Holiday rentals in Pickering
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Top-rated holiday rentals in Pickering
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Private | WiFi | Q Bed | TV | Desk | Café | Park
- Free street parking - Great pitstop for travels along the 401 (exit 399) - Open concept space with private bathroom - Queen bed, fast Wi-Fi, and mini kitchen bar - Kettle, microwave, and coffee station included - Cozy workstation for remote work or email - Convenient location near transit, shops and restaurants - Pickering Casino (10 min drive), Pickering Golf club (2 min drive), Bubble tea, Rollz Ice Cream, Good Life, Shawarma, Mexi Guac within a 4 min drive -A cozy ~200 sq ft resting place
“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!
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!
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.
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!
Oasis near TO | Private Main Floor | Hot Tub 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!
The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.
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.
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!
Popular amenities for Pickering holiday rentals
Stay near Pickering's top sights
Other great holiday rentals in Pickering
Home away home
Large house 3 bed 2 bath 2 parkings
Maple Nest Pickering for your stay
Frenchman Bay Luxury Basement
Spacious 5BR Home for Families/Business Travelers
Private guest suite
Luxurious Home Away From Home
The Cyberspace (No cleaning fees, Private Hot Tub)
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £52 | £52 | £53 | £49 | £53 | £54 | £57 | £58 | £54 | £53 | £51 | £52 |
| 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 holiday rentals in Pickering
Total holiday rentals
Explore 1,530 holiday rentals in Pickering
Nightly prices starting at
Pickering holiday rentals start at £7 per night before taxes and fees
Verified guest reviews
Over 43,820 verified reviews to help you choose
Family-friendly holiday rentals
690 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 270 rentals that welcome pets
Holiday rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
1,000 properties have a dedicated workspace
Wifi availability
1,470 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
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Downsview Park
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Casa Loma
- Massey Hall
- Museum of Illusions
- York University
- Dufferin Grove Park
- Lakeridge Ski Resort