Pickering Cottage Rentals
1200 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
AU $192/Night
For 7 Nights AU $1,341
150.69 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Parking
AU $76/Night
For 7 Nights AU $533
AU $142/Night
For 7 Nights AU $992
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $368/Night
For 7 Nights AU $2,577
129.17 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Parking
- Air Conditioner
- Internet
AU $78/Night
For 7 Nights AU $545
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $209/Night
For 7 Nights AU $1,466
2195.84 ft²
6 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Air Conditioner
AU $299/Night
For 7 Nights AU $2,093
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
AU $158/Night
For 7 Nights AU $1,104
602.78 ft²
4 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Parking
- Air Conditioner
- Internet
AU $143/Night
For 7 Nights AU $1,001
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $183/Night
For 7 Nights AU $1,278
1496.18 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- View
AU $233/Night
For 7 Nights AU $1,632
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
AU $83/Night
For 7 Nights AU $584
Why Choose Rent By Owner for your Pickering Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Pickering Cottage Rentals
Where are the best neighborhoods to stay in Pickering?
Exploring the Pickering neighborhoods offers a variety of scenic and peaceful settings perfect for your stay. Whether you prefer the quiet charm of suburban areas or proximity to natural parks, each neighborhood provides a unique experience. Finding the right location ensures a comfortable and memorable getaway in this welcoming part of Ontario.
Scarborough
In this vibrant part of the region, you can find cottages that offer a peaceful retreat while being close to urban amenities. The area provides a perfect balance of natural beauty and convenience for your stay in the vicinity of Pickering.
View 268+ Rentals in ScarboroughBest Times to Visit Pickering
When should you plan your Cottage Rentals stay?
Choosing the best time to vacation here can enhance your stay, as the region offers distinct experiences throughout the year that suit different preferences for relaxation and adventure.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you can enjoy longer daylight hours and warm weather ideal for outdoor activities in this region.
Average Temperature Daytime: 25°C - Nighttime: 15°C
Fall (September to November)
Early fall offers vibrant foliage and mild temperatures, making it a popular time for visitors seeking scenic drives and outdoor exploration.
Average Temperature Daytime: 20°C - Nighttime: 10°C
Off-Season Highlights
Winter (December to February)
The quieter winter months provide a serene atmosphere and a chance to experience peaceful retreat experiences away from the crowds.
Average Temperature Daytime: -2°C - Nighttime: -8°C
Spring (March to May)
In early spring, the area begins to blossom, offering a tranquil setting before the summer influx arrives, perfect for those seeking solitude.
Average Temperature Daytime: 10°C - Nighttime: 2°C
Weekly Weather Forecast for Pickering
How to Book Your Pickering Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Pickering
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas perfect for relaxing or entertaining amidst the natural beauty of this destination.
- Take advantage of spacious decks or patios to soak up the fresh air and scenic views of the region.
- Make use of well-maintained barbecue grills for outdoor cooking during your stay in the area.
- Benefit from private yards or gardens that provide a tranquil space to unwind outdoors.
- Explore nearby walking trails or nature paths accessible directly from your accommodation.
- Relax by the fire pits, ideal for gathering with family or friends after a day exploring the region.
- Utilize outdoor recreational facilities such as sports courts or play areas, enhancing your holiday experience here.
Top Attractions Around Pickering
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities, scenic parks, and recreational spots that make this destination perfect for nature lovers and adventure seekers alike, offering a diverse range of experiences just moments from your cottage rental in Pickering.
Family Activities
- Pickering Museum Village: Step back in time and explore historic buildings and interactive exhibits that are perfect for engaging young minds.
- Lynde Park: Enjoy a family picnic or take a leisurely walk through scenic trails along the waterfront in this popular park destination.
- Rotary Frenchman's Bay West Park: Discover beautiful views of Lake Ontario while spending quality time in an outdoor setting suited for all ages.
- Fallingbrook Community Centre & Park: Participate in family-friendly activities, from sports to community events held in this accessible recreational area.
Adult Activities
- Hiking at the Pickering Conservation Area: Explore scenic trails and enjoy the natural beauty that surrounds this part of Ontario, perfect for outdoor enthusiasts seeking a peaceful retreat.
- Visit to the Pickering Museum Village: Step back into history at this cultural site, offering an immersive experience into the region's past through well-preserved historic buildings and exhibits.
- Golfing at local courses: Tee off at nearby golf courses designed for both beginners and seasoned players, providing a relaxing way to enjoy the outdoors in this area.
- Local dining experiences: Savor a variety of culinary delights at restaurants within the region, making it easy to indulge in authentic local flavors during your stay.
Other Places to Stay in Pickering, ON
Annandale Golf and Country Club
Glen Cedars Golf Club
Deer Creek North Golf Course
Herongate Barn Theatre
Luke Andrews Wood Sculptures
Pickering Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can help you enjoy a more tranquil experience and better availability for your ideal cottage rental.
- Explore Local Nature Trails: Take advantage of the region's scenic pathways to immerse yourself in the area's natural beauty while staying comfortably close to your accommodation.
- Prioritize Convenience and Amenities: Choose cottages that offer essential amenities to enhance your stay and ensure a relaxing, hassle-free trip.
- Check Proximity to Key Attractions: Select properties near popular local spots to maximize your time exploring this destination's unique offerings and make the most of your visit.
Transportation Options
- Pickering Transit Service: This local transit network offers convenient bus routes connecting you to key areas within the region, making it easy to explore your surroundings without a car.
- GO Transit: As the primary commuter rail service, GO Transit provides efficient connections between Pickering and Toronto, ideal for those looking to travel comfortably into the city.
- Taxi and Ride-Sharing Services: Reliable taxi companies and ride-sharing options such as Uber and Lyft are readily available in this area, offering flexible transportation around your cottage stay.
- Private Car Rentals: Several rental agencies operate nearby, giving you the option to rent a vehicle for greater independence during your visit.
Local Customs Options
- Local Food Traditions: You can enjoy the region’s appreciation for fresh, locally sourced ingredients, often reflected in community gatherings and markets that celebrate seasonal produce.
- Indigenous Heritage: Respect for Indigenous customs is evident here through various cultural events and art displays that honor the area's original inhabitants.
- Community Festivals: The area hosts annual festivals that highlight local music, crafts, and food, offering an authentic glimpse into the community’s vibrant spirit.
- Seasonal Celebrations: Embrace the region’s festive traditions during seasonal holidays with events that promote local customs and family-centered activities.
Frequently Asked Questions About Pickering Rental Cottages
1. What are the top Cottages in Pickering?
There are a lot of options in Pickering. If you plan on staying in the Pickering area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Pickering:
- Cosy 3-Bedroom Home in Quiet Cul-de-Sac
- King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
- Vacation Home in Pickering
- Lakeside Luxe
- Luxury 3 Bedroom Family Home - w/Free WiFi & Parking. 20mins from Downtown
- Newly built stunning 4-bedroom detached 2-storey home in Pickering.
- Exquisite private Villa just outside of the city.
- Ambassador style Smart home 5 min walk to beach
- Stunning Farmhouse In Pickering!
- Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
2. How many Cottages are available in Pickering?
Currently, the total number of properties listed by RBO in 2026 is over 249 in the Pickering area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Pickering.
3. What is the cancellation policy for cottages in this area?
Cancellation policies vary depending on the individual listing. You should review the specific policy outlined in the property details or contact the owner directly to understand the terms and any potential fees.
4. Are pets allowed in the cottages at this destination?
Pet policies differ from one cottage to another. Please check the listing description or reach out to the host to confirm if your furry friend can stay with you during your visit.
5. Is there a minimum stay requirement for booking a cottage here?
Minimum stay requirements are set by each property owner. You can find this information in the listing details or by contacting the property owner directly before confirming your reservation.
6. What amenities are typically included with cottages in this region?
Amenities vary but commonly include essentials such as kitchen facilities, Wi-Fi, heating, and outdoor spaces. Review each listing carefully to see what specific amenities are offered for the cottage you're interested in.
7. How do I get in touch with the property owner for questions about my booking?
You can contact the property owner through the messaging system provided on the booking platform. For further assistance, customer support can also help facilitate communication or provide additional details.
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