Vacation rentals in Pickering
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pickering
Guests agree: these stays 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!
* HOT TUB* Guest Suite - Minutes to the Beach!
Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto
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.
Luxury Suite w/ Cafe & Sauna in Pickering
We welcome you to stay at our luxury suite that is perfect for a vacation retreat, visiting family/friends or for a business trip. Enjoy your own in-suite café, sauna, and fireplace. Our serene space will leave you relaxed from the very start to the end of your stay. There's plenty of room for yoga or stretching. Located just walking distance to Pickering’s beautiful waterfront, minutes to HWY 401, shopping, restaurants, and the GO Train Station that can take you to Downtown Toronto & more!
Bright Private Suite w/Separate Entrance & Patio
PRIVATE Walk Out Basement Apartment W/Separate Entrance. 420 Sq.Ft space. Queen Sized Bed. Oversized Shower w/ Rainfall Shower-head. Microwave, Two Mini Fridges, Coffee/Hot Water Tea Maker. Please note: not a full kitchen. Dining/Work Table w/Benches. High Speed Wi-fi. Living Room w/ Reclining Lazy Boy Couch and 50” Smart Tv. Over 1000 Live Tv Channels and Netflix. Private Little Backyard Patio w/Table. Private Driveway ( 2 Cars). 1 Min Drive to Hwy 401. 15 Min Walk to Ajax Go Station.
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)
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 • 55 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.
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.
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!
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 vacation rentals
Stay near Pickering's top sights
Other great vacation rentals in Pickering
Private Walkout Suite | 3 PM Checkout | 1.5G Wifi
Serene Urban Retreat/15 min walk from Thermea Spa
Home away home
Ultra Luxury Suite in Oshawa
Modern Nest - 5 Beds, 2.5 Baths, 3 Park, Backyard
Just Like Home- Brand New 4 Bedroom Home
Cozy Winter Private Countryside Guesthouse
First floor - 1 Bed
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ228 | ﺩ.ﺇ231 | ﺩ.ﺇ235 | ﺩ.ﺇ242 | ﺩ.ﺇ261 | ﺩ.ﺇ268 | ﺩ.ﺇ279 | ﺩ.ﺇ286 | ﺩ.ﺇ264 | ﺩ.ﺇ261 | ﺩ.ﺇ250 | ﺩ.ﺇ257 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Pickering?
Pickering has a range of accommodation options, including cozy homes near the waterfront, family-friendly neighborhoods, and places close to parks. Staying near Frenchman's Bay places you among local shops, trails, and scenic lake views.
What are the best things to do in Pickering with kids?
Explore waterfront parks, playgrounds, and conservation areas, which are often recommended for outdoor fun with children. The Pickering Museum Village and local recreation centers frequently suggest hands-on exhibits and seasonal programs for families.
What are some of the best things to do in Pickering?
Explore Frenchman's Bay for lakeside trails and relaxed waterfront dining, or spend time at Petticoat Creek Conservation Area. The Pickering Museum Village and local art galleries often feature interactive exhibits and community programs.
How is the weather in Pickering?
Pickering has cold winters around 20–33°F (-7–1°C) with periodic snowfall, and warm summers that reach 65–81°F (18–27°C) with occasional rain. Spring and fall are cooler and milder, excellent for outdoor activities when dressed in layers.
When is the best time to visit Pickering?
Late spring through early autumn is often recommended for milder temperatures and outdoor events. Warmer weather supports lakeside walks, festivals, and exploring green spaces across Pickering.
What are the best places to visit in Pickering?
Frenchman's Bay is frequently suggested for its marina, waterfront paths, and relaxed dining. Petticoat Creek Conservation Area and Pickering Museum Village invite exploration of local history and natural scenery.
What are some hiking trails in Pickering?
Pickering has trails winding through Petticoat Creek Conservation Area and along the Waterfront Trail near Frenchman's Bay. These routes feature lake views, wooded paths, and opportunities for birdwatching.
What are some family activities we can do in Pickering?
Gather at parks for picnics, biking, and outdoor games, or visit the Pickering Museum Village for interactive learning experiences. During warmer months, waterfront areas host seasonal events and access to splash pads.
What are some of the best day trip ideas from Pickering?
Explore conservation areas and local art centers in nearby communities, or visit regional parks and waterfronts for new scenery. Toronto's cultural attractions are often suggested for those seeking city museums, markets, and sporting events.
Are there any pet friendly accommodations available in Pickering?
Many rentals in Pickering welcome pets, especially those near green spaces and waterfront trails. Look for homes with fenced yards or easy access to parks for convenient outdoor time with your pet.
What are some local tips for visiting Pickering?
Dress in layers for changeable weather, especially near the lake. Locals enjoy exploring trails early in the day, supporting farmers markets when available, and sampling treats from independent bakeries around the city.
What is Pickering known for?
Pickering is known for its lakefront community, scenic parks, and historic Pickering Museum Village. The city has a blend of urban convenience and natural spaces that reflect its roots as a local gathering place on Lake Ontario.
What are the best hidden gems to explore in Pickering?
Many enjoy peaceful moments at the waterfront boardwalks around Frenchman's Bay and smaller local trails tucked within conservation areas. Art enthusiasts can find rotating gallery exhibits in community centers across Pickering.
What are the best foods to try in Pickering?
Pickering has a variety of flavors, from fresh fish and chips on the waterfront to multicultural dishes reflecting the city's diversity. Bakeries and cafes frequently suggest butter tarts and locally made desserts.
What should I bring for a trip to Pickering?
Pack comfortable shoes for lakeside paths, a reusable water bottle, and layers for shifting weather, especially between spring and fall. Rain jackets can be helpful during wetter months, and a camera is great for capturing waterfront views.
What is the nightlife in Pickering like?
Pickering has relaxed pubs, locally owned restaurants, and occasional live music venues. The waterfront and central neighborhoods host social spots where groups gather for conversation and casual evenings.
What are the most popular events or festivals in Pickering?
Pickering hosts festivals and outdoor concerts in the summer, waterfront celebrations, and farmers markets during warm months. Community events often take place in Esplanade Park and around Frenchman's Bay, especially on long weekends.
Are there family friendly vacation rentals in Pickering?
Pickering has many family friendly vacation rentals, especially in neighborhoods close to schools, parks, and the waterfront. Look for homes with multiple bedrooms, green space access, or child-friendly amenities.
Quick stats about vacation rentals in Pickering
Total vacation rentals
Explore 1,630 vacation rentals in Pickering
Nightly prices starting at
Pickering vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees
Verified guest reviews
Over 42,310 verified reviews to help you choose
Family-friendly vacation rentals
650 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 270 rentals that welcome pets
Vacation rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
1,000 properties have a dedicated workspace
Wi-Fi availability
1,590 of Pickering vacation 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
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Rentals with breakfast Pickering
- Townhouse rentals Pickering
- Rentals with pools Pickering
- Apartment rentals Pickering
- Pet-friendly rentals Pickering
- Rentals with a fire pit Pickering
- Condo rentals Pickering
- Private suite rentals Pickering
- Waterfront rentals Pickering
- Rentals with a fireplace Pickering
- Rentals with a washer and dryer Pickering
- Beachfront rentals Pickering
- Rentals with outdoor seating Pickering
- Rentals with a hot tub Pickering
- Guesthouse rentals Pickering
- Rentals with a patio Pickering
- House rentals Pickering
- Rentals with an EV charger Pickering
- Smoking-friendly rentals Pickering
- Fitness-friendly rentals Pickering
- Rentals with beach access Pickering
- Cottage rentals Pickering
- Family-friendly rentals Pickering
- Rentals with lake access Pickering
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- 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
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Toronto City Hall