Best Vacation Homes in Collingwood
Condo
10.0(86 Reviews)
1 Bedroom
1 Bath
4 Guests
630 ft²
Oceanfront
Fireplace/Heating
Pool
Ocean View
US $160/Night
7 Nights - US $1,120
House
10.0(3 Reviews)
2 Bedrooms
3 Baths
6 Guests
904.17 ft²
- Oceanfront
Hot Tub
Spa
Skiing
US $244/Night
7 Nights - US $1,711
House
10.0(1 Review)
1 Bedroom
1 Bath
Kitchen
Parking
Internet
Child Friendly
US $229/Night
7 Nights - US $1,601
House
10.0(31 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $290/Night
7 Nights - US $2,031
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
8 Guests
1603.82 ft²
View- Parking
Air Conditioner- Internet
US $288/Night
7 Nights - US $2,015
House
10.0(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $73/Night
7 Nights - US $511
House
10.0(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $73/Night
7 Nights - US $508
House
10.0(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
915 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $360/Night
7 Nights - US $2,517
Collingwood Luxury Rentals
House
3 Bedrooms
2 Baths
8 Guests
32292 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $875/Night
7 Nights - US $6,126
House
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $741/Night
7 Nights - US $5,190
House
10.0(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $678/Night
7 Nights - US $4,748
Ski Chalet
10.0(8 Reviews)
5 Bedrooms
4 Baths
8 Guests
4000 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
US $625/Night
7 Nights - US $4,373
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $565/Night
7 Nights - US $3,957
New
House
10.0(1 Review)
4 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $556/Night
7 Nights - US $3,893
House
3 Bedrooms
2 Baths
10 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $542/Night
7 Nights - US $3,797
House
9.6(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
1614.59 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $531/Night
7 Nights - US $3,714
Collingwood Pet Friendly Vacation Rentals
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1250 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $299/Night
7 Nights - US $2,093
House
9.8(7 Reviews)
2 Bedrooms
3 Baths
6 Guests
904.17 ft²
- Oceanfront
- Hot Tub
- Skiing
- Fireplace/Heating
US $176/Night
7 Nights - US $1,231
Condo
9.0(31 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $451/Night
7 Nights - US $3,155
Condo
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $102/Night
7 Nights - US $716
House
9.4(35 Reviews)
2 Bedrooms
3 Baths
6 Guests
904.17 ft²
- Oceanfront
- Hot Tub
- Spa
- Skiing
US $211/Night
7 Nights - US $1,474
Condo
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $177/Night
7 Nights - US $1,238
Condo
10.0(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
1050 ft²
Private Pool- Hot Tub
- Spa
- Fireplace/Heating
US $60/Night
7 Nights - US $423
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
900 ft²
- Oceanfront
- Hot Tub
- Spa
- Skiing
US $114/Night
7 Nights - US $795
Collingwood Large Vacation Homes
Villa
9.2(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
915 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $343/Night
7 Nights - US $2,399
House
10.0(1 Review)
6 Bedrooms
1 Bath
5 Guests
1194.79 ft²
- Fireplace/Heating
- Pool
- View
- Parking
US $184/Night
7 Nights - US $1,291
House
9.6(9 Reviews)
7 Bedrooms
3 Baths
16 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,651/Night
7 Nights - US $11,560
Villa
6.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
915 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $397/Night
7 Nights - US $2,776
Villa
9.0(14 Reviews)
1 Bedroom
3 Baths
7 Guests
1302.43 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $348/Night
7 Nights - US $2,434
Villa
2 Bedrooms
2 Baths
6 Guests
915 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $420/Night
7 Nights - US $2,937
House
10.0(1 Review)
6 Bedrooms
4 Baths
14 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $373/Night
7 Nights - US $2,614
House
9.8(13 Reviews)
4 Bedrooms
2 Baths
10 Guests
1733 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $123/Night
7 Nights - US $863
Why Choose Rent By Owner for your Collingwood 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.
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 (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
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
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
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
How to Book Your Collingwood 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 Collingwood
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 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.
Top Attractions Around Collingwood
What attractions are nearby?
In this charming area, you can enjoy outdoor activities such as hiking, biking, and exploring scenic lakes, making it the perfect destination for adventure seekers and nature lovers alike.
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.
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.
Other Places to Stay in Collingwood, ON
Blue Mountain Golf and Country Club
Cranberry Resort Golf Course
Collingwood Golf Course
Atoka Golf Course
White's Bay
Collingwood Harbour
Eddie Bush Memorial Arena
Collingwood Eddie Bush Memorial Arena
Theatre Collingwood
St. Mary's Roman Catholic Church
Collingwood Museum
Sunset Point Park
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.
Collingwood Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Collingwood?
There are a lot of options in Collingwood. If you plan on staying in the Collingwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Collingwood:
- Essence Suites Modern Condo *Collingwood *King Bed *Lake *Beach *Mountains *Spa
- Beautiful home, minutes away from Blue Mountain, Collingwood waterfront,and more
- COLLINGWOOD MONTHLY @ $2850 No tax! Read our outstanding reviews ⭐️⭐️⭐️⭐️⭐️
- STUNNING LAKEFRONT VIEWS. Beautiful, ground floor unit. Lighthouse Point.
- Modern Condo Steps From Historic Downtown Collingwood Charm
- Collingwood/Blue Mountain Gorgeous 2 bedroom Suite with Kitchen, LR, Dine.
- Beautiful tranquil centrally located condo
- Summer Resort Style Living - Private & Serene, Sauna, Outdoor Bar & Firepit
- Spectacular Lighthouse Point Waterfront Condo
- Large Heritage Duplex, 12 min to Blue mountain Village, Downtown Collingwood
2. How many vacation rentals have private pools in Collingwood?
There are 13 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 2026 is over 342 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
Ski Chalet
10.0(16 Reviews)
3 Bedrooms
2 Baths
5 Guests
1338 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $115/Night
7 Nights - US $804
Condo
10.0(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $140/Night
7 Nights - US $981
Ski Chalet
10.0(3 Reviews)
3 Bedrooms
2 Baths
4 Guests
1326 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $107/Night
7 Nights - US $751
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
5 Guests
1440 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $92/Night
7 Nights - US $641
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $111/Night
7 Nights - US $775
House
9.6(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
904 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $327/Night
7 Nights - US $2,286
House
9.6(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
915 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $321/Night
7 Nights - US $2,247
Hotel
9.4(1497 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
Breakfast
US $134/Night
7 Nights - US $935
