minPriceVal

maxPriceVal

minSize

maxSize

Houses for Rent in Collingwood ON Under $500K - P4

Showing results 91 - 99 of 99

Last Updated: September 21, 2026

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

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

21 Photos

329 MARINERS Way, Simcoe, ON , MLS #S13603504 , Image - 1

329 MARINERS Way Collingwood, Simcoe, ON MLS® S13603504

Residential Condo & Other (Condo Townhouse)

$3000.0

2 +0 Beds
2 Baths
800-899 sq-ft

Welcome to Lighthouse Point, one of Collingwood's premier waterfront communities, available for the full ski season (flexible dates). Dec-March is $12

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

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

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

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

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

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.