
Pet-friendly holiday rentals in Pickering
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Pickering
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Tranquil Ambience with a Private Washroom
A serene space, you'll find the ideal haven to rejuvenate and unwind from the day's hustle. The inviting, well-lit, and comfortable atmosphere will revitalise your spirits. This newly constructed guest area boasts contemporary touches and conveniences such as high-speed WiFi, a towel dryer, fresh linens & a luxurious queen-sized bed, creating a home-like retreat. Guests will enjoy the privacy of their bedroom, a personal 3-piece bathroom, a fully-equipped kitchen, and a dedicated workspace.

Private 1-br Apartment: Your Secluded Getaway!
Welcome to our modern, fully-equipped unit that features a spacious backyard. Whether you are traveling for business or pleasure, our unit is the perfect base. The location provides convenient access to everything, just 10 minutes from downtown Toronto and the airport, 5 minutes from Lakeshore Blvd, Port Credit, and the GO stn, and steps away from public transportation. Additionally, you will find a plethora of local restaurants, shops, a scenic walking trail, and beautiful parks in the area.

Finished 2 BR Apartment in an Upscale Area of Ajax
Get your own private space in a newly finished basement apartment close to all amenities. Located in an upscale area, gated type community. Private separate entrance and big windows. Car parking and wifi. Private kitchen with dishwasher, bathroom and laundry. No sharing needed. Fully furnished 2 Bedrooms with Kitchen, Sofa, Fireplace, Workspace, with standing desk option. 5 min drive to Ajax Go, 10 min to waterfront. Close to Amazon facility, Shopping, conservation area, golf etc.

The Cozy Cove Studio
Cozy and private 1-bed studio, ideal for short or extended stays, well-equipped for convenience and relaxation. āļø Spacious private suite with full Bath āļø 55-inch 4K TV with Netflix, Prime, Crave, Fibe TV, YouTube, etc āļø Super Fast WiFi āļø Self check-in āļø Workstation āļø 5 mins drive - 401, Downtown, Malls, Grocery, Pharmacy, Restaurants, Cineplex. āļø Free Parking on driveway āļø In Unit Washer & Dryer āļø Kitchenette - Fridge, Microwave, Kettle, Toaster, Coffee maker, utensils & supplies.

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean
Fully renovated, modern, Bright, luxurious, and spacious ( over 1800 sq/ft) 2-bedroom, 2-bathroom high ceiling above ground apartment, separate entrance, and Patio for your next cozy home away from home! 5-star rated and top 5% of homes in AirBnB! As central as it gets in the GTA. You'll be close to Pearson Airport, Highway 401/404/407, shopping malls, grocery stores, and an array of trendy restaurants, movie theaters, parks, and bicycle/ hiking trails all around Book With Confidence!

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt
Spacious lower-level legal basement apartment featuring open-concept living room & kitchen. 2 queen-sized beds & 1 sofa bed. Located near the 401, grocery stores, restaurants, malls, casinos, parks, Toronto Zoo & 5-minute drive to the GO Train. 1 vehicle parking. Electric car charging $10/day Extra guests $25/day. Private side entrance for self-check in with access code. ā Wi-Fi, iMac & Printer ā TV Box with Netflix/Amazon Prime ā Variety of Board Games ā Full Kitchen w/condiments

5 Km to Toronto Pearson Airport, sleeps 3 /4
Tastefully decorated , well maintained , cozy , luxurious 5 Km to Pearson Airport. 25 minutes to Union Station. downtown Toronto Lakeshore in Malton, Mississauga.Breakfast kitchen , large TV , Netflix , prime sleeps 3 , One free guest parking . 3 Km to Malton GO Station, 5 km to airport 10 min to International Centre. Toronto Congress Center. Woodbine Casino. Close to all Highways, Square One shopping mall. Well connected by public transport. Ride-sharing facilities in plenty.

Comfy Oasis In Historic Downtown Neighborhood
According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Modern 4BR Home in North Oshawa
Welcome to your modern 4BR, 3.5BA retreat in North Oshawa near Harmony & Collins. Perfect for families or professionals, this spacious home offers comfort and style with a bright open layout. Just 15 mins to malls, groceries & fine dining, with quick access to Hwy 401/407. Explore Lakeview Park, Parkwood Estate & Tribute Communities Centre nearby. Exterior security cameras ensure peace of mind. Early check-in/late check-out available!

Spacious Guest Suite near 401 with parking
Welcome to our spacious and stylish 1 bedroom in the basement, perfectly suited for couples or individuals seeking a memorable stay. Nestled in a centrally located location, this hidden gem offers quick and easy access to all the amenities you could wish for. Centrally located, just 2 mins from the 401, gas stations, and McDonald's, and 5 mins from Costco. Durham College is a quick 15-min drive. License Number RHSTR2025001
Popular amenities for Pickering pet-friendly home rentals
Pet-friendly house rentals

Private Lower 1 BR + Sofabed Self Checkin with PKG

25 mins Toronto, Game Room, BBQ, Backyard, Garage

Cozy Leslieville 2-Bedroom Home

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Just Like Home- Brand New 4 Bedroom Home

Modern Stay near Toronto Zoo

Seasons Vacation: Cozy 4B/2.5B,Kitchen,Parking,5G!

Willow Nest - 5 Beds, 2.5Baths, 3Park, Thermea Spa
Pet-friendly home rentals with a pool

Lux Spacious 3 Beds w CN Tower View (Free Parking)

Treehouse on private, isolated forest (300 acres)

Beautiful Penthouse with Breathtaking View

Humber Bay Family Friendly condo w Terrace&Parking

Canadiana Downtown Condo w/King Bed + Free Parking

King West Triplex Main FLR PVT APT 1 BDRM Parking

Beautiful Cozy 1 BR Condošš„ Steps to SQ1! š

Charming Condo w Parking, CN Tower View & Pool
Private, pet-friendly home rentals

Sage Garden: Premium Apt 2B/1B, Kitchen, Parking!

Queen of Hearts: Cozy Private Apt 1B/1B,Kitchen,5G

Private & Detached Downtown Brampton Garden Suite

East Beach Waterfront Cottage

Work & Wellness: DT Toronto Spa Condo

Warm Private Winter Home Fireplace Office Parking

Private Guesthouse in Bowmanville

Cozy in the City
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ⬠70 | ⬠67 | ⬠71 | ⬠72 | ⬠83 | ⬠85 | ⬠92 | ⬠91 | ⬠81 | ⬠77 | ⬠79 | ⬠85 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are pet-friendly in Pickering

Total holiday rentals
Explore 270 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at ā¬Ā 8 per night before taxes and fees

Verified guest reviews
Over 6,900 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
270 of Pickering holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pickering rentals

4.7 Average rating
Pickering stays receive an average rating of 4.7 out of 5 from guests
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park
- Christie Pits Park




