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Houses for Rent in Collingwood ON Under $30K

Showing results 1 - 30 of 83

Check out our extensive selection of houses under $30k for rent in Collingwood on Square Yards Canada. With over 83 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 17, 2026

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581 Oxbow Crescent, Simcoe, ON , MLS #S13683062 , Image - 1

Unit-21, 581 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13683062

Residential Condo & Other (Condo Townhouse)

$2100.0

2 Beds
2 Baths
900-999 sq-ft

Annual Rental in Collingwood! Welcome home to this 2-bedroom, 2-bathroom condo tucked away in a quiet setting within the Living Water Resort community

48 Photos

23 Dawson Drive, Simcoe, ON , MLS #S13676010 , Image - 1

Unit-98, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13676010

Residential Condo & Other (Condo Townhouse)

$10000.0

2 Beds
2 Baths
700-799 sq-ft

4 Month Ski Season Rental available December 1st 2026 to March 31st 2027 with flexible start dates and includes utilities. This comfortable, well-care

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19 Dawson Drive, Simcoe, ON , MLS #S13679748 , Image - 1

Unit-64, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13679748

Residential Condo & Other (Condo Apartment)

$2100.0

2 Beds
2 Baths
700-799 sq-ft

ANNUAL LEASE -- Welcome to Unit 64 at 19 Dawson Drive. Tucked away in a desirable Collingwood community, this beautifully updated ground-floor condo o

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41 Sierra Trail, Simcoe, ON , MLS #S13680582 , Image - 1

41 Sierra Trail Collingwood, Simcoe, ON MLS® S13680582

Residential Condo & Other (Condo Townhouse)

$16000.0

3 +1 Beds
4 Baths
1400-1599 sq-ft

SEASONAL RENTAL DEC1-MAR31. Nestled on a tranquil street within the Cranberry Golf Course, this meticulously maintained bungalow-loft townhome offers

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2 Cove Court, Simcoe, ON , MLS #S13678698 , Image - 1

Unit-301, 2 Cove Court Collingwood, Simcoe, ON MLS® S13678698

Residential Condo & Other (Condo Apartment)

$8800.0

2 Beds
3 Baths
900-999 sq-ft

Seasonal rental available Dec 1st to March 31st. Enjoy the winter season in this comfortable and well-equipped 2-bedroom condo, perfect for a seasonal

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35 CONSERVATION Way, Simcoe, ON , MLS #S13658948 , Image - 1

35 CONSERVATION Way Collingwood, Simcoe, ON MLS® S13658948

Residential Condo & Other (Condo Townhouse)

$16000.0

3 +0 Beds
4 Baths
1400-1599 sq-ft

Ski Season Lease in Silver Glen Preserve Community - Available December 1st - end of March. Excellent executive style townhome to enjoy this winter se

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23 Green Briar Drive, Simcoe, ON , MLS #S13560864 , Image - 1

23 Green Briar Drive Collingwood, Simcoe, ON MLS® S13560864

Residential Condo & Other (Condo Townhouse)

$16000.0

2 +2 Beds
3 Baths
2250-2499 sq-ft

ENJOY A FULL 4 MONTHS SKI SEASON IN THE PEACEFUL & PRIVATE LOCATION OF BRAIRWOOD - MINS TO PRIVATE SKI CLUBS & BLUE MOUNTAIN This spacious tastefully

37 Photos

24 Ramblings Way

Unit-PH 1003, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S13580992

Residential Condo & Other (Condo Apartment)

$13900.0

2 Beds
2 Baths
2000-2249 sq-ft

Arguably THE best view in Collingwood with stunning views toward Collingwood Terminals and beyond as well as toward Blue Mountain and the ski slopes.

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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

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906 Cedar Pointe Court, Simcoe, ON , MLS #S13021622 , Image - 1

906 Cedar Pointe Court Collingwood, Simcoe, ON MLS® S13021622

Residential Condo & Other (Condo Apartment)

$4000.0

3 Beds
2 Baths
1200-1399 sq-ft

SECURE YOUR 2026/2027 SKI SEASON EARLY at this extremely well appointed & immaculate ground-floor Gardenhouse in sought after Lighthouse Point. Enjoy

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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

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679 Johnston Park Avenue, Simcoe, ON , MLS #S13675742 , Image - 1

679 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13675742

Residential Condo & Other (Condo Apartment)

$3500.0

3 Beds
2 Baths
1000-1199 sq-ft

Seasonal winter rental in Lighthouse Point with flexible dates, minimum 4 month rental term. Bright & spacious updated 3 bedroom 2 bath has been fully

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550 Oxbow Crescent, Simcoe, ON , MLS #S13576000 , Image - 1

550 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13576000

Residential Condo & Other (Condo Townhouse)

$3500.0

3 Beds
3 Baths
1400-1599 sq-ft

Immaculate and tastefully fully renovated spacious 3 Bed condo for you to enjoy Ski Season including Christmas & New Year close to all private clubs a

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4 Cove Court, Simcoe, ON , MLS #S13652548 , Image - 1

Unit-306, 4 Cove Court Collingwood, Simcoe, ON MLS® S13652548

Residential Condo & Other (Condo Apartment)

$3200.0

2 Beds
3 Baths
1200-1399 sq-ft

Experience four-season living in this stunning furnished rental at Wyldewood Cove, perfectly situated on the shores of Georgian Bay. Available as a fu

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4 Kimberly Lane

Unit-515, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13550452

Residential Condo & Other (Condo Apartment)

$3000.0

2 Beds
2 Baths
1000-1199 sq-ft

FURNISHED ANNUAL RENTAL - Ready for Immediate Move-In! Welcome to refined living at the Royal Windsor condos in Balmoral Village. This 5th-floor Vicer

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82 Kari Crescent, Simcoe, ON , MLS #S13673300 , Image - 1

82 Kari Crescent Collingwood, Simcoe, ON MLS® S13673300

Residential Condo & Other (Common Element Condo)

$2950.0

3 Beds
4 Baths
1800-1999 sq-ft

Balmoral Village - UNFURNISHED ANNUAL RENTAL available. This Cardiff Model features 3 bedrooms, 3.5 baths, a second floor loft and a finished walk-o

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684 Johnston Park Avenue, Simcoe, ON , MLS #S13661982 , Image - 1

684 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13661982

Residential Condo & Other (Condo Townhouse)

$2450.0

2 Beds
2 Baths
1000-1199 sq-ft

Ski Season Rental GROUND FLOOR BUNGALOW - FOUR MONTHS WITH Flexible Dates can be a little longer if needed. This ground-floor, bright end unit provide

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

Unit-Unit 1, 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

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18 Watts Crescent, Simcoe, ON , MLS #S13679302 , Image - 1

18 Watts Crescent Collingwood, Simcoe, ON MLS® S13679302

Residential Freehold (Detached)

$1975.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this bright and modern 2 bedroom lower-level unit, perfectly located within walking distance to downtown Collingwood's shops, restaurants a

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185 Escarpment Crescent, Simcoe, ON , MLS #S13670494 , Image - 1

185 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13670494

Residential Condo & Other (Condo Townhouse)

$1800.0

2 Beds
1 Baths
800-899 sq-ft

WINTER SEASON LEASE | DECEMBER 1 - MARCH 31st, 2027 | DATES FLEXIBLE Enjoy the winter season in this fully furnished 2-bedroom, 1-bathroom reverse-pla

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15 Cranberry Quay

Unit-10, 15 Cranberry Quay Collingwood, Simcoe, ON MLS® S13669154

Residential Condo & Other (Condo Townhouse)

$2800.0

3 Beds
2 Baths
1400-1599 sq-ft

15 Cranberry Quay, a highly sought after Collingwood condominium development, offering an exceptional living experience. This thoughtfully designed 3-

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67 JOSEPH Trail, Simcoe, ON , MLS #S13667558 , Image - 1

67 JOSEPH Trail Collingwood, Simcoe, ON MLS® S13667558

Residential Condo & Other (Condo Townhouse)

$12880.0

2 +1 Beds
4 Baths
1800-1999 sq-ft

SKI SEASON RENTAL Available Dec 1/26 - March 31/27. Enjoy the magic of the season in this wonderful 3 bedroom, 4 bathroom townhome with plenty of spac

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57 Courtice Crescent, Simcoe, ON , MLS #S13666010 , Image - 1

Unit-Unit 2, 57 Courtice Crescent Collingwood, Simcoe, ON MLS® S13666010

Residential Freehold (Detached)

$1420.0

1 Beds
1 Baths
< 700 sq-ft

Welcome to this well-maintained 1-bedroom lower-level rental in a quiet Collingwood neighbourhood, available September 1st. This comfortable unit offe

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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

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793 Johnston Park Avenue E, Simcoe, ON , MLS #S13663290 , Image - 1

793 Johnston Park Avenue E Collingwood, Simcoe, ON MLS® S13663290

Residential Condo & Other (Condo Townhouse)

$2750.0

3 Beds
3 Baths
1200-1399 sq-ft

4 Month Ski Season, 3 bedroom, 2 1/2 bathroom condo, fully furnished & equipped for your pleasure, ample parking & exclusive locker at front door. Lo

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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

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589 Oxbow Crescent, Simcoe, ON , MLS #S13662286 , Image - 1

589 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13662286

Residential Condo & Other (Condo Townhouse)

$3500.0

3 Beds
3 Baths
1200-1399 sq-ft

Spend the upcoming ski season in style at this beautifully renovated, fully furnished townhome in the heart of Collingwood. Offering over 1,100 sq. ft

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

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24 Joseph Trail, Simcoe, ON , MLS #S13660682 , Image - 1

24 Joseph Trail Collingwood, Simcoe, ON MLS® S13660682

Residential Condo & Other (Condo Townhouse)

$2300.0

2 Beds
2 Baths
1000-1199 sq-ft

Fully furnished and available for short term lease on a 3-6 month term beginning as early as mid September! Experience ultimate four-season recreation

32 Photos

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

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