
Guesthouse vacation rentals in Pickering
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Pickering
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses

Roomy 2 Bed, 2 bath and Balcony.

Your oasis-like sanctuary home

Lovely & Cozy Apartment lots of natural light

Incredible summer2025 sale Lux. fully private unit

Bright and Airy Guest Suite with Pool

Cozy guest unit

Newly renovated & contemporary 2 Bdrm Basement Apt

Trinity Bellwoods Newly Renovated Guest Suite
Guesthouses with a patio

Guesthouse w/ HOT TUB mins from Subway & Danforth

The Farmhand’s Cottage

Adorable GH in beautiful Claremont/scenic view

Junction Private Laneway Suite with Backyard

Luxury 1BD Suite/A+ Location!

Redwood Haven East: Your Dream Getaway in Uxbridge

Downtown Toronto Urban Retreat!

Private Guest House Retreat
Guesthouse rentals with a washer and dryer

2 bedroom Guest house in North of Toronto

My Happy Place - Beaches Apartment

Chic & Cozy 1Bed Guest Suite

Modern North York Guest Suite

Downtown - 1 Bedroom Home, Upper unit of house

The Cozy Apartment Style Home

Nash's Comfy Hideaway

Spacious & Bright 1Bdr Private Walkout Basement
Quick stats about guesthouse rentals in Pickering
Total rentals
10 properties
Nightly prices starting at
$69 CAD before taxes and fees
Total number of reviews
280 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 washer and dryer Pickering
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- Rentals with beach access Pickering
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- Rentals with breakfast Pickering
- Rentals with outdoor seating Pickering
- Rentals with an EV charger Pickering
- Rentals with pools Pickering
- Rentals with a hot tub Pickering
- House rentals Pickering
- Rentals with lake access Pickering
- Rentals with a patio Pickering
- Rentals with a fireplace Pickering
- Pet-friendly rentals Pickering
- Smoking-friendly rentals Pickering
- Guesthouse rentals Durham Region
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- Guesthouse rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Christie Pits Park
- Jackson-Triggs Niagara Estate