Best Vacation Homes in Cliffside
850 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $83/Night
For 7 Nights AU $583
2163.55 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- View
- Parking
AU $382/Night
For 7 Nights AU $2,674
AU $141/Night
For 7 Nights AU $986
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
AU $79/Night
For 7 Nights AU $554
123.78 ft²
4 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Air Conditioner
AU $101/Night
For 7 Nights AU $707
6 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $820/Night
For 7 Nights AU $5,739
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $255/Night
For 7 Nights AU $1,784
3 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
AU $206/Night
For 7 Nights AU $1,441
Cliffside Luxury Rentals
11 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
AU $929/Night
For 7 Nights AU $6,504
1302.43 ft²
16 Guests
6 Bedrooms
4 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
AU $781/Night
For 7 Nights AU $5,469
8 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $633/Night
For 7 Nights AU $4,430
999 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $511/Night
For 7 Nights AU $3,576
1001.04 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- View
- Parking
AU $497/Night
For 7 Nights AU $3,481
2002.09 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Parking
- Air Conditioner
- Internet
AU $448/Night
For 7 Nights AU $3,133
3500 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
AU $419/Night
For 7 Nights AU $2,930
1097.92 ft²
6 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
AU $415/Night
For 7 Nights AU $2,905
Cliffside Pet Friendly Vacation Rentals
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $205/Night
For 7 Nights AU $1,436
599.19 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
AU $157/Night
For 7 Nights AU $1,096
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Pet Friendly
- Parking
- Internet
AU $6,314/Night
For 7 Nights AU $44,196
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $204/Night
For 7 Nights AU $1,429
11840.3 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Parking
- Air Conditioner
AU $122/Night
For 7 Nights AU $856
398 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $164/Night
For 7 Nights AU $1,146
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
AU $141/Night
For 7 Nights AU $990
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Condo
- Hot Tub
- Fireplace/Heating
- Pet Friendly
AU $132/Night
For 7 Nights AU $924
Cliffside Large Vacation Homes
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $181/Night
For 7 Nights AU $1,267
1194.79 ft²
5 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Parking
- Air Conditioner
AU $234/Night
For 7 Nights AU $1,639
AU $274/Night
For 7 Nights AU $1,916
28 Guests
3 Bedrooms
1 Bathroom
Group Friendly
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
AU $361/Night
For 7 Nights AU $2,527
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $154/Night
For 7 Nights AU $1,078
3100 ft²
30 Guests
4 Bedrooms
4 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
AU $604/Night
For 7 Nights AU $4,226
10 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
AU $505/Night
For 7 Nights AU $3,536
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $295/Night
For 7 Nights AU $2,065
Why Choose Rent By Owner for your Cliffside Vacation Rental Homes?
What makes our Vacation 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 Cliffside Vacation Rentals
Where are the best neighborhoods to stay in Cliffside?
When choosing a neighborhood to stay in within Toronto, Ontario, Canada, Cliffside offers a charming and convenient location for your visit. This area provides easy access to the city's vibrant attractions while maintaining a cozy, community-oriented atmosphere. Whether you're seeking a peaceful retreat or a base to explore Toronto’s diverse neighborhoods, Cliffside's well-connected streets and welcoming environment make it an ideal choice for your next getaway. Discover comfortable vacation rentals in this neighborhood to experience Toronto from a truly local perspective.
Scarborough
Located just minutes from here, Scarborough offers a vibrant community with easy access to natural and cultural attractions. Choosing accommodation in this area provides a convenient base for exploring Toronto’s diverse neighborhoods and scenic waterfront.
View 252+ Rentals in ScarboroughFallingbrook
Nestled within the region, Fallingbrook is perfect for those seeking a peaceful retreat close to Toronto’s urban amenities. Staying here grants you the tranquility of a quiet neighborhood while remaining within reach of the city’s attractions and conveniences.
View 274+ Rentals in FallingbrookBest Times to Visit Cliffside
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can fully enjoy the area's unique charm and make the most of your vacation experience in this beautiful region.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences warm weather ideal for outdoor activities and exploring local attractions. This is when you can enjoy longer daylight hours and lively atmospheres while visiting here.
Average Temperature Daytime: 24°C to 30°C - Nighttime: 15°C to 20°C
Early Fall (September to October)
The early fall season offers pleasant temperatures and vibrant autumn foliage, making it a popular time for outdoor adventures and sightseeing in this region.
Average Temperature Daytime: 19°C to 23°C - Nighttime: 10°C to 14°C
Off-Season Highlights
Winter (December to February)
In winter, the region sees cooler temperatures that create a cozy atmosphere. Visiting during this time can offer a peaceful experience with fewer crowds for your stay in here.
Average Temperature Daytime: -3°C to 2°C - Nighttime: -8°C to -2°C
Spring (March to May)
Springtime brings milder weather and blossoming scenery, making it an ideal period for enjoying the area's natural beauty without the peak-season crowds.
Average Temperature Daytime: 8°C to 16°C - Nighttime: 1°C to 7°C
Weekly Weather Forecast for Cliffside
How to Book Your Cliffside Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation 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 Cliffside
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation 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 a private outdoor patio or deck to relax and unwind amidst the scenic surroundings of the region.
- Take advantage of well-maintained communal gardens or green spaces perfect for picnics or outdoor gatherings.
- Make use of on-site barbecue grills to host outdoor cookouts with friends or family in this inviting destination.
- Benefit from convenient parking areas that provide easy access to your outdoor adventures around the area.
- Discover nearby walking or biking trails that allow you to explore the natural beauty of the region.
- Relax in an exclusive outdoor lounge area designed for enjoying the fresh air and pleasant weather.
- Access lush lawns or landscaped yards that are ideal for outdoor activities or simply soaking up the sunshine.
Top Attractions Around Cliffside
What attractions are nearby?
Near your chosen vacation rental, you can enjoy a variety of activities such as exploring scenic parks, strolling along picturesque waterfronts, and discovering local dining options within this vibrant region.
Family Activities
- Beachfront Park: You can enjoy a relaxing day at this scenic park, perfect for picnics, family strolls, and enjoying the lakeside views within the area.
- Toronto Islands Park: Take a short ferry ride to explore the islands, offering family-friendly activities like biking, playgrounds, and nature walks in this peaceful setting.
- Harbourfront Centre: Experience cultural events, outdoor performances, and waterfront activities that make for engaging outings with your loved ones in this vibrant part of the region.
- Martin Goodman Trail: Embark on a family biking or walking adventure along this scenic trail that runs through the area, providing stunning views of Lake Ontario and outdoor fun for everyone.
Adult Activities
- Explore the Toronto Waterfront: Enjoy a leisurely walk along the scenic Toronto waterfront, offering stunning views and vibrant city atmosphere right at your doorstep.
- Visit Local Art Galleries: Discover contemporary and local art at nearby galleries that celebrate the creativity of the area, perfect for an enriching cultural experience.
- Dine in Popular Restaurants: Savor diverse culinary delights in acclaimed restaurants within the region, providing a taste of the area's vibrant food scene.
- Experience Nightlife Venues: Unwind at trendy bars and entertainment spots that capture the lively spirit of the neighborhood during the evening hours.
Other Places to Stay in Cliffside, ON
Scarborough Bluffs Park
Cliffside Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the area's diverse culinary scene by visiting local cafes and restaurants to enjoy authentic regional flavors during your stay.
- Plan Outdoor Activities: Make the most of the scenic surroundings by engaging in outdoor pursuits such as walking along waterfronts or visiting nearby parks for a relaxing day out.
- Utilize Public Transit: Maximize your time by using the region's public transportation system, making it easy to access key attractions without the hassle of driving.
- Book in Advance: Secure your preferred vacation rentals early to ensure a comfortable and convenient stay in this desirable destination, especially during peak seasons.
Transportation Options
- Toronto Transit Commission (TTC) Subway: You can easily access the city's extensive subway network from here, making your commute to downtown Toronto or other regional destinations quick and convenient.
- Public Bus Services: Local bus routes serve this part of the city, providing reliable transportation options to explore nearby neighborhoods and attractions.
- Bike Sharing Programs: Several bike-sharing stations are available, allowing you to enjoy a healthy and eco-friendly way to see the area at your own pace.
- Taxis and Ride-Sharing Services: Taxis and popular ride-sharing apps offer flexible and direct transportation, ideal for reaching specific destinations within the region comfortably.
Local Customs Options
- Respect for Local Festivals: Participating in or observing local festivals reflects the community’s vibrant culture and offers an authentic experience during your stay.
- Politeness and Greetings: Friendly greetings and courteous interactions are customary here, helping you build positive connections with residents and fellow visitors alike.
- Environmental Awareness: Showing consideration for the natural surroundings by following waste disposal guidelines and conserving resources aligns with the area's commitment to sustainability.
- Sharing Local Cuisine: Embracing regional eating customs through sharing meals and trying local dishes fosters a deeper appreciation of this destination’s culinary traditions.
Frequently Asked Questions About Cliffside?
1. What are the top vacation rentals in Cliffside?
There are a lot of options in Cliffside. If you plan on staying in the Cliffside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cliffside:
- Lovely Toronto Home in Trendy Beaches Area of Toronto
- Luxury House with Open Living Space
- Ravine view getaway to Toronto
- Stunning 2-Bed Room 1 - Bed Room Gem for rent in Scarborough, Near to Downtown Toronto
- Private one-bedroom apartment with separate entrance + free parkingn
- Spacious room near subway & shops
- Spacious/Family Friendly! Lake View! close to Beach & Downtown 5-night min avail
- Dairy Homestay
- Private room near subway & shops
- ION House - near shopping and Kennedy subway
2. Which vacation homes in Cliffside are best for families?
If you are looking for a family-friendly vacation home in Cliffside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cliffside:
3. How many Rentbyowner vacation rentals are available in Cliffside?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 172 in the Cliffside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cliffside.
4. What is the cancellation policy for vacation rentals in Cliffside, Toronto?
Cancellation policies vary by property listing. To ensure your plans are flexible, review the specific cancellation terms provided in the rental details or contact the host directly for clarification.
5. Are there any additional fees or deposits for booking a vacation rental in this area?
Additional fees such as cleaning fees, security deposits, or service charges are often specified in the listing. It's recommended to read the detailed description or reach out to the host to understand all costs involved before completing your reservation.
6. How do I find the most suitable vacation rental in Cliffside, Toronto?
To find the best match for your needs, filter your search based on amenities, price range, and guest capacity. Reading the property description and guest reviews can also help you choose a vacation rental that aligns with your preferences.
7. What should I know about checking in and checking out at these vacation rentals?
Check-in and check-out procedures are typically outlined in the listing. Contact the host if you need specific instructions or have special requests to ensure a smooth arrival and departure process.
8. Is it safe to stay at vacation rentals in Cliffside, Toronto?
Trustworthy listings are verified for safety and quality standards. For added assurance, review guest feedback and communicate with the host beforehand to confirm any safety measures or concerns related to the property.
Cliffside Top Rated Vacation Rentals
1500 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $125/Night
For 7 Nights AU $877
3 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Cabin
- Private Pool
- Pool
- Parking
AU $93/Night
For 7 Nights AU $648
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
AU $447/Night
For 7 Nights AU $3,128
600 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Pool
- Kitchen
AU $87/Night
For 7 Nights AU $610
