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Collingwood Detached Houses for Rent

Showing results 1 - 24 of 24

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: November 03, 2026

50 Photos

110 Mary Street, Simcoe, ON , MLS #S14141126 , Image - 1

110 Mary Street Collingwood, Simcoe, ON MLS® S14141126

Residential Freehold (Detached)

$4500.0

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

SEASONAL RENTAL AVAILABLE FROM 3-6 MONTH TERM. Photos you see with furnishings are the furniture used to list the home (MLS S13670202). The furniture

25 Photos

2 Rowland Street, Simcoe, ON , MLS #S14138788 , Image - 1

2 Rowland Street Collingwood, Simcoe, ON MLS® S14138788

Residential Freehold (Detached)

$3500.0

4 Beds
3 Baths
2500-3000 sq-ft

4 bedroom detached house is located on the quiet corner of family friendly neighbourhood. Built just a few years ago, this house is still preserved by

42 Photos

205 Bryan Drive, Simcoe, ON , MLS #S14085980 , Image - 1

205 Bryan Drive Collingwood, Simcoe, ON MLS® S14085980

Residential Freehold (Detached)

$2500.0

Reduced by 7.4%

2 Beds
2 Baths
1100-1500 sq-ft

Annual UNFURNISHED upper apartment in a nice brick home in The Lockhart subdivision. Two large bedrooms, two bathrooms, a huge living room, large dini

39 Photos

13 Cherry Street, Simcoe, ON , MLS #S14028816 , Image - 1

13 Cherry Street Collingwood, Simcoe, ON MLS® S14028816

Residential Freehold (Detached)

$6300.0

Reduced by 10.0%

4 Beds
4 Baths
2500-3000 sq-ft

Luxurious Ski Season Waterfront Retreat. Experience the ultimate winter getaway in this custom-built, fully renovated waterfront home, designed for di

37 Photos

32 Courtice Crescent, Simcoe, ON , MLS #S13842412 , Image - 1

32 Courtice Crescent Collingwood, Simcoe, ON MLS® S13842412

Residential Freehold (Detached)

$2900.0

Reduced by 6.5%

3 +0 Beds
2 Baths
700-1100 sq-ft

FURNISHED SEASONAL or ANNUAL RENTAL (furnished or unfurnished) available immediately! This family home on a large fully fenced lot with garage feature

27 Photos

33 Kerr Street, Simcoe, ON , MLS #S14125006 , Image - 1

33 Kerr Street Collingwood, Simcoe, ON MLS® S14125006

Residential Freehold (Detached)

$12000.0

3 Beds
3 Baths
1500-2000 sq-ft

SKI SEASON RENTAL | Jan 1 - March 31. Enjoy the ultimate winter getaway in this beautifully appointed 3-bedroom home, ideally located just minutes fro

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

45 Photos

27 York Street, Simcoe, ON , MLS #S14124170 , Image - 1

27 York Street Collingwood, Simcoe, ON MLS® S14124170

Residential Freehold (Detached)

$3000.0

3 Beds
2 Baths
1100-1500 sq-ft

SEASONAL RENTAL!!! Your Georgian Bay Escape Awaits! Welcome to this charming four-season Viceroy cottage, perfectly situated just steps from Georgian

38 Photos

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

58 Market Street Collingwood, Simcoe, ON MLS® S13750536

Residential Freehold (Detached)

$2950.0

Reduced by 7.8%

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

22 Photos

89 Connor Avenue, Simcoe, ON , MLS #S14111912 , Image - 1

89 Connor Avenue Collingwood, Simcoe, ON MLS® S14111912

Residential Freehold (Detached)

$2900.0

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

RENOVATED 4-BEDROOM HOME FOR LEASE IN DESIRABLE GEORGIAN MEADOWS WITH A FINISHED BASEMENT, ATTACHED GARAGE & FULLY FENCED BACKYARD! Discover the best

25 Photos

77 Fourth Street W, Simcoe, ON , MLS #S14094204 , Image - 1

77 Fourth Street W Collingwood, Simcoe, ON MLS® S14094204

Residential Freehold (Detached)

$20000.0

3 Beds
2 Baths
2000-2500 sq-ft

Experience the charm of a beautifully updated century home in the heart of downtown Collingwood, available for a seasonal ski lease. Rich in character

38 Photos

138 Peel Street, Simcoe, ON , MLS #S14086002 , Image - 1

138 Peel Street Collingwood, Simcoe, ON MLS® S14086002

Residential Freehold (Detached)

$4000.0

3 Beds
2 Baths
1100-1500 sq-ft

SEASONAL LEASE - SKI SEASON 2026/2027 - FLEXIBLE DATES - Winter Living near Downtown Collingwood!Enjoy a stylish winter stay in this 3 bedroom, 2 bath

16 Photos

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

10 NIAGARA Street Collingwood, Simcoe, ON MLS® S13726024

Residential Freehold (Detached)

$20000.0

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

Winter Rental Rate for 4 months, $20,000. Also available for lease immediately until the end of June for $3900. A rare opportunity for the Collingwood

50 Photos

63 Georgian Manor Drive, Simcoe, ON , MLS #S13884634 , Image - 1

63 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13884634

Residential Freehold (Detached)

$6000.0

5 Beds
3 Baths
3000-3500 sq-ft

YOUR LUXURY SKI SEASON RETREAT ON GEORGIAN BAY! Experience the ultimate winter getaway in this spectacular 3,300 sq. ft. custom-built waterfront home,

41 Photos

55 CLUBHOUSE Drive, Simcoe, ON , MLS #S13818528 , Image - 1

55 CLUBHOUSE Drive Collingwood, Simcoe, ON MLS® S13818528

Residential Condo & Other (Detached Condo)

$2988.0

Reduced by 6.3%

2 +0 Beds
2 Baths
1000-1199 sq-ft

ANNUAL LEASE available November 1st, 2026! Also available for SEASONAL LEASE (unfurnished) for $3300/m. Enjoy Collingwood living at its finest in the

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

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

50 Photos

103 Plewes Drive W, Simcoe, ON , MLS #S13844920 , Image - 1

103 Plewes Drive W Collingwood, Simcoe, ON MLS® S13844920

Residential Freehold (Detached)

$3300.0

4 Beds
3 Baths
2000-2500 sq-ft

A Rare Find in Summitview Community This Devonleigh-built detached home (Premium Lot) in the highly sought-after Summitview Community is a rare find.

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-

31 Photos

46 Glen Road, Simcoe, ON , MLS #S13827312 , Image - 1

46 Glen Road Collingwood, Simcoe, ON MLS® S13827312

Residential Freehold (Detached)

$3500.0

4 Beds
2 Baths
1500-2000 sq-ft

Location, Location, Perfect House For The Family . 4 Bedroom, two full bathrooms, 2 Car garage, two driveways with 10 car parking, walk to 50 metres t

15 Photos

25 Marina Crescent, Simcoe, ON , MLS #S13809722 , Image - 1

25 Marina Crescent Collingwood, Simcoe, ON MLS® S13809722

Residential Freehold (Detached)

$4000.0

3 Beds
3 Baths
2000-2500 sq-ft

Spend the heart of ski season in a comfortable, fully furnished family home in Collingwood. Available for a three-month lease from February through Ap

12 Photos

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

205 Beech Street Collingwood, Simcoe, ON MLS® S13733998

Residential Freehold (Detached)

$5500.0

Reduced by 72.5%

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

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

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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