
House holiday rentals in Pickering
Find and book unique houses on Airbnb
Top-rated house rentals in Pickering
Guests agree: these houses are highly rated for location, cleanliness and more.

Spacious Basement with Separate Entrance!
Open concept basement apartment (No walls separating rooms) 1 Queen bed and a couch folds out into a Double bed (Futon). **Accommodates Family of 4, NOT 4 Adults. Separate entrance with ONE prkg spot. Located in a prestigious, quiet, neighborhood in Pickering that borders Toronto. Walking distance from Rouge National Urban Park, Hiking Trails, plaza, and public Transit. 5 minutes drive from U Of T (Scarborough) Close to Toronto Zoo, PanAm Center, Go Stn and Hwy- 30 mins to Downtown Toronto

Cheerful 4-bedroom home with huge patio
This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW ThermĂŤa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

Adorable â One Bedroom Guest Unit in Vaughan, ON
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, itâs your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canadaâs Wonderland, Cortellucci Hospital and transit.

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!

Moons & Noons -Separate Unit for your Comfort
Welcome to our charming retreat in Ajax! You'll be greeted by living space adorned with carefully curated decor. The sofa beckons you to unwind, while the large windows' scenic views allow natural light to fill the room. Just take a stair down to the Basement, to be greeted by an elegant kitchenette. Enjoy a drink on the sofa while watching shows on 55' QLED. Step into a world of relaxation in our stunning bathroom designed to calm your stress. Your unforgettable stay awaits U!

Lakeside Sweet Home
Private entrance with passcode keypad self check-in 10-MINUTES WALK to BEACH !!! 2 bedrooms, Queen-sizedďźFull-sized bed and a Sofa bed in the living room 30-sec walk to Bus stop 4-min drive to Pickering Go station 3-min drive to reach Hwy 401 8-min drive Toronto Zoo 30-min drive Toronto City Center 40-inch TV with smart TV box Free Washer and Dryer in the suite Fully equipped Kitchen. Coffee maker,stove,oven,microwave, and refrigerator, toaster, cookware and dishes

Chefs Kitchen I TorontoZoo I 8km to EV Chrg I Park
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)

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 35â45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

Beautiful bright basement aptmnt
Property is located walking distance from Kingston and westney, is newly renovated welcoming and has everything you need, private side entrance, a large soaking tub in the washroom with an LED mirror perfect for getting ready for a night out, The basement even has a private washer and dryer so you can get your laundry done whenever you need to as well, a large walk in closet and a lot of space!!

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

Luxurious & Modern Guest Suite-Walkout Bsmt Apt.
Luxurious new constriction basement apartment in central Whitby. Gorgeous kitchen, living area, and laundry. Ravine lot with excellent views of forest nearby. One stunning bedroom and one 3pc bath. One Free parking on the premises! Please keep in mind we do have a dog on the property. Please note: The kitchen only has a wine fridge. We do not have a freezer.

Spacious 3 Bedroom walkout Basement Apartment
Spacious cozy 3-bedroom entire walkout basement apartment ( not the entire house) with a separate entrance, located close to grocery stores ( Metro, Longos ,Shoppers )and other malls. Not far away from highway 401 and 407 . 5 mins to Deer Creek Golf & Banquet Facility, 15 mins drive to Lakeridge Ski resort.
Popular amenities for house rentals in Pickering
House rentals with a pool

Beautiful Cottage in Ajax

Home away from home with a hot tub and pool

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

Backs onto nature near IBM and Hospital

Luxury Spa Escape with Pool & Jacuzzi

Ravine Paradise ! heated pool and hot tub!

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Victorian Studio in King West â TIFF/FIFA Ready
Weekly house rentals

Ultra Luxury Suite in Oshawa

Beautiful townhouse -20

2 Bedroom Basement Apartment with Modern Amenities

Family Friendly Apartment with Private Entrance

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

Private Suite - Ajax by the Lake

Cozy 1-Bedroom Retreat

Elegance and Comfort
Private house rentals

Centrally Located/TWO Bedrooms Luxurious Home-WiFi

Modern Nest - 5 Beds, 2.5 Baths, 3 Park, Backyard

Just Like Home- Brand New 4 Bedroom Home

6 beds Full house W ravine view

Cozy Apartment in Ajax ! Quiet & Comfortable Stay

2 Bedroom Walkout Basement Ajax

Cozy Studio Retreat Oshawa | Private Entry

Basement apartment in Oshawa
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $83Â SGD | $86Â SGD | $86Â SGD | $90Â SGD | $94Â SGD | $95Â SGD | $96Â SGD | $100Â SGD | $95Â SGD | $102Â SGD | $95Â SGD | $90Â SGD |
| 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 house rentals in Pickering

Total holiday rentals
Explore 1,000 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $13Â SGD per night before taxes and fees

Verified guest reviews
Over 18,700 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
610 properties have a dedicated workspace

Wifi availability
980 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
- Greater Toronto and Hamilton Area Holiday rentals
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- Apartment rentals Pickering
- Rentals with breakfast Pickering
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- Smoking-friendly rentals Pickering
- Cottage rentals Pickering
- Rentals with a hot tub Pickering
- Pet-friendly rentals Pickering
- Rentals with pools Pickering
- Rentals with a washing machine and dryer Pickering
- Guest house rentals Pickering
- Rentals with a patio Pickering
- Private suite rentals Pickering
- Rentals with a fireplace Pickering
- Family-friendly rentals Pickering
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- House rentals Durham Region
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- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Financial District
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Christie Pits Park
- Toronto City Hall
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate




