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Houses for Rent in Collingwood ON Under $100K - P4

Showing results 91 - 100 of 100
Last Updated: September 19, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
17 Photos
Last Updated : 46 Days ago
2 Anchorage Crescent W, Simcoe, ON , MLS #S13620378 , Image - 1
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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
36 Photos
Last Updated : 48 Days ago
15 Dawson Drive, Simcoe, ON , MLS #S13617060 , Image - 1

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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
Last Updated : 53 Days ago
12 Robbie Way, Simcoe, ON , MLS #S13608516 , Image - 1

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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
Last Updated : 56 Days ago
329 MARINERS Way, Simcoe, ON , MLS #S13603504 , Image - 1

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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
Last Updated : 71 Days ago
32 Green Briar Drive, Simcoe, ON , MLS #S13543778 , Image - 1

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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
Last Updated : 77 Days ago
36 Kayla Crescent, Simcoe, ON , MLS #S13519226 , Image - 1

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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
Last Updated : 81 Days ago
4 Anchorage Crescent, Simcoe, ON , MLS #S13504274 , Image - 1

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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
Last Updated : 93 Days ago
35 Dawson Drive, Simcoe, ON , MLS #S13452856 , Image - 1

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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
Last Updated : 96 Days ago
7 Collship Lane, Simcoe, ON , MLS #S13444342 , Image - 1

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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
Last Updated : 308 Days ago
50 Trott Boulevard, Simcoe, ON , MLS #S12547164 , Image - 1

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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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