Ontario Winter Rental
Cabin
10.0(334 Reviews)
1 Bedroom
1 Bath
2 Guests
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $332/Night
7 Nights - US $2,327
House
10.0(17 Reviews)
1 Bedroom
1 Bath
4 Guests
10763.91 ft²
Private Pool- Oceanfront
Hot Tub
Spa
US $188/Night
7 Nights - US $1,319
Condo
3 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
Kitchen
Parking
US $409/Night
7 Nights - US $2,864
Condo
10.0(304 Reviews)
2 Bedrooms
2 Baths
6 Guests
868 ft²
- Hot Tub
Skiing- Fireplace/Heating
Pool
US $206/Night
7 Nights - US $1,442
House
10.0(11 Reviews)
3 Bedrooms
3 Baths
8 Guests
1248.61 ft²
- Fireplace/Heating
- Balcony/Terrace
View
Pet Friendly
US $352/Night
7 Nights - US $2,464
Condo
10.0(301 Reviews)
2 Bedrooms
2 Baths
6 Guests
1250 ft²
- Hot Tub
- Skiing
- Fireplace/Heating
- Pool
US $319/Night
7 Nights - US $2,231
House
10.0(11 Reviews)
1 Bedroom
1 Bath
3 Guests
301.39 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
US $255/Night
7 Nights - US $1,784
Cottage
10.0(176 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $329/Night
7 Nights - US $2,302
House
10.0(9 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700.7 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
Internet
US $360/Night
7 Nights - US $2,520
Cottage
10.0(175 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $327/Night
7 Nights - US $2,286
Apartment
10.0(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
839.58 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $804/Night
7 Nights - US $5,627
Apartment
10.0(169 Reviews)
2 Bedrooms
1 Bath
3 Guests
807 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $96/Night
7 Nights - US $673
Why Choose Rent By Owner for your Ontario Winter Rental?
What makes our Winter Rental 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.
Best Times to Visit Ontario
When should you plan your Winter Rental stay?
Choosing the optimal time to enjoy winter rentals here can enhance your experience, as the region offers distinct seasonal conditions that make certain months particularly ideal for a memorable vacation amidst its snowy landscapes and cozy accommodations.
Peak Season Highlights
Winter (December to February)
Experience the winter magic here during the coldest months, when snowfall creates picturesque landscapes perfect for winter activities.
Average Temperature Daytime: -3°C to -8°C - Nighttime: -10°C to -15°C
Spring Break (March to May)
During this lively period, the region begins to warm up, making it an ideal time to enjoy outdoor adventures and scenic beauty in the area.
Average Temperature Daytime: 5°C to 12°C - Nighttime: -2°C to 4°C
Off-Season Highlights
Late Spring (June to early June)
As the weather transitions, you can find more peaceful surroundings before the summer rush begins, perfect for relaxed stays in winter rentals.
Average Temperature Daytime: 15°C to 20°C - Nighttime: 5°C to 10°C
Fall (September to November)
Enjoy the serene atmosphere of fall with mild temperatures and colorful foliage, offering a quiet retreat away from peak crowds.
Average Temperature Daytime: 10°C to 18°C - Nighttime: 2°C to 8°C
Weekly Weather Forecast for Ontario
How to Book Your Ontario Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Ontario
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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 the warmth of a private outdoor fireplace or fire pit for cozy evenings under the stars.
- Benefit from well-maintained outdoor seating areas, perfect for relaxing and socializing amid scenic surroundings.
- Take advantage of spacious decks or patios ideal for outdoor dining during winter months.
- Make use of outdoor parking facilities designed to accommodate snow and ice conditions safely.
- Experience easy access to snow-covered pathways or trails for cross-country skiing and snowshoeing enthusiasts.
- Utilize well-designed outdoor lighting to enhance safety and ambiance on dark winter nights.
- Leverage available outdoor storage options for gear such as skis, snowboards, and winter sports equipment.
Top Attractions Around Ontario
What attractions are nearby?
While staying in your winter rental, you can enjoy a variety of outdoor activities such as skiing, snowboarding, and snowshoeing in the nearby scenic landscapes, or explore charming local towns for cozy dining and cultural experiences, all easily accessible from here to make your visit memorable.
Family Activities
- Winter Hiking Adventures: Explore scenic trails that wind through the area's stunning winter landscapes, offering families a chance to enjoy the crisp air and natural beauty of Ontario.
- Visit Local Zoos and Aquariums: Discover the region's family-friendly zoos and aquariums, providing engaging exhibits and interactive experiences suitable for all ages during the winter months.
- Enjoy Indoor Water Parks: Relax and have fun at indoor water parks that are perfect for keeping children entertained while staying warm and comfortable in your winter rental.
- Explore Cultural and Historical Museums: Dive into regional history and culture at museums that offer educational exhibits and hands-on activities, making them ideal for family outings during your stay here.
Adult Activities
- Snowshoeing Adventures: Explore scenic trails through the winter landscape, offering a peaceful way to enjoy the area's natural beauty during your stay.
- Ice Skating Glide across charming outdoor ice rinks that provide a classic winter activity suitable for all skill levels in this destination.
- Skiing and Snowboarding: Hit the slopes at renowned resorts where you can experience exhilarating downhill runs amid stunning winter scenery.
- Winter Spa Experiences: Unwind at luxurious spas featuring treatments designed to rejuvenate after a day of outdoor activities in the region.
Other Places to Stay in Ontario, ON
Central Ontario
Toronto
Ottawa - Southeastern Ontario
Northern Ontario
Old Toronto
Northeastern Ontario
Owen Sound
Niagara Falls
Downtown Toronto
Niagara Regional Municipality
Lake Huron
Barrie - Orillia
Ontario Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Book your winter rentals early to secure the best accommodations and avoid last-minute availability issues in this popular destination.
- Explore Local Cuisine: Take the opportunity to enjoy regional culinary specialties that highlight the area's unique flavors and cultural influences.
- Embrace Outdoor Activities: Make the most of the season by engaging in seasonal outdoor pursuits available throughout the region, ensuring an active and memorable stay.
- Research Transportation Options: Familiarize yourself with local transportation methods to easily access key attractions and make your visit more convenient and enjoyable.
Transportation Options
- Personal Vehicles: Traveling by car offers flexibility and convenience when accessing various winter rentals throughout Ontario, especially in more remote or rural areas.
- Public Transit Buses and regional transit services provide an economical way to explore the area without the hassle of parking or driving during snowy conditions.
- Ontario Rail Service: The rail network connects major cities and regions, allowing you to enjoy scenic journeys while reaching your winter rental destination comfortably.
- Air Travel: Multiple airports across Ontario facilitate quick access for travelers coming from afar, making it easier to start your winter getaway here.
Local Customs Options
- Respect for Indigenous Cultures: Visitors are encouraged to acknowledge and honor the rich Indigenous history that is integral to this region, especially during local ceremonies and cultural events.
- Queuing Etiquette: Politeness in lines is valued, particularly at popular winter destinations, ensuring a smooth and respectful experience for everyone exploring the area.
- Environmental Conservation: Protecting natural landscapes by avoiding littering and following designated trails helps preserve the pristine scenery that makes this destination special.
- Festive Traditions: Participating in seasonal celebrations such as community festivals fosters a deeper connection with local customs during your stay here.
Ontario Winter Rental Frequently Asked Questions
1. What are the top Winter Rentals in Ontario?
There are a lot of options in Ontario. If you plan on staying in the Ontario area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Ontario:
- The Maplewood House - Walk to old town Niagara-on-the-Lake
- Best Location in NOTL, Steps away from everything! Vineyard Views!
- BIG Family & Multi-Family Cottage with Incredible View, Hot Tub & Sauna
- Heritage Home in the Heart of Sault Ste Marie
- Luxury Vacation Rental Home in Prince Edward County Ontario
- Echo Woods B&B
- Pet friendly, ground floor condo, steps to the Village
- Sir Isaac Brock B&B Luxury Suites
- Beamsville Bench Vineyard Cottage - Lincoln
- The Triple Round House, In The Heart Of Hidden Valley Ski Hill & Peninsula Lake
2. How many Winter Rentals are available in Ontario?
Currently, the total number of properties listed by RBO in 2026 is over 20962 in the Ontario area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Ontario.
3. What is the cancellation policy for winter rentals in Ontario, Canada?
Cancellation policies vary depending on the property listing. You should review the specific terms detailed in the rental listing or contact the property owner directly to understand the cancellation options and any applicable fees.
4. Are there any additional fees or deposits required when booking winter accommodations?
Additional fees such as cleaning fees, security deposits, or service charges may apply. These details are typically listed in the property description or can be clarified by reaching out to the owner before booking.
5. How do I verify the safety and cleanliness standards of winter rentals here?
Properties usually include information about their cleanliness protocols and safety features in the listing. For further assurance, contact the owner to inquire about their maintenance procedures and safety measures.
6. What amenities are typically included with winter rentals in this region?
Amenities vary by property but often include essentials like heating, Wi-Fi, and kitchen facilities. Review each listing carefully to see what amenities are provided and contact the host if you have specific requirements.
7. How can I ensure my booking is secure and reliable?
Booking through a reputable platform offers secure payment options and verified listings. Always confirm the property's details directly with the owner and review guest feedback to ensure a dependable stay.
More Rentals You May Like Near Ontario
Villa
10.0(8 Reviews)
3 Bedrooms
3 Baths
6 Guests
10763.91 ft²
- Oceanfront
- Skiing
- Fireplace/Heating
- Ocean View
US $333/Night
7 Nights - US $2,329
House
10.0(145 Reviews)
1 Bedroom
1 Bath
4 Guests
1350 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $215/Night
7 Nights - US $1,505
House
10.0(133 Reviews)
2 Bedrooms
2 Baths
5 Guests
1770 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $339/Night
7 Nights - US $2,373
Apartment
10.0(116 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $179/Night
7 Nights - US $1,250
Cabin
10.0(110 Reviews)
3 Bedrooms
1 Bath
5 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $283/Night
7 Nights - US $1,983
Villa
10.0(99 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $175/Night
7 Nights - US $1,223
House
10.0(96 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $394/Night
7 Nights - US $2,758
Cabin
10.0(96 Reviews)
1 Bedroom
1 Bath
4 Guests
950 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $202/Night
7 Nights - US $1,417
Cottage
10.0(95 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $335/Night
7 Nights - US $2,346
Cottage
10.0(93 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $287/Night
7 Nights - US $2,007
House
10.0(91 Reviews)
2 Bedrooms
1 Bath
6 Guests
1400 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $299/Night
7 Nights - US $2,090
House
10.0(90 Reviews)
1 Bedroom
1 Bath
2 Guests
525 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $192/Night
7 Nights - US $1,341
