Houses Under $500K for Rent in Collingwood, ON | Square Yards Canada

37 Photos

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

7 Photos

31 Huron Street, Simcoe, ON , MLS #S13548828 , Image - 1

Unit-219, 31 Huron Street Collingwood, Simcoe, ON MLS® S13548828

Residential Condo & Other (Condo Apartment)

$2350.0

1 +1 Beds
1 Baths
600-699 sq-ft

Beautiful brand new Harbour House Condominium in Collingwood. Steps Sunset Point with an amazing walk score and steps to downtown Collingwood. This be

22 Photos

41 Kirby Avenue, Simcoe, ON , MLS #S13553102 , Image - 1

41 Kirby Avenue Collingwood, Simcoe, ON MLS® S13553102

Residential Freehold (Att/Row/Townhouse)

$2900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautiful Eden Oak home located in the heart of Collingwood. Offering a living space approximately more than 2000 sq. ft. of thoughtfu

34 Photos

32 Green Briar Drive, Simcoe, ON , MLS #S13543778 , Image - 1

32 Green Briar Drive Collingwood, Simcoe, ON MLS® S13543778

Residential Condo & Other (Condo Townhouse)

$18000.0

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

SEASONAL SKI SEASON LEASE FROM DECEMBER 20th - END OF MARCH Meticulous Bungalow Located in the Prestigious Briarwood Community. The location can't be

30 Photos

585 Oxbow Crescent, Simcoe, ON , MLS #S13216732 , Image - 1

585 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13216732

Residential Condo & Other (Condo Townhouse)

$2200.0

Reduced by 4.3%

2 Beds
2 Baths
1000-1199 sq-ft

Annual rental available in the sought-after Cranberry community! This bright and spacious 2-bedroom, 2-bathroom unit offers an inviting open-concept l

45 Photos

49 Silver Glen Boulevard, Simcoe, ON , MLS #S13537534 , Image - 1

49 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13537534

Residential Condo & Other (Condo Townhouse)

$3000.0

3 Beds
4 Baths
1200-1399 sq-ft

Annual 3 bedroom unfurnished rental in Silver Glen with finished basement. Welcome to this light filled end unit in Silver Glen a short stroll from re

50 Photos

9 Brooke Avenue, Simcoe, ON , MLS #S13019940 , Image - 1

9 Brooke Avenue Collingwood, Simcoe, ON MLS® S13019940

Residential Freehold (Detached)

$4500.0

Reduced by 75.0%

3 Beds
3 Baths
1500-2000 sq-ft

SKI SEASON RENTAL available from Dec 1st to April 1st. One or two dogs may be considered. Price is per month. Located within a 5 minute drive to Osle

19 Photos

5 SPOONER Crescent, Simcoe, ON , MLS #S13491022 , Image - 1

Unit-114, 5 SPOONER Crescent Collingwood, Simcoe, ON MLS® S13491022

Residential Condo & Other (Condo Apartment)

$2200.0

2 Beds
2 Baths
800-899 sq-ft

Welcome to The Eagle at McPherson Builders' sought-after The View community in Blue Fairview - one of Collingwood's newest and most welcoming neighbou

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-

49 Photos

4 Anchorage Crescent, Simcoe, ON , MLS #S13504274 , Image - 1

Unit-302, 4 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13504274

Residential Condo & Other (Condo Apartment)

$2800.0

3 Beds
3 Baths
1400-1599 sq-ft

Welcome to 4 Anchorage Crescent, a chalet-inspired loft condo in Wyldewood Cove, one of Collingwood's sought-after waterfront resort-style communities

38 Photos

565 Oxbow Crescent, Simcoe, ON , MLS #S13490574 , Image - 1

Unit-5, 565 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13490574

Residential Condo & Other (Condo Townhouse)

$4300.0

3 Beds
3 Baths
1600-1799 sq-ft

Seasonal Ski Rental - 565 Oxbow Crescent, Collingwood. Spend the upcoming ski season in style at this beautifully renovated end-unit townhome in the h

34 Photos

470 Oxbow Crescent, Simcoe, ON , MLS #S13150038 , Image - 1

Unit-10, 470 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13150038

Residential Condo & Other (Condo Townhouse)

$2500.0

4 Beds
2 Baths
1400-1599 sq-ft

ANNUAL or SEASONAL rental available in the Oxbow Homes community that backs onto beautiful views of the escarpment, surrounded by walking/riding trail

25 Photos

35 Dawson Drive, Simcoe, ON , MLS #S13452856 , Image - 1

Unit-5, 35 Dawson Drive Collingwood, Simcoe, ON MLS® S13452856

Residential Condo & Other (Condo Townhouse)

$2750.0

2 Beds
3 Baths
1800-1999 sq-ft

Bright, clean, and contemporary, this move-in-ready 2-Bedroom + Den Townhome offers the ultimate Collingwood lifestyle. Each floor is flooded with nat

43 Photos

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

734 Mountain Road Collingwood, Simcoe, ON MLS® S13449506

Residential Freehold (Detached)

$6250.0

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

16 Photos

7 Collship Lane, Simcoe, ON , MLS #S13444342 , Image - 1

7 Collship Lane Collingwood, Simcoe, ON MLS® S13444342

Residential Condo & Other (Condo Townhouse)

$5000.0

3 Beds
4 Baths
1400-1599 sq-ft

WINTER SKI SEASON RENTAL located in the fabulous community of the Shipyards. Situated on the shores of Georgian Bay and walking distance to Downtown.

22 Photos

5 Anchorage Crescent, Simcoe, ON , MLS #S13168388 , Image - 1

Unit-207, 5 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13168388

Residential Condo & Other (Condo Townhouse)

$2200.0

2 Beds
2 Baths
1000-1199 sq-ft

Collingwood Waterfront Community with Year Round Outdoor heated Pool plus fitness room. West end condo development which is close to ski hills plus am

35 Photos

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

13 Photos

31 Huron Street, Simcoe, ON , MLS #S12995236 , Image - 1

31 Huron Street Collingwood, Simcoe, ON MLS® S12995236

Residential Condo & Other (Co-op Apartment)

$2600.0

1 Beds
1 Baths
600-699 sq-ft

Brand new, move-in ready condo. Furnished as a 2 Bedroom suite, features a breakfast bar, sleek built-in appliances and in-suite laundry. Building ame

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

Houses for Rent in Collingwood ON Under $500K - P3