Collingwood vacation rentals

We found 1,088 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Collingwood by choosing from 71 houses, 52 condos, and other vacation rentals. Vacation homes offer the amenities you expect for your family, friends, or furry companion, such as a hot tub and a washer and dryer. At the end of the day, you're sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Collingwood

Showing deals for:May 22 - May 29

Image gallery for 6 bdrm Blue Mountain Cottage Near Ski Hills, Hot Tub, Sauna, Ping Pong

Spacious 6 bedroom cottage, open concept upper level
9.0 out of 10, Wonderful, (31 reviews)
Wonderful
(31 reviews)

6 bdrm Blue Mountain Cottage Near Ski Hills, Hot Tub, Sauna, Ping Pong

The Blue Mountains

31% off
Price is $639
$4,475 for 7 nights
All fees included
6 bdrm Blue Mountain Cottage Near Ski Hills, Hot Tub, Sauna, Ping Pong

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Find out more about Collingwood

Why visit Collingwood

  • Outdoor Adventures: Experience thrilling activities like skiing and hiking, perfect for adventure seekers.
  • Stunning Scenery: Enjoy breathtaking views and outdoor seating options to soak in the natural beauty.
  • Family-Friendly Atmosphere: Engage in recreational activities suitable for all ages, making it a great family destination.
  • Diverse Accommodations: Choose from cozy condos, private homes, and charming cottages for a comfortable stay.
  • Welcoming Neighborhoods: Explore friendly local areas that add to the community’s vibrant charm.

Popular types of accommodation in Collingwood

Looking for the perfect getaway in Collingwood? We’ve got you covered. The most popular types of vacation rentals in the area include cozy condos, inviting houses, and charming cottages. Whether you’re interested in house rentals, cottage rentals, or condo rentals, you’ll find a variety of options to suit your needs. Plus, if hotels are more your style, Collingwood has those too. Enjoy your stay with transparency, savings, and reassurance.

  • Condos: The top choice for vacation rentals in Collingwood, offering modern amenities and proximity to attractions.
  • Houses: A popular option for families and groups seeking a homelike experience with added privacy.
  • Cottages: Ideal for those looking for a cozy and charming retreat surrounded by nature.
  • Apartments: Convenient and budget-friendly, perfect for solo travelers or couples.
  • Chalets: A favored choice for winter sports enthusiasts, combining comfort with a rustic feel.**

Top attractions in and around Collingwood

Collingwood, Ontario, is the perfect destination for adventure seekers and outdoor enthusiasts, offering a range of activities from skiing at local resorts to relaxing on beautiful beaches. With attractions that showcase the natural beauty and cultural experiences of the area, Collingwood caters to travelers looking for both excitement and relaxation. Whether you're planning a family trip or a getaway with friends, don't miss the chance to explore this charming Canadian town.

  • Blue Mountain Ski Resort: Located 5 miles from Collingwood, this premier ski resort offers thrilling skiing, snowboarding, and winter adventures, making it a perfect destination for outdoor enthusiasts.
  • Collingwood Scenic Caves: Also 5 miles away, this eco-friendly park features stunning natural caves, hiking trails, and family-friendly activities, inviting visitors to explore the beauty of the outdoors.
  • Collingwood Harbour: Situated within Collingwood, this marina boasts beautiful beach vibes and adventure activities, perfect for boating, fishing, and enjoying scenic waterfront views.

Things to do recommended for couples

Collingwood offers the perfect romantic getaway. Enjoy skiing at Blue Mountain Ski Resort, unwind at Living Shore Spa, and savor exquisite wines at Georgian Hills Vineyards. Each experience promises adventure, relaxation, and romance, making your couple vacation truly unforgettable.

Things to do recommended for families

During your family vacation in Collingwood, enjoy thrilling laps at Blue Mountain Go-Karts, catch a game at the Eddie Bush Memorial Arena, and unwind at the recreation center for wellness activities. These attractions promise a fun and memorable experience for everyone.

Things to do recommended for groups

Enjoy a round of golf at Cranberry Resort Golf Course or Collingwood Golf Course, both offering beautiful outdoor settings. For a cultural experience, catch a show at Theatre Collingwood, perfect for family fun and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Collingwood

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Collingwood with a group: Think about how many bedrooms you'll require, along with any amenities you might want, like a full kitchen or outdoor area for group gatherings. Fortunately, Vrbo allows you to filter for these features and much more.
  • Traveling to Collingwood with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, as well as access to suitable amenities like a private pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Collingwood: For many families, a vacation isn’t truly fulfilled without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Collingwood: If you’re searching for vacation rentals that offer special rates for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Collingwood

Collingwood, Ontario, is the perfect destination for adventure seekers and families alike. With stunning views and outdoor seating options, you can relax and soak in the beautiful scenery. Explore nearby neighborhoods that offer a friendly atmosphere and recreational activities for all ages. Whether you're hitting the slopes or enjoying a family getaway, Collingwood's charm and vibrant vibe will make your vacation unforgettable.

  • The Blue Mountains: Located approximately 10 miles from Collingwood, The Blue Mountains is a haven for outdoor enthusiasts and adventure seekers. Known for its stunning landscapes and ski resorts, the area attracts visitors year-round. Winter sports such as skiing and snowboarding are the main draws, while summer activities include hiking and mountain biking. The scenic views of the nearby lakes and beaches provide a perfect backdrop for family outings and relaxation. Don't miss the body treatment options available at local wellness centers, ideal for unwinding after a day of adventure.
  • Blue Mountain Village: Just 5 miles from Collingwood, Blue Mountain Village is a vibrant resort community that offers a mix of leisure and adventure. The village is renowned for its ski slopes and luxurious resorts, making it a top destination for those looking to hit the slopes. In addition to winter sports, visitors can enjoy various outdoor activities like hiking and zip-lining during the warmer months. The nearby theme park and recreational areas provide fun for families, while lakes and parks add to the picturesque setting.
  • Wasaga Beach: Situated about 10 miles from Collingwood, Wasaga Beach is famous for its beautiful shoreline and recreational opportunities. Known primarily as a summer destination, the beach offers a variety of outdoor experiences, including swimming, sunbathing, and beach sports. The scenic bay area is perfect for picnics and leisurely strolls. In the winter, visitors can enjoy skiing at local resorts. With its stunning beaches and vibrant community, Wasaga Beach is an ideal location for both adventure and relaxation.

Best time to go to Collingwood

If you're planning a trip to Collingwood, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.5°F (-6.4°C)Light RainVery CloudyAverageAverage
February20.5°F (-6.4°C)Light RainMostly CloudyAverageSlightly High
March29.3°F (-1.5°C)Light RainMostly CloudyAverageAverage
April39.7°F (4.3°C)Light RainMostly CloudyAverageSlightly Low
May52.2°F (11.2°C)Light RainMostly SunnySlightly LowAverage
June60.6°F (15.9°C)Light RainMostly SunnySlightly HighAverage
July67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
August66.6°F (19.2°C)Light RainMostly SunnySlightly HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October48.7°F (9.3°C)Light RainMostly CloudySlightly LowSlightly Low
November37.0°F (2.8°C)Light RainMostly CloudySlightly LowSlightly Low
December28.2°F (-2.1°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your upcoming trip? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We've got your back in finding the best deals.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. Being the planner truly pays off. When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash on eligible reservations. Sign up today and start enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new getaways, refine your travel arrangements, or review your existing reservations. Your saved or booked properties are neatly categorized under Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Eat your way through the Apple Pie Trail

With a knockout location on Nottawasaga Bay, Collingwood is one of Ontario’s prettiest lakeside towns. There’s a lively street scene to soak up and a rich maritime history to discover. Beyond the town itself, Collingwood is a major gateway to Ontario’s legendary Blue Mountain resort. And, if outdoor activities don’t appeal, why not sink your teeth into Ontario’s famous Apple Pie Trail? From cozy condos to luxe waterfront chalets, Collingwood vacation rentals are the perfect base for exploring the province’s picturesque orchards.

Superb skiing near Collingwood

From groomed corduroy slopes to deep powder runs, Blue Mountain Resort has been luring skiers for more than 75 years. In summer, the resort transforms into a sun-drenched outdoor playground. There are family-friendly activities to boot, as well as a luxe lineup of shops and day spas. With its mountain setting and friendly atmosphere, Monterra Golf is a great place to work on your par. If you’re curious about the town’s history, an afternoon at the Collingwood Museum is a great way to discover the town’s ship-building legacy.

Pack your blue suede shoes

Collingwood’s coastal setting makes summer its busiest season. The town takes its cultural calendar seriously, with plenty of hype surrounding August’s annual Harbor Festival. Collingwood is also famous for its long-running Elvis Festival, which attracts impersonators and fans from across the globe. Visit in winter and Blue Mountain resort hums with activity. Luxury Collingwood vacation rentals are a great base for your ski break, giving you the freedom to hit the slopes by day then warm up by a blazing fireplace.

Watery wonders near Collingwood

With Nottawasaga Bay on one side and the Blue Mountains to the other, Collingwood doesn’t scrimp on scenery. The bay may seem compact, but it’s actually part of Lake Huron, one of North America’s five Great Lakes. Nottawasaga forms part of the larger Georgian Bay, which spans the dramatic Niagara Escarpment. Blue Mountain resort is just a few miles to the west, with scenic slopes that overlook Lake Huron. If you’re visiting in the summer, why not day trip to nearby Wasaga Beach, one of Ontario’s most charming lakefront towns?

Frequently asked questions

What is the best area to stay in Collingwood, Ontario, Canada when booking a vacation rental?
When considering the best area to stay in Collingwood, Ontario for a vacation rental, the downtown area is a fantastic choice. This vibrant neighborhood offers a charming mix of shops, restaurants, and local cafes, making it easy to explore on foot. One of the top attractions in this area is the scenic waterfront along Georgian Bay, where visitors can enjoy beautiful views and various outdoor activities. Additionally, the nearby Collingwood Museum provides insight into the town's rich history and heritage.

Another great option is the area surrounding Blue Mountain, which is just a short drive away. Known for its world-class ski resort, this neighborhood is superb for those looking to enjoy winter sports. In the warmer months, it transforms into a hub for hiking and mountain biking enthusiasts. The Blue Mountain Village, with its lively option, offers a variety of dining, shopping, and entertainment options, making it a delightful place to spend time.
How much does it cost to rent a vacation home in Collingwood?
Prices for vacation rentals in Collingwood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Collingwood to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Collingwood vacation house rentals?
You can find great discounts on house rentals in Collingwood on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Collingwood?
For renting a beach house in Collingwood, the area surrounding Craigleith and the shores of Georgian Bay is particularly appealing. This region offers a variety of vacation rentals, many of which are located close to the water and provide stunning views of the bay. Properties here often feature spacious decks, outdoor grills, and private fire pits, superb for enjoying warm summer evenings by the water.

The nearby Sunset Point Park in Collingwood is another prime location for beach house rentals, where visitors can enjoy sandy beaches and picnic areas. Rentals in this area typically come with family-friendly amenities, such as multiple bedrooms, fully equipped kitchens, and easy access to walking paths and bike trails.

For those interested in outdoor activities, the Blue Mountain area is just a short drive away and offers additional recreational options. Many beach houses in this vicinity provide amenities like hot tubs, game rooms, and proximity to hiking trails.
Where are the best Collingwood ski resort rentals?
For the best ski resort rentals in Collingwood, travelers should focus on areas near Blue Mountain, which is the primary ski destination in the region. The Blue Mountain Village offers a vibrant setting with a range of accommodations, including cozy chalets, modern condos, and spacious townhouses. Many of these properties come equipped with ski-in/ski-out access, allowing guests to hit the slopes conveniently.

In the Village, visitors can expect amenities such as full kitchens, hot tubs, and outdoor patios, superb for relaxing after a day of skiing. The village itself is bustling with shops, restaurants, and entertainment options, making it an ideal spot for those looking to enjoy both skiing and après-ski activities.

Beyond the Village, properties in the surrounding areas of Craigleith and Thornbury offer a more tranquil experience, with options like rustic cabins and luxurious lodges. These rentals often feature stunning views of the escarpment, fireplaces, and access to nearby hiking trails and scenic spots for relaxation.
What is the most popular type of vacation rental accomodation in Collingwood?
In Collingwood, vacation houses are the most popular rental choice, with about 51 available throughout the area. These homes typically offer spacious interiors, multiple bedrooms, fully equipped kitchens, and often feature outdoor spaces like patios or decks, making them ideal for families or groups looking to enjoy the natural beauty of the region. Additionally, there are approximately 44 condos available, which provide a more compact option while still offering amenities such as kitchen facilities and comfortable living areas, often located near the Blue Mountain ski resort and the scenic waterfront.
Are there any family house rentals in Collingwood?
In Collingwood, Ontario, there is a wide selection of family-friendly homes available—approximately 63 properties that cater to families. The area is known for its proximity to Blue Mountain, a popular destination for outdoor activities year-round. Many of these rentals feature spacious living areas great for family gatherings, fully equipped kitchens for preparing meals, and some even come with amenities like private hot tubs or game rooms to keep everyone entertained.

Visitors can explore the scenic beauty of the surrounding region, including hiking trails and the stunning views from the Niagara Escarpment. Additionally, the charming downtown area offers shops, restaurants, and local attractions, making it easy for families to enjoy both relaxation and adventure.
Can I rent a vacation home with a pool or hot tub in Collingwood?
In Collingwood, there are plenty of vacation homes available for rent that include pools and hot tubs, with around 30 options to choose from. This picturesque town, located near the scenic Blue Mountains, is a popular destination for both winter sports and summer activities. Many of these properties are situated in family-friendly neighborhoods and often feature amenities such as private pools, relaxing hot tubs, outdoor patios, and fully equipped kitchens, great for both relaxation and entertaining after a day of exploring the area.

Travelers can enjoy easy access to local attractions, including the beautiful waterfront along Georgian Bay and the nearby ski resorts, making it an ideal spot for year-round adventures.
Can I find long-stay vacation rentals in Collingwood?
A long-stay vacation rental in Collingwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Collingwood?
In Collingwood, travelers will find a variety of pet-friendly house rentals, with numerous options available to accommodate furry companions. Many properties in this charming Ontario town come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

Collingwood is conveniently located near several parks and outdoor areas, providing ample opportunities for pet owners to explore. The nearby Collingwood Arboretum offers picturesque walking trails and green spaces, great for leisurely strolls with pets. Additionally, the scenic waterfront along the Collingwood Harbour features walking paths and beautiful views, ideal for active outings.

For those seeking a more adventurous experience, the area around Blue Mountain is just a short drive away, where hiking trails and natural beauty await.
Are there any remote work vacation rentals in Collingwood?
In Collingwood, Ontario, there are plenty of options for remote work vacation rentals, with around 89 properties available. This picturesque town, located near the scenic Blue Mountains and the shores of Georgian Bay, offers a variety of accommodations that cater to remote workers. Many rentals feature dedicated workspaces, high-speed Wi-Fi, and comfortable living areas, ensuring that you can stay productive while enjoying your getaway.

Travelers can expect amenities such as fully equipped kitchens, spacious dining areas, and outdoor patios or balconies that provide a relaxing environment after a day of work. The area is also known for its outdoor recreational opportunities, including hiking and skiing in the nearby Blue Mountain Resort, making it an ideal location for balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Collingwood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Collingwood with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Collingwood?
In Collingwood, popular vacation rental amenities include well-equipped kitchens, great for travelers who enjoy cooking their own meals. Many rentals feature cozy fireplaces, adding warmth and ambiance—ideal for those chilly evenings. A coffee or tea maker is also a common amenity, allowing guests to enjoy their favorite hot beverages at their convenience. Onsite parking is typically available, making it easy for visitors to explore the area without hassle. Additionally, many properties boast decks or patios, providing outdoor spaces where guests can relax and take in the beautiful surroundings.
When is the best time to visit Collingwood for a vacation rental?
The best time to visit Collingwood for a vacation rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts visitors looking to immerse themselves in outdoor adventures, as the warm weather provides ideal conditions for hiking, biking, and enjoying the stunning landscapes of the Blue Mountains.

During these summer months, you can expect average temperatures ranging from the low 60s to high 70s Fahrenheit, great for exploring the beautiful waterfront along Georgian Bay or participating in various local festivals. The lively option enhances the experience, allowing you to connect with fellow travelers who share your passion for adventure and the great outdoors.

If you're seeking a more budget-friendly option, consider planning your trip in November. While this month marks the low season, it offers a unique charm with fewer crowds. You can still appreciate the area's natural beauty, perhaps taking serene walks or enjoying the tranquility of the local parks as the autumn foliage creates a picturesque backdrop.
How early should I book a Collingwood vacation rental?
Book your Collingwood vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Collingwood, Ontario, Canada?
In Collingwood, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The Blue Mountain Resort is a major draw, offering skiing and snowboarding in the winter, along with mountain biking and hiking trails during the warmer months. Nearby, the stunning scenery of the Scenic Caves Nature Adventures features walking trails, zip-lining, and breathtaking views of the surrounding landscape.

The charming downtown area of Collingwood is also worth exploring, where you can find boutique shops, local eateries, and cultural institutions such as the Collingwood Museum, which showcases the town's history. For those interested in water activities, the waterfront along the shores of Georgian Bay provides opportunities for sailing, kayaking, and relaxing at local beaches.
Can I change or cancel my Collingwood home rental booking on Vrbo?
To find Collingwood vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Collingwood vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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