Collingwood vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Collingwood

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Collingwood vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

C$ 59 - C$ 846C$ 846 - C$ 1,631C$ 1,631 - C$ 2,417C$ 2,417 - C$ 3,203C$ 3,203+ per night

Property Types

ApartmentChaletCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Collingwood

Show all
Whispering Pines Escape - Collingwood - Living room
Whispering Pines Escape
Collingwood, ON, Canada
9.1Wonderful(41)
Parking
Free Wi-Fi
C$ 259+
Check availability
The Nordic - Central Collingwood Condo - Collingwood - Living room
The Nordic - Central Collingwood Condo
Collingwood, ON, Canada
8.3Very good(20)
Parking
Free Wi-Fi
C$ 222+
Check availability
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain! - Collingwood - Bedroom
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
Collingwood, ON, Canada
9.5Wonderful(9)
Free Wi-Fi
C$ 240+
Check availability
Luxury Contemporary Condo in Downtown Collingwood 97044 - Collingwood - Balcony
Luxury Contemporary Condo in Downtown Collingwood 97044
Collingwood, ON, Canada
8.9Very good(16)
Free Wi-Fi
Pet friendly
C$ 323+
Check availability
Bright and Spacious Condo in Downtown Collingwood 97043 - Collingwood - Balcony
Bright and Spacious Condo in Downtown Collingwood 97043
Collingwood, ON, Canada
9.3Wonderful(18)
Parking
Free Wi-Fi
Pet friendly
C$ 346+
Check availability
The Alpine - Central Collingwood Condo - Collingwood - Living room
The Alpine - Central Collingwood Condo
Collingwood, ON, Canada
8.2Very good(14)
Parking
Free Wi-Fi
C$ 223+
Check availability
Spacious condo near village shared pool, deck, grill, fireplace, & washer/dryer - Collingwood - Building
Spacious condo near village shared pool, deck, grill, fireplace, & washer/dryer
Collingwood, ON, Canada
9.2Wonderful(14)
C$ 347+
Check availability
Cozy Guest House close to Wasaga Beach & Blue Mtn - Collingwood - Living room
Cozy Guest House close to Wasaga Beach & Blue Mtn
Collingwood, ON, Canada
9.7Wonderful(53)
Parking
Free Wi-Fi
Pet friendly
C$ 290+
Check availability
Mountain View Villas One Bedroom Suite - Collingwood
Mountain View Villas One Bedroom Suite
Collingwood, ON, Canada
8.3Very good(33)
Parking
C$ 180+
Check availability
Four Season Family Retreat with Pool Access - Collingwood
Four Season Family Retreat with Pool Access
Collingwood, ON, Canada
8.8Very good(10)
Parking
Free Wi-Fi
Pool
C$ 242+
Check availability
Homestay - Clean very quiet condo - Collingwood
Homestay - Clean very quiet condo
Collingwood, ON, Canada
C$ 114+
Check availability
Blue Mtn Getaway in Historic Snowbridge Chalet - Collingwood
Blue Mtn Getaway in Historic Snowbridge Chalet
Collingwood, ON, Canada
9.4Wonderful(4)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 352+
Check availability
Explore Shopping Spa - Collingwood
Explore Shopping Spa
Collingwood, ON, Canada
10Wonderful(3)
Parking
Free Wi-Fi
Pet friendly
C$ 293+
Check availability
Cozy Collingwood Retreat 80204 - Collingwood
Cozy Collingwood Retreat 80204
Collingwood, ON, Canada
9.2Wonderful(2)
Parking
Free Wi-Fi
C$ 313+
Check availability
Cosy Chalet - 4 Season Family Oasis - Collingwood
Cosy Chalet - 4 Season Family Oasis
Collingwood, ON, Canada
9.4Wonderful(19)
Parking
Free Wi-Fi
Pool
C$ 294+
Check availability
New Management - Collingwood Getaway - Collingwood
New Management - Collingwood Getaway
Collingwood, ON, Canada
6.0Okay(1)
Parking
Free Wi-Fi
Pet friendly
C$ 223+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Collingwood

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Collingwood with confidence.

What is the cheapest day of the week to book a vacation rental in Collingwood?

Thursday offers the lowest rates in Collingwood, with an average nightly price of C$ 156. The highest prices are found on Saturday, with average rates at C$ 472.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

August
June
C$ 268
C$ 494
Cheapest month to stay with an average 38% drop in price.
Most expensive month to stay with an average 61% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Collingwood holiday rental deals

  • Pool and hot tub are the most popular vacation rental property amenities in Collingwood
  • Vacation rentals in Collingwood are around 26% cheaper than hotels on average. Search here to compare prices for all accommodation types in Collingwood.
  • The best vacation rental properties in Collingwood are -Quiet Mountainview Retreat with Private Pool (9.9, 25 reviews), Cozy Guest House close to Wasaga Beach & Blue Mtn (9.7, 53), and New Blue Mountain Village Snowbridge Executive Townhome Sleeps 10 with Outdoor Pool and Shuttle (9.6, 37), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Collingwood, you should consider visiting during the low season. The cheapest vacation homes in Collingwood can be found in August and March.
  • The cheapest night for renting a vacation home in Collingwood is Thursday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Collingwood for 3 days.

FAQs when booking a vacation home in Collingwood

  • How much is a vacation rental for a week in Collingwood?

    The average price for a weekly Collingwood vacation rental found by KAYAK users in the last 2 weeks is C$ 2,652.

  • How much is a vacation rental for a month in Collingwood?

    The average price for a monthly Collingwood vacation rental found by KAYAK users in the last 2 weeks is C$ 11,365.

  • What types of vacation rentals are available in Collingwood?

    There are loads of different property types that you can make your vacation home in Collingwood. You’ll find agritourism, apartments, cabins, chalets, condos, cottages, houses, homestays and villas.

  • Are there any pet-friendly vacation rentals in Collingwood?

    There are a number of dog and pet-friendly Collingwood vacation rentals, with around 13% allowing you to bring your pet along with you.

  • How much is a vacation rental in Collingwood for tonight?

    In the last 72 hours, users have found Collingwood vacation rentals for tonight for as low as C$ 287. Search here for similar prices

  • How can I find vacation rentals near me in Collingwood?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Collingwood?

Our map will help you find the perfect place to stay in Collingwood by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Collingwood

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.