rental in Pickering
Lovely Garden View Private Apartment with Patio, vacation rental in Pickering

Lovely Garden View Private Apartment with Patio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Superhouse for all!, vacation rental in Pickering
Superhouse for all!, vacation rental in Pickering
Superhouse for all!, vacation rental in Pickering

Superhouse for all!

Rental Home
8 bedrooms
6 bathrooms
Sleeps 22
Match: Sleeps
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Convenient Suite, vacation rental in Pickering
Convenient Suite, vacation rental in Pickering
Convenient Suite, vacation rental in Pickering

Convenient Suite

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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SH103-Cozy Holiday Home, vacation rental in Pickering
SH103-Cozy Holiday Home, vacation rental in Pickering
SH103-Cozy Holiday Home, vacation rental in Pickering

SH103-Cozy Holiday Home

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Exquisite private Villa just outside of the city., vacation rental in Pickering
Exquisite private Villa just outside of the city., vacation rental in Pickering
Exquisite private Villa just outside of the city., vacation rental in Pickering

Exquisite private Villa just outside of the city.

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Luxury Stay W/ Chef’s Kitchen, vacation rental in Pickering
Luxury Stay W/ Chef’s Kitchen, vacation rental in Pickering
Luxury Stay W/ Chef’s Kitchen, vacation rental in Pickering

Luxury Stay W/ Chef’s Kitchen

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 87
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