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Houses for Rent in Collingwood ON Under $100K

Showing results 1 - 30 of 79

Check out our extensive selection of houses under $100k for rent in Collingwood on Square Yards Canada. With over 79 options available, we provide a variety of affordable rental choices to suit your needs in different municipalities. Our listings offer detailed information about bedroom and bathroom configurations, as well as other amenities. Use our filters to search by budget, location, and features to find the perfect rental. You simply need to choose your desired budget range filter and you will be provided with the sorted options available for your range. Discover the best Simcoe houses for rent under Collingwood today and start your journey to affordable living with Square Yards Canada.

Last Updated: August 04, 2026

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30 Pine Street, Simcoe, ON , MLS #S13636318 , Image - 1

Unit-Unit 2, 30 Pine Street Collingwood, Simcoe, ON MLS® S13636318

Residential Freehold (Upper Level)

$2450.0

2 Beds
1 Baths
700-1100 sq-ft

Annual Residential Lease in Downtown Collingwood, in an attractive Heritage Home in the Heritage Conservation District! This newly renovated 2 bedroom

38 Photos

44 Trott Boulevard, Simcoe, ON , MLS #S13634516 , Image - 1

Unit-13, 44 Trott Boulevard Collingwood, Simcoe, ON MLS® S13634516

Residential Condo & Other (Condo Townhouse)

$2600.0

3 +0 Beds
2 Baths
1200-1399 sq-ft

ANNUAL FURNISHED RENTAL, AVAILABLE SEPTEMBER 1ST. Enjoy effortless year-round living in this beautifully furnished 3-bedroom, 2-bathroom ground-floor

17 Photos

2 Anchorage Crescent W, Simcoe, ON , MLS #S13620378 , Image - 1

Unit-308, 2 Anchorage Crescent W Collingwood, Simcoe, ON MLS® S13620378

Residential Condo & Other (Condo Apartment)

$1900.0

1 Beds
1 Baths
700-799 sq-ft

Seasonal rental available for Summer, Fall & Ski seasons! Fully Furnished, in Popular Wyldewood Cove 1 Bedroom, 1 Bath Condo, on the shores of Georgia

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29 NORTH MAPLE Street, Simcoe, ON , MLS #S13613504 , Image - 1

29 NORTH MAPLE Street Collingwood, Simcoe, ON MLS® S13613504

Residential Condo & Other (Condo Townhouse)

$18000.0

3 +0 Beds
2 Baths
1600-1799 sq-ft

SHIPYARDS WINTER RENTAL! 3 bedrooms, 2.5 baths, warm furniture and decor - turn key condo ready for your family. Spacious primary bedroom + ensuite, c

25 Photos

23 Archer Avenue, Simcoe, ON , MLS #S13551376 , Image - 1

23 Archer Avenue Collingwood, Simcoe, ON MLS® S13551376

Residential Freehold (Att/Row/Townhouse)

$2800.0

3 Beds
3 Baths
1100-1500 sq-ft

Fully furnished, impeccably maintained, and ready for you to simply move in: this 3-bedroom, 3-bathroom end-unit townhome offers annual lease living i

36 Photos

48 Barr Street, Simcoe, ON , MLS #S13419816 , Image - 1

48 Barr Street Collingwood, Simcoe, ON MLS® S13419816

Residential Freehold (Att/Row/Townhouse)

$2800.0

3 Beds
2 Baths
1100-1500 sq-ft

Collingwood Townhome Annual Lease-unfurnished, available now and can accommodate lease commencement date to suit , 3 Beds, 2 baths, hardwood/tile on m

31 Photos

49 Trott Boulevard, Simcoe, ON , MLS #S13083882 , Image - 1

Unit-193, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13083882

Residential Condo & Other (Condo Apartment)

$2350.0

Reduced by 9.6%

3 Beds
2 Baths
1000-1199 sq-ft

Fantastic opportunity to own a 3 bedroom, ground floor, bungalow style condo! All brand new appliances, new quartz countertop, carpet free unit featu

43 Photos

5 Gregory Avenue, Simcoe, ON , MLS #S13465072 , Image - 1

5 Gregory Avenue Collingwood, Simcoe, ON MLS® S13465072

Residential Freehold (Att/Row/Townhouse)

$2550.0

Reduced by 8.9%

3 Beds
3 Baths
1100-1500 sq-ft

Fantastic Opportunity to live in the Heart of Collingwood - Beautiful Freehold Townhome! Welcome to this spacious and well-maintained 3-bedroom, 3-bat

26 Photos

9811 Beachwood Road, Simcoe, ON , MLS #S13629516 , Image - 1

9811 Beachwood Road Collingwood, Simcoe, ON MLS® S13629516

Residential Freehold (Multiplex)

$2200.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to this beautifully renovated 2-bedroom, 1-bathroom apartment offering stylish finishes, modern updates, and an unbeatable Southern Georgian B

36 Photos

15 Dawson Drive, Simcoe, ON , MLS #S13617060 , Image - 1

Unit-6, 15 Dawson Drive Collingwood, Simcoe, ON MLS® S13617060

Residential Condo & Other (Condo Townhouse)

$2200.0

2 Beds
2 Baths
700-799 sq-ft

Short Term and Annual Rental Available in the family friendly Community of Cranberry Resort, close to Georgian Bay. This beautiful 2 Bedroom, 2 Bathro

25 Photos

108 Katherine Street, Simcoe, ON , MLS #S13616948 , Image - 1

108 Katherine Street Collingwood, Simcoe, ON MLS® S13616948

Residential Freehold (Detached)

$2600.0

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

Annual lease in central Collingwood. Charming detached brick side split offering 3 bedrooms, 2 bathrooms, and 1,430 sq ft of finished living space in

37 Photos

31 Huron Street, Simcoe, ON , MLS #S13628870 , Image - 1

Unit-511, 31 Huron Street Collingwood, Simcoe, ON MLS® S13628870

Residential Condo & Other (Condo Apartment)

$2500.0

1 Beds
1 Baths
600-699 sq-ft

Ski Season Rental - 1 Bedroom + Den Condo in Downtown Collingwood. Enjoy the perfect winter getaway in this beautifully appointed 1-bedroom plus den c

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4 Anchorage Crescent, Simcoe, ON , MLS #S13605328 , Image - 1

Unit-205, 4 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13605328

Residential Condo & Other (Condo Apartment)

$2100.0

1 +1 Beds
2 Baths
700-799 sq-ft

Furnished Annual Lease available at Wyldewood Cove! This charming One Bedroom, plus den, offers a cozy living space with stylish decor, granite counte

29 Photos

11 HARBOUR Street W, Simcoe, ON , MLS #S13625920 , Image - 1

Unit-341, 11 HARBOUR Street W Collingwood, Simcoe, ON MLS® S13625920

Residential Condo & Other (Condo Townhouse)

$10000.0

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

SEASONAL 2026/2027 - SKI SEASON RENTAL - Great 2 bedroom, 2 bath bungalow end unit in the desirable Cranberry community with no one above or below you

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4 COVE Court, Simcoe, ON , MLS #S13560526 , Image - 1

Unit-104, 4 COVE Court Collingwood, Simcoe, ON MLS® S13560526

Residential Condo & Other (Condo Apartment)

$2000.0

Reduced by 9.1%

1 +0 Beds
1 Baths
800-899 sq-ft

**WINTER SEASONAL RENTAL | FURNISHED 1 BEDROOM + DEN**Enjoy everything winter in Southern Georgian Bay from this beautifully furnished ground-floor co

17 Photos

317 Hume Street, Simcoe, ON , MLS #S13624042 , Image - 1

317 Hume Street Collingwood, Simcoe, ON MLS® S13624042

Residential Freehold (Detached)

$1900.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome home to this charming 3 bedroom annual rental on Hume Street, ideally located just a short walk to downtown Collingwood, local trails, the YMC

28 Photos

17 Spooner Crescent, Simcoe, ON , MLS #S13448540 , Image - 1

Unit-308, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S13448540

Residential Condo & Other (Condo Apartment)

$2200.0

2 Beds
2 Baths
800-899 sq-ft

Welcome to this new, bright, and spacious 2-bedroom, 2-bathroom luxury condo in the sought-after The View Blue Fairway, overlooking the picturesque Cr

43 Photos

31 Huron Street, Simcoe, ON , MLS #S13158882 , Image - 1

Unit-405, 31 Huron Street Collingwood, Simcoe, ON MLS® S13158882

Residential Condo & Other (Condo Apartment)

$2895.0

2 Beds
2 Baths
900-999 sq-ft

Experience elevated waterfront living at Harbour House, Collingwood's most coveted new luxury residence. This brand-new, fully upgraded corner suite o

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34 Dawson Drive, Simcoe, ON , MLS #S13615730 , Image - 1

Unit-841A, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13615730

Residential Condo & Other (Condo Townhouse)

$1500.0

1 Baths
500-599 sq-ft

Well-maintained bachelor apartment close to Downtown Collingwood and everything the Blue Mountain has to offer. Featuring an open plan kitchen/living

15 Photos

4 RAMBLINGS Way, Simcoe, ON , MLS #S13621202 , Image - 1

Unit-14, 4 RAMBLINGS Way Collingwood, Simcoe, ON MLS® S13621202

Residential Condo & Other (Condo Apartment)

$10000.0

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

SEASONAL RENTAL - Available for ski season starting December 1st. Renovated two bedroom, 2 bath ground floor condo in Ruperts Landing. Nicely furnishe

37 Photos

29 St Clair Street, Simcoe, ON , MLS #S13535672 , Image - 1

29 St Clair Street Collingwood, Simcoe, ON MLS® S13535672

Residential Freehold (Detached)

$15000.0

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to The Lake House - a bright & airy 5 bedroom lakeside retreat on the stunning shores of Georgian Bay, with a separate 1 bdrm Coach House. Thi

30 Photos

27 Conservation Way, Simcoe, ON , MLS #S13609436 , Image - 1

27 Conservation Way Collingwood, Simcoe, ON MLS® S13609436

Residential Condo & Other (Condo Townhouse)

$16000.0

3 Beds
4 Baths
1200-1399 sq-ft

Price listed of $16,000 is for ski season from December 1, 2026-March 31, 2027. Also available from September 15, 2026 to April 15, 2027. Located in o

26 Photos

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

6 Alpine Court Collingwood, Simcoe, ON MLS® S13175368

Residential Freehold (Detached)

$6400.0

Reduced by 14.7%

4 Beds
3 Baths
3500-5000 sq-ft

Nestled on a prestigious cul-de-sac, this beautifully crafted bungalow is a rare blend of luxury, space, and privacy. Surrounded by mature trees, two

15 Photos

107 Ellen Lane, Simcoe, ON , MLS #S13612786 , Image - 1

Unit-4, 107 Ellen Lane Collingwood, Simcoe, ON MLS® S13612786

Residential Condo & Other (Condo Townhouse)

$2800.0

2 Beds
2 Baths
1000-1199 sq-ft

Seasonal Lease Available for Ski Season for $2800/mo + utilities, or starting Oct 1st through Apr 30th. NOTE: Price is reduced to $2500/mo + utilities

26 Photos

316 Hume Street, Simcoe, ON , MLS #S13582888 , Image - 1

316 Hume Street Collingwood, Simcoe, ON MLS® S13582888

Residential Freehold (Detached)

$3500.0

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

40 Photos

5 Harbour Street, Simcoe, ON , MLS #S13570942 , Image - 1

Unit-1, 5 Harbour Street Collingwood, Simcoe, ON MLS® S13570942

Residential Condo & Other (Condo Townhouse)

$2500.0

3 Beds
3 Baths
1400-1599 sq-ft

ANNUAL LEASE. Harbourside IV spacious END UNIT townhome approx. 1500 sq feet with 3 bedrooms and 2.5 bathrooms. Fantastic location in the west end of

15 Photos

4 Kimberly Lane

Unit-325, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13605756

Residential Condo & Other (Condo Apartment)

$2250.0

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome to Royal Windsor Condos at Balmoral Village-Collingwood's premier 4-season lifestyle address! This bright and spacious 1+1 Bedroom, 1 Bath Pri

41 Photos

12 Robbie Way, Simcoe, ON , MLS #S13608516 , Image - 1

12 Robbie Way Collingwood, Simcoe, ON MLS® S13608516

Residential Freehold (Att/Row/Townhouse)

$5500.0

2 +1 Beds
4 Baths
2000-2500 sq-ft

Seasonal Furnished Executive Rental. Rate is per month plus deposits. Please contact for availability for the season you wish to stay, in this stunnin

25 Photos

8 Robbie Way, Simcoe, ON , MLS #S12946402 , Image - 1

8 Robbie Way Collingwood, Simcoe, ON MLS® S12946402

Residential Freehold (Att/Row/Townhouse)

$4000.0

Reduced by 11.1%

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

Set against protected green space and the Cranberry Golf Course, this fully furnished executive townhome showcases designer furnishings, peaceful esca

28 Photos

57 Green Briar Drive, Simcoe, ON , MLS #S13433578 , Image - 1

57 Green Briar Drive Collingwood, Simcoe, ON MLS® S13433578

Residential Condo & Other (Condo Townhouse)

$2500.0

2 Beds
3 Baths
1000-1199 sq-ft

Welcome to 57 Green Briar Drive, a beautifully furnished 2-bedroom, 2.5-bath townhouse in the sought-afterCranberry Golf community. This peaceful, fam

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