
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.

Modern Custom Built Walkout to Marble Pool Game RM
Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Lakefront getaway for two on Musselman's Lake
An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

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.

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!
Welcome to your home away from home!!! A Clean, Cozy and Exceptionally Decorated Luxury Home located just outside of Downtown Whitby and minutes to Hwy 401 & 407. This Trendy Townhome boasts tons of eye catching decor and is filled with every amenity your heart could desire. Equipped with 2 King beds, 2 Queen Beds and 2 full couches this Modern Townhome is perfect for a medium to large sized family or a handful of friends or associates looking for the perfect short or long term stay.

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. ✅ Wi-Fi, iMac & Printer ✅ TV Box with Netflix/Amazon Prime ✅Variety of Board Games ✅ Full Kitchen w/condiments

Toronto Island Wonderland View
Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

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.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 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!

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 3-Bedroom Apartment|Perfect for Families
Luxury 3-Bedroom Retreat | Prime Location | Free Parking Newly renovated, this private 3-bedroom apartment offers modern comfort and convenience. Features 100% cotton luxury bedding, full kitchen with espresso machine, 2 full bathrooms, Smart TV, WiFi, and keyless entry. Steps from shops, dining, and transit. 10-20 min to Downtown, <10 min to Pearson Airport & malls. Includes 2 FREE parking spots. Book your stay today!

Serene Stays - Pickering (5Beds, 2.5Baths, 4Park)
Welcome to Serene Stays - Pickering, where you'll find comfort, style, and convenience all come together! This is a newly built, spacious 4 bedroom, 2 storey home where you can completely relax with access to the entire home - boasting 4 bedrooms, 2.5 bathrooms, living room, dining room, full kitchen, private outdoor patio, and laundry room. This home has 4 parking spaces and is perfect for large families or groups!

Muskoka on the City
Located in Rouge National Urban Park, steps from a beautiful lake and beach. Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!
Popular amenities for Pickering pet-friendly home rentals
Pet-friendly house rentals

Large house 3 bed 2 bath 2 parkings

Blue Dream: Modern Gem 6B/3.5B,Office,5G,Parking!

Cozy private backyard garden studio

Comfy Oasis In Historic Downtown Neighborhood

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

Cozy 4BR Near 401, 407 & Toronto

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Ace of Spades: Modern 5B/2.5B,Kitchen, Parking!
Pet-friendly home rentals with a pool

2BR by Union, Scotia Bank Arena CN Tower + Parking

Treehouse on private, isolated forest (300 acres)

Beautiful Penthouse with Breathtaking View

The Farmer's Cottage

Humber Bay Family Friendly condo w Terrace&Parking

Canadiana Downtown Condo w/King Bed + Free Parking

Modern 1 Bed Condo Mississauga

Beautiful Lake View Studio Condo + 1 free Parking
Private, pet-friendly home rentals

Stylish 4BR Townhouse (TV in every room, GameRoom)

Spa Getaway Villa Retreat/HotTub/Sauna/pool tbl/EV

East Beach Waterfront Cottage

Cozy & Beautiful, Entire Oakville House,

Safari Retreat: Apt 2B/1B, 5G, Kitchen, Parking!

Condo-mansion with large terrace

Entire Home Steps from Beach-prestigious location

Yozy Retreat-*Private Pond*Brimacombe*CTMP*
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 72 | € 69 | € 73 | € 75 | € 86 | € 88 | € 95 | € 94 | € 83 | € 80 | € 81 | € 88 |
| 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 € 9 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
Destinations to explore
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- Pet-friendly rentals Durham
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- York University
- Christie Pits Park




