Discover Your Perfect Collingwood Vacation Homes

Best Vacation Homes in Collingwood

Collingwood Luxury Rentals

Collingwood Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Collingwood Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Collingwood

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the region’s natural beauty and local activities at their best, making your stay in this destination truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences its highest influx of visitors seeking outdoor activities and warm weather. Booking your vacation rentals early ensures you secure a desirable spot here during peak season.

Average Temperature Daytime: around 24°C - Nighttime: about 14°C
autumn
Fall (September to October)

Autumn offers stunning foliage and pleasant weather, attracting travelers looking to enjoy scenic views and outdoor adventures. Planning ahead guarantees availability in this popular season for vacation accommodations.

Average Temperature Daytime: approximately 18°C - Nighttime: roughly 9°C

Off-Season Highlights

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Spring (April to May)

In spring, fewer visitors arrive as the region begins to awaken from winter. This is an ideal time for those seeking tranquility and better rates on vacation rentals here.

Average Temperature Daytime: around 12°C - Nighttime: close to 3°C
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Winter (November to March)

The winter months see a slowdown in tourism, making it perfect for travelers interested in off-season deals and exploring the region’s peaceful winter landscape. Booking early can secure great options for winter stays here.

Average Temperature Daytime: -2°C - Nighttime: -8°C

Weekly Weather Forecast for Collingwood

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.

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 grilling with a complete barbecue setup available on the property’s patio or deck.
  • Take advantage of private or shared outdoor swimming pools to relax after a day exploring the area.
  • Benefit from spacious outdoor patios or decks, perfect for dining al fresco amidst scenic surroundings.
  • Make use of well-maintained garden areas or yards to unwind and enjoy the natural beauty of this destination.
  • Access nearby hiking trails or nature paths directly from your rental to explore the region’s lush landscapes.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars in the area’s peaceful settings.
  • Take advantage of scenic views from balconies or wrap-around porches that overlook the region’s picturesque scenery.
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Family Activities

  • Blue Mountain Resort: Experience family-friendly outdoor activities like skiing, snowboarding, and mountain biking at this popular resort known for its scenic views and year-round adventures.
  • Plunge! Aquatic Centre: Dive into fun at this indoor water park featuring pools, slides, and play areas designed to keep kids entertained and active throughout your stay.
  • Pretty River Valley Provincial Park: Enjoy a day of exploring nature trails, picnicking, and wildlife viewing in this picturesque park that offers an educational experience for all ages.
  • Historic Downtown Collingwood: Stroll through charming streets lined with shops, cafes, and family-friendly attractions, immersing yourselves in the local culture and history of the area.
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Adult Activities

  • Exploring Blue Mountain Resort: Experience world-class skiing and snowboarding during winter months or enjoy mountain biking and scenic gondola rides in the summer, making this a must-visit outdoor activity spot.
  • Enjoying Georgian Bay's Waterfront: Relax by the pristine shores, partake in kayaking or paddleboarding, and take in stunning lakeside vistas that define this area's natural beauty.
  • Golfing at Local Courses: Tee off at championship golf courses nestled in the region, offering picturesque fairways and a relaxing escape for golf enthusiasts visiting here.
  • Discovering Scenic Trails and Nature Walks: Embark on hiking or biking adventures along well-maintained trails that showcase the region’s breathtaking landscapes and lush forests, perfect for outdoor lovers seeking adventure.

Collingwood Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Seasonal Activities: Schedule your outdoor adventures during the region's peak seasons to enjoy the best weather and natural beauty of Collingwood.
  • Explore Local Dining Options: Take advantage of the area's diverse eateries to experience authentic regional cuisine and support local businesses.
  • Utilize Nearby Trails and Parks: Maximize your stay by exploring the extensive trail networks and parks that showcase the natural landscape of this destination.
  • Select a Strategic Location for Your Vacation Rentals: Choose accommodations in central or scenic areas to easily access top attractions and enjoy unobstructed views of the surroundings.

Transportation Options

  • Car Rentals: Renting a car here offers the flexibility to explore the region at your own pace, with numerous local agencies providing convenient options for visitors staying in vacation rentals.
  • Public Transit: The area's public transportation system connects key destinations and is a cost-effective way to get around without the need for private transport.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing platforms like Uber provide quick and reliable transportation for short trips within this destination or to nearby attractions.
  • Shuttle Services: Shuttle services operate seasonally or on demand, offering seamless transfers between popular spots and accommodations in the region.

Local Customs Options

  • Lumberjack Traditions: Embrace the area's rich logging history by participating in local events that celebrate this important part of the region’s heritage.
  • Winter Sports Etiquette: When visiting during the colder months, familiarize yourself with customary practices for skiing and snowboarding to ensure a respectful experience on the slopes.
  • Indigenous Heritage: Respectfully acknowledge the indigenous roots of the area, which are reflected in various cultural sites and community events here.
  • Local Culinary Customs: Savor regional flavors at local eateries that highlight ingredients and recipes unique to the region, offering an authentic taste of here.

Frequently Asked Questions About Collingwood?

2. How many vacation rentals have private pools in Collingwood?

There are 12 vacation rentals with private pools near Collingwood. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Collingwood are best for families?

If you are looking for a family-friendly vacation home in Collingwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Collingwood:

4. How many Rentbyowner vacation rentals are available in Collingwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 317 in the Collingwood 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 Collingwood. 

5. What is the cancellation policy for vacation rentals in Collingwood, Ontario?

Cancellation policies vary depending on the property owner. You should review the specific listing details or contact the host directly to understand the applicable policy before finalizing your booking.

6. How do I ensure my booking in Collingwood is secure and reliable?

Bookings made through trusted platforms like this one offer secure payment methods and verified listings. Always read reviews and confirm the host’s credentials to ensure a smooth stay in the area.

7. Are there any additional fees associated with my reservation in this region?

Additional charges such as cleaning fees, service fees, or taxes are typically outlined in the listing details. Check the total price breakdown before completing your reservation for clarity.

8. Can I modify or cancel my reservation once it’s booked?

Modification and cancellation options depend on the individual property’s policies. Contact the property owner or review the listing’s terms to understand your options clearly.

9. What amenities are commonly available at vacation properties in this destination?

Most vacation rentals in the region include essentials such as Wi-Fi, parking, and kitchen facilities. However, it's best to verify the specific amenities listed for each property to ensure they meet your needs.

Collingwood Top Rated Vacation Rentals