
Family-friendly holiday rentals in Pickering
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Pickering

Total holiday rentals
Explore 680 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 18,900 verified reviews to help you choose

Pet-friendly accommodation
Find 190 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
440 properties have a dedicated workspace

Wi-Fi availability
670 of Pickering holiday rentals include Wi-Fi 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
Top-rated family-friendly rentals in Pickering
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

“Elysium” Where happiness is real!
Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

Separate 2 Bedroom & 2 Washroom up to 4 people.
Hotel-style apartment in a home annex. Not a basement. The apartment has 2 bedrooms with attached washrooms, Living area, kitchen, dining. Our property accommodates up to 4 people. Children are welcome to stay. Conveniently located just off Highway 401. Close to downtown Pickering, Go Station, mall, restaurants. We are a good stopover point if you are traveling to downtown Toronto which is only a 40 min drive. Note: Show us your ID when "Checking In" and it has to match with your booking name.

Luxury Ground-Level "Suite Escape"
"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

Hot Tub Oasis | 35 Min to DT | Main Floor Suite
Completely private studio suite kitchenette (no full kitchen)(no stove)(no oven) Airbnb is a separate unit with a separate entrance Exclusive hot tub access Modern space with Fireplace and 55 inch smart TV for streaming Fast Wi-Fi Approximately 30 minutes from downtown Toronto 15min to Thermea Spa, Frenchman’s Bay, Durham Live Casino, Toronto Zoo/Porsche Experience Center Parking spot for SUV size car. Trucks will not fit. Safe and secure with a disclosed exterior entrance camera

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!

Toronto [45 mins] Sleep 8| Free Parking | Backyard
Why you will love your stay here: - ***ENTIRE HOME*** No one will be on the property but those on the booking. This is a DETACHED house. No connecting houses. - Open concept on the main floor so you can connect and create memories - Dedicated work from home spaces . Cat 6 ports -The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on a corner lot with lots of sunlight - Central Hub to Toronto (45 min drive)

Walk to Lake | 2BR Family Suite | Near Toronto
✨Prime Location—3 mins to HWY 401 & GO Station 🌊West Shore—walk to beach & Lake Ontario 🏡Fully private walk-up basement suite with its own exclusive entrance, full kitchen & bath. NO SHARED INDOOR SPACES! (Note: This rental unit is only included the entire Basement area. Ground/Second Floors are for host only which not included.) 🛏️2 Comfy bedrooms + spacious living room 🚗Free parking for 2 vehicles 👥Ideal for families & travellers

Muskoka on the City
Located in Rouge National Urban Park, steps from a beautiful lake and beach(Note:beach was temporarily closed by government now).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!

Lower Unit - Central location
Enjoy the charming touches of this cozy basement suite with a clean modern feel. Beautifully decorated featuring a spacious open concept living room/kitchen combo area with spacious island and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is bright and full of warmth. Conveniently located: 5 min walk to Pickering Town Center, 10 min walk to the Pickering GO and 2 min drive to 401.

The Cyberspace (No cleaning fees, Private Hot Tub)
Private hot tub! No cleaning fees! This stylish modern townhome is the perfect place to stay for you and your family. Two car garage, 4 parking spots, 4 bedrooms, 4 bathrooms, pool & ping pong table, arcade game, Occulus, BBQ, exercise equipment, hot tub, walk to: store, pizza, and Cannabis shop. Fibreoptic internet for working from home/streaming. Local and trusted ride services available at competitive rates. USA friendly!

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!

Luxurious, modern basement unit
Kick back and relax in this calm, stylish space. Prime location near bus stop, shops, restaurants there is something for everyone. Whether you are here for work or pleasure this is your best place. Your home away home. Nice and modern new basement apartment with fast and reliable fibe internet , smart TV with Netflix, Amazon prime and Disney plus , dedicated work space and free parking
Popular amenities for Pickering family-friendly rentals
Family-friendly home rentals with a hot tub

Home away from home with a hot tub and pool

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

Ravine Paradise ! heated pool and hot tub!

Family Friendly | HOT TUB | Near Toronto & UOIT

Toronto Pool Retreat

The Bubble Glamping Dome

Luxury Lakefront | Sandy Beach, Hot Tub & Dock

Serenity Suite w/Sauna-Your Entire Apt Awaits You
Family- and pet-friendly home rentals

Deerleap Glamping Dome

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Large house 3 bed 2 bath 2 parkings

Treehouse on private, isolated forest (300 acres)

Rouge Basement · Sleeps 6 & Free Parking

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

Cheery 1941 Historic Home in Ajax

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt
Family-friendly home rentals with a pool

Pool | 3PM checkout | Executive Suite

Beautiful Cottage in Ajax

The Hilton BnB Adult Luxury Suite

The Penty: Luxurious Penthouse with Pool, Hot Tub

Four season glamping dome under the stars

Cedar Escape • Sauna • 10-Acre Private Forest

Separate apartment with pool, on golf course.

Custom Luxury 2BR | Marble Pool | Games | Fire Pit
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 AUD | $149 AUD | $158 AUD | $152 AUD | $162 AUD | $169 AUD | $186 AUD | $186 AUD | $167 AUD | $162 AUD | $157 AUD | $167 AUD |
| 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 |
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Toronto Zoo
- Nike Square One Shopping Centre
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Massey Hall
- Sheppard–Yonge Station
- York University
- Enercare Centre
- Coca Cola Coliseum
- The International Centre
- Dufferin Grove Park
- Toronto City Hall
- Lakeridge Ski Resort
- Fairview Mall





