House holiday rentals in Pickering

Find and book unique houses on Airbnb

Quick stats about house rentals in Pickering

  • Total holiday rentals

    Explore 1,080 holiday rentals in Pickering

  • Nightly prices starting at

    Pickering holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 21,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    480 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    640 properties have a dedicated workspace

  • Wi-Fi availability

    1,030 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 house rentals in Pickering

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Pickering
4.93 out of 5 average rating, 431 reviews

“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!

Guest favourite
Home in Ajax
4.95 out of 5 average rating, 214 reviews

Brand New Private Luxury Suite Open Consept living

Sun filled Private Suite, cozy & modern. Entire space with separate entrance. Peaceful Ravine, walking path & Sunrise. Minutes to the 401 & Ajax GO Station. 18 min to Toronto Pan Am Sports Centre. Drive or GO to downtown Toronto. Walking distance to a wide variety of restaurants, major shopping plazas, Walmart, Costco, RCSS, Iqbal foods, Ajax Downs & Casino. Life Time Athletic, Ajax convention Centre. Minutes to Lake Ontario & Pickering Casino. 12 min to Dagmar Ski Resort & Whitby Thermëa spa.

Top Guest favourite
Home in Pickering
4.96 out of 5 average rating, 23 reviews

Luxury 4BR Retreat ~ Spacious Home ~ Pickering

Welcome to our Newly Furnished and Professionally Cleaned home in Pickering ✓ 4 Bedroom, 3.5 washroom ✓ Fully equipped kitchen for preparing meals ✓ Cozy Family Rooms ✓ Brand New High-quality Linens, Comfy Beds ✓ 85" Smart TV, High-speed WiFi ✓ In suite washer & dryer ✓ Backyard with green scenic view ✓ Free parking! ✓ Safe neighbourhood ✓ Enjoy easy access to the Toronto Zoo, Canada’s largest, located just 10 minutes away. Book your stay with confidence and make unforgettable memories!

Guest favourite
A cozy living area features a plush sectional sofa facing a flat-screen TV. Natural light filters through two large windows adorned with sheer curtains. A small armchair and a coffee table sit nearby, enhancing the comfortable space for relaxation or entertainment.
Home in Markham
4.86 out of 5 average rating, 141 reviews

New 3BR House, Free Parking, Family & Business

Welcome to your cozy home in Markham/Toronto East -bright, fully furnished 3 bedroom house designed for family comfort, and longer stays. Whether you’re visiting for family, work, or a peaceful break, you’ll find everything you need to settle in easily. - 2 comfortable workstations - Toddler-friendly: crib, high chairs, games - 2 parking spots (garage, driveway) - Close to stores, restaurants, parks, HWY 7/407/401, 15 min drive to Unionville and Toronto Zoo, downtown Toronto 30-40 min drive

Guest favourite
Home in Pickering
4.95 out of 5 average rating, 19 reviews

Private Look-out Basement 2Bed 1 Bath Full Kitchen

Hello Airbnb Renters! 1300SQ.FT 9FT CEILING LOOKOUT 2 BEDROOM 1 FULL BATH FULL CUSTOM KITCHEN LIVING DINNING ROOM WALK-IN CLOSET INCLUDED: 2 BEDS, PILLOWS & COMFORTER STOVE/FRIDGE/MICROWAVE/PORTABLE HEATER LIMITED KITCHEN ACCESSORIES-PLEASE SEE PHOTOS SOFA TV COFFEE MAKER COMPLIMENTARY INSTANT COFFEE PWDER/MILK/SUGAR. 2 BATH TOWELS & HAND TOWELS MUST BRING UR BATHROOM ACCESSORIES & EXTRA TOWELS RESTRICTIONS: NO SMOKING/VAPING INSIDE OR OUTSIDE OR WITHIN THE COMMUNITY AREA NO PETS

Top Guest favourite
A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.
Home in Pickering
4.86 out of 5 average rating, 130 reviews

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!

Superhost
Home in Richmond Hill
4.78 out of 5 average rating, 116 reviews

Warm Home 4Bed/ High Ceilings

" Whole House" 4 Bedrooms, sleeps up to 8 guests. Room 1 King 80” x 80” - Ensuite Room 2 Bunk Bed 54” x 77” - Ensuite Room 3 Queen 57” x 79” Room4 Queen 54” x 77” Walking Distance to Shopping & Grocery Centers (Food basic, No-frills, Shopper Drug Mart) and Restaurants This exceptional designer cottage offers a great balance between luxury and comfort. The Open Concept Design, High Ceilings, and an Abundance of Natural Light Create a Sense of Spaciousness Throughout.

Top Guest favourite
The living room features a large sectional sofa and a coffee table with a decorative plant. A modern gas fireplace is situated beneath a wall-mounted television displaying a streaming service. Sunlight fills the space through multiple windows, creating a bright and cozy atmosphere.
Home in Pickering
4.99 out of 5 average rating, 162 reviews

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)

Guest favourite
Home in Pickering
4.84 out of 5 average rating, 174 reviews

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

Top Guest favourite
A cozy bedroom features a spacious bed with elegant bedding, flanked by two nightstands. A dresser is positioned against the wall, and natural light filters through a window, illuminating the soft grey walls and light-colored flooring.
Home in Ajax
4.99 out of 5 average rating, 185 reviews

Private Sauna Suite Retreat

1 Bedroom • 1.5 Bathrooms • Private Entire Unit Newly renovated and quiet, just minutes from Hwy 401 and local restaurants. Highlights • Private self check-in • Driveway parking for 1 car • Private sauna • 65 Inch TV with Netflix Amenities Fresh towels, linens, tooth brushes & pastes, hairdryer, home essentials, shower essentials, and extra pillows/towels on request. Spotless home, quick replies, and your comfort guaranteed - book with confidence.

Top Guest favourite
The living area features a spacious couch and two cozy blue accent chairs, positioned around a round coffee table. A large flat-screen TV is mounted on the wall, while a modern mirror reflects the open concept layout, enhancing the light from the recessed lighting.
Home in Ajax
5 out of 5 average rating, 136 reviews

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

Guest favourite
A spacious living area features a large sectional sofa paired with a modern armchair. Natural light streams through the expansive windows, highlighting a round coffee table and a light-toned area rug underneath. A potted plant adds a touch of greenery to the serene space.
Home in Pickering
4.88 out of 5 average rating, 144 reviews

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!

Popular amenities for Pickering house rentals

When is the best time to visit Pickering?

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