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Collingwood Detached Houses for Rent

Showing results 1 - 29 of 29

In Collingwood, the commercial rental market is on the rise, offering diverse opportunities for businesses. Square Yards Canada simplifies your search for the perfect detached for rent in Collingwood. Our platform provides a seamless experience with easy-to-use filters for property type, price range, size, and amenities. Start by selecting your desired property type, whether it's retail space or Collingwood detached for rent. Refine your search by adjusting price and size to meet your needs. The listings can be sorted by newness or price to find the best options. Explore our Collingwood detached for rent listings today and find the perfect space to grow your business.

Last Updated: September 19, 2026

34 Photos

63 SILVER Crescent, Simcoe, ON , MLS #S13789424 , Image - 1

63 SILVER Crescent Collingwood, Simcoe, ON MLS® S13789424

Residential Freehold (Detached)

$14000.0

4 +0 Beds
3 Baths
2000-2500 sq-ft

WINTER SKI SEASON RENTAL - price for - 4 MONTHS! Flexible move-in and move-out dates. Enjoy the ultimate winter getaway in this spacious 4-bedroom, 3

40 Photos

11 Stalker Street, Simcoe, ON , MLS #S13802726 , Image - 1

11 Stalker Street Collingwood, Simcoe, ON MLS® S13802726

Residential Freehold (Detached)

$2500.0

2 Beds
2 Baths
1100-1500 sq-ft

ANNUAL LEASE. This beautifully designed bungalow offers the perfect blend of modern comfort, thoughtful craftsmanship, and four-season lifestyle livin

25 Photos

7 Willow Street, Simcoe, ON , MLS #S13801000 , Image - 1

7 Willow Street Collingwood, Simcoe, ON MLS® S13801000

Residential Freehold (Detached)

$1900.0

2 Beds
1 Baths
1100-1500 sq-ft

Settle into Collingwood living with this bright and welcoming two-bedroom lower-level apartment, offering comfortable everyday living in a peaceful re

35 Photos

7 Meadowlark Way, Simcoe, ON , MLS #S13723526 , Image - 1

7 Meadowlark Way Collingwood, Simcoe, ON MLS® S13723526

Residential Freehold (Detached)

$100000.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

A LUXURY SKI-SEASON ESTATE MINUTES FROM OSLER BLUFF & BLUE MOUNTAIN! Available for the December through March ski season, this custom Windrose Estates

Open House : Sat Sep 26, 12:00 PM to 02:00 PM

40 Photos

28 TESKEY Court, Simcoe, ON , MLS #S13797094 , Image - 1

28 TESKEY Court Collingwood, Simcoe, ON MLS® S13797094

Residential Freehold (Detached)

$3000.0

2 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to 28 Teskey Court in Collingwood! Step inside this beautifully renovated raised bungalow, where comfortable living meets thoughtful updates.

18 Photos

15 Portland Street E, Simcoe, ON , MLS #S13793770 , Image - 1

Unit-Main Level /Upper Level, 15 Portland Street E Collingwood, Simcoe, ON MLS® S13793770

Residential Freehold (Detached)

$8000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this beautifully maintained and tastefully decorated 4-bedroom detached corner unit, offering plenty of natural light and a warm, inviting

11 Photos

642 Oak Street, Simcoe, ON , MLS #S13791386 , Image - 1

642 Oak Street Collingwood, Simcoe, ON MLS® S13791386

Residential Freehold (Detached)

$2300.0

3 Beds
1 Baths
1100-1500 sq-ft

Newly Renovated Main Floor Annual Rental in Central Collingwood. Welcome to 642 Oak Street. This thoughtfully renovated main-floor residence offers a

26 Photos

6 Alpine Court, Simcoe, ON , MLS #S13175368 , Image - 1

6 Alpine Court Collingwood, Simcoe, ON MLS® S13175368

Residential Freehold (Detached)

$5500.0

Reduced by 26.7%

4 Beds
3 Baths
3500-5000 sq-ft

Home is currently unfurnished but Seller would consider furnishing it again. Nestled on a prestigious cul-de-sac, this beautifully crafted bungalow i

40 Photos

329 THIRD Street, Simcoe, ON , MLS #S13766570 , Image - 1

329 THIRD Street Collingwood, Simcoe, ON MLS® S13766570

Residential Freehold (Detached)

$7000.0

4 +0 Beds
3 Baths
3500-5000 sq-ft

EXECUTIVE SKI-SEASON RENTAL (Dec to Mar)- Are you a discerning renter looking for a spectacular century home in the tree streets of downtown Collingwo

32 Photos

90 KIRBY Avenue, Simcoe, ON , MLS #S13761226 , Image - 1

Unit-Upper, 90 KIRBY Avenue Collingwood, Simcoe, ON MLS® S13761226

Residential Freehold (Detached)

$2850.0

4 +0 Beds
3 Baths
2500-3000 sq-ft

ANNUAL UNFURNISHED Upper unit. Fantastic value for this 4 bedroom, 2.5 bathroom 2600 sq foot home with garage. Indigo Estates subdivision is a short w

27 Photos

20 Connor Avenue, Simcoe, ON , MLS #S13780992 , Image - 1

20 Connor Avenue Collingwood, Simcoe, ON MLS® S13780992

Residential Freehold (Detached)

$17000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

SKI SEASON FURNISHED SEASONAL RENTAL in lovely single family home west side of Collingwood! List price is for Dec. 1 to March 31, dates may be flexibl

20 Photos

303 OAK Street, Simcoe, ON , MLS #S13779352 , Image - 1

303 OAK Street Collingwood, Simcoe, ON MLS® S13779352

Residential Freehold (Detached)

$2500.0

2 +0 Beds
1 Baths
700-1100 sq-ft

ANNUAL RENTAL! Fantastic bungalow in the tree streets of downtown Collingwood! This cozy 2 bedroom, 1 bathroom home is perfect for a small family or c

19 Photos

15 Portland Street, Simcoe, ON , MLS #S13730750 , Image - 1

15 Portland Street Collingwood, Simcoe, ON MLS® S13730750

Residential Freehold (Detached)

$4200.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this beautifully maintained, spacious 4-bedroom detached home offering over 3,000 sq. ft. of living space, conveniently located near Huront

16 Photos

10 NIAGARA Street, Simcoe, ON , MLS #S13726024 , Image - 1

10 NIAGARA Street Collingwood, Simcoe, ON MLS® S13726024

Residential Freehold (Detached)

$4500.0

4 +0 Beds
4 Baths
2500-3000 sq-ft

A rare opportunity for the Collingwood renter who wants it all: fully furnished, great location, luxury, and lifestyle. Steps from Georgian Bay and Su

12 Photos

205 Beech Street, Simcoe, ON , MLS #S13733998 , Image - 1

205 Beech Street Collingwood, Simcoe, ON MLS® S13733998

Residential Freehold (Detached)

$20000.0

2 Beds
2 Baths
1100-1500 sq-ft

Elegant Century red brick two bedroom two bathroom Seasonal Rental in Collingwood. A warm and inviting open concept home with a large dining room tabl

38 Photos

58 Market Street, Simcoe, ON , MLS #S13750536 , Image - 1

58 Market Street Collingwood, Simcoe, ON MLS® S13750536

Residential Freehold (Detached)

$3200.0

3 Beds
2 Baths
1100-1500 sq-ft

A private, character-filled home in the heart of Collingwood, offering an unexpected sense of space and privacy just moments from downtown. Set on a g

17 Photos

61 Sixth Street, Simcoe, ON , MLS #S13746824 , Image - 1

61 Sixth Street Collingwood, Simcoe, ON MLS® S13746824

Residential Freehold (Detached)

$2100.0

2 Beds
1 Baths
1100-1500 sq-ft

Seasonal Furnished Rental available in this Central Collingwood Bungalow. Cute as a button with 2 bedrooms (Queen bed in the primary, and twin bed in

48 Photos

6 MCKEAN Crescent, Simcoe, ON , MLS #S13742466 , Image - 1

6 MCKEAN Crescent Collingwood, Simcoe, ON MLS® S13742466

Residential Freehold (Detached)

$3150.0

3 +0 Beds
2 Baths
1500-2000 sq-ft

Detached Annual Lease in Lockhart Meadows! Located in the Admiral school district, this gorgeous home is nestled into an idyllic community featuring p

26 Photos

316 Hume Street, Simcoe, ON , MLS #S13731578 , Image - 1

316 Hume Street Collingwood, Simcoe, ON MLS® S13731578

Residential Freehold (Detached)

$3000.0

2 Beds
1 Baths
700-1100 sq-ft

3-4 Month Winter Seasonal Lease (Utilities, High-Speed Internet & Snow Removal Included) Enjoy the perfect winter getaway in this newly renovated, ful

20 Photos

51 Raglan Street, Simcoe, ON , MLS #S13695218 , Image - 1

Unit-LOWER, 51 Raglan Street Collingwood, Simcoe, ON MLS® S13695218

Residential Freehold (Detached)

$1900.0

0 +2 Beds
1 Baths
< 700 sq-ft

ANNUAL RENTAL - Lower level 2 bed, 1 bath with laundry in this raised bungalow close to Georgian Bay! Space includes kitchen and a spacious living roo

37 Photos

89 Georgian Manor Drive, Simcoe, ON , MLS #S12692518 , Image - 1

89 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S12692518

Residential Freehold (Detached)

$5500.0

3 Beds
2 Baths
1100-1500 sq-ft

A rare opportunity to lease a true beachfront retreat on the shores of Georgian Bay! Available for August, September & October 2026, this exceptional

47 Photos

4 Holly Court, Simcoe, ON , MLS #S13593670 , Image - 1

4 Holly Court Collingwood, Simcoe, ON MLS® S13593670

Residential Freehold (Detached)

$14000.0

3 +2 Beds
4 Baths
2000-2500 sq-ft

Welcome to 4 Holly Court, an exceptional luxury retreat available for the 2026 ski season at $14,000 per month, utilities in addition.Set on a spectac

43 Photos

734 Mountain Road, Simcoe, ON , MLS #S13449506 , Image - 1

734 Mountain Road Collingwood, Simcoe, ON MLS® S13449506

Residential Freehold (Detached)

$6000.0

Reduced by 4.0%

7 +0 Beds
3 Baths
2500-3000 sq-ft

FALL SEASONAL RENTAL (~3 months). Welcome to 734 Mountain Road, Collingwood - your ultimate summer escape just minutes from Blue Mountain Village! Thi

9 Photos

24 Dey Drive, Simcoe, ON , MLS #S13658642 , Image - 1

24 Dey Drive Collingwood, Simcoe, ON MLS® S13658642

Residential Freehold (Detached)

$3350.0

4 Beds
3 Baths
2000-2500 sq-ft

Discover comfortable family living in a peaceful, welcoming neighbourhood just minutes from Blue Mountain Resort. This spacious 4 bedroom, 3 bathroom

32 Photos

12 MITCHELL Avenue, Simcoe, ON , MLS #S13499736 , Image - 1

12 MITCHELL Avenue Collingwood, Simcoe, ON MLS® S13499736

Residential Freehold (Detached)

$3300.0

3 Beds
3 Baths
1100-1500 sq-ft

This modern yet cozy open-concept home of over 1,300 sq ft has everything you need! An open foyer lets light in on both levels and a grey-stained oak

18 Photos

66 Portland Street, Simcoe, ON , MLS #S13642102 , Image - 1

66 Portland Street Collingwood, Simcoe, ON MLS® S13642102

Residential Freehold (Detached)

$3500.0

4 Beds
3 Baths
2500-3000 sq-ft

Discover the ultimate lifestyle with this exclusive leasing opportunity! Immerse yourself in the charm of a stunning detached home, just moments away

40 Photos

37 Georgian Manor Drive, Simcoe, ON , MLS #S13639618 , Image - 1

37 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13639618

Residential Freehold (Detached)

$6000.0

4 +1 Beds
3 Baths
1500-2000 sq-ft

Discover the ultimate year-round, four season gem - a spacious, fully furnished waterfront getaway nestled in a peaceful, serene, private wooded setti

50 Photos

36 Kayla Crescent, Simcoe, ON , MLS #S13519226 , Image - 1

36 Kayla Crescent Collingwood, Simcoe, ON MLS® S13519226

Residential Freehold (Detached)

$5000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

FURNISHED SHORT TERM RENTAL OR ANNUAL. This beautifully upgraded Collingwood seasonal rental, offering the perfect blend of luxury, comfort, and four-

22 Photos

50 Trott Boulevard, Simcoe, ON , MLS #S12547164 , Image - 1

50 Trott Boulevard Collingwood, Simcoe, ON MLS® S12547164

Residential Freehold (Detached)

$2700.0

2 Beds
1 Baths
1100-1500 sq-ft

Season rental Winter or Summer. Recently renovated 1200 sf. separate, self contained turn key 2 bedroom suite, fully furnished bnb. Fully equipped kit

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