
Guesthouse vacation rentals in Pickering
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Top-rated guesthouse rentals in Pickering
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pickering guesthouse rentals
Family-friendly guest house rentals

Private Guesthouse with Sauna

friendly house

Cozy & Bright Private Suite in Trinity Bellwoods

Free Parking 2BD Queen St. East

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*
Guest house rentals with a patio

Guesthouse w/ HOT TUB mins from Subway & Danforth

Lovely & Cozy Apartment lots of natural light

Adorable GH in beautiful Claremont/scenic view

Lakeside Guest Suite, on Lake Scugog, Port Perry

Frenchman Bay Luxury Basement

Private Guest Suite in Toronto

Private Guest House Retreat

Spacious fully private studio basement & parking
Guest house rentals with a washer and dryer

2 bedroom Guest house in North of Toronto

Incredible summer2025 sale Lux. fully private unit

Cozy guest unit

Newly Built, One-Bedroom Stylish Apartment

Fairytale - Spotlessly Clean Getaway - 2 Bedroom

Delightful One-Bedroom Unit Aurora W/ free Parking

The Cozy Apartment Style Home

Charming Cozy Studio w/ Private Entrance & Parking
Quick stats about guesthouse rentals in Pickering
Total rentals
20 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
460 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
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- Rentals with a patio Pickering
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- Rentals with a washer and dryer Pickering
- Rentals with a hot tub Pickering
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- Rentals with an EV charger Pickering
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Massey Hall
- Harbourfront Centre
- BMO Field
- Trinity Bellwoods Park
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Casa Loma
- Dufferin Grove Park
- Royal Ontario Museum
- Cobourg Beach
- Hockey Hall of Fame
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
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- Kid-friendly state parks Check out these family-friendly hikes