Houses Under $100K for Rent in Collingwood, ON | Square Yards Canada

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2 Golfview Drive, Simcoe, ON , MLS #S12756574 , Image - 1

Unit-1, 2 Golfview Drive Collingwood, Simcoe, ON MLS® S12756574

Residential Freehold (Att/Row/Townhouse)

$2325.0

Reduced by 5.1%

2 Beds
2 Baths
700-1100 sq-ft

Annual Rental - $2,325/month plus utilities. Available April 1st. Pictures to come. Be the first to live in this brand new(2026) 2-bedroom, 2-bath sui

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504 Sixth Street, Simcoe, ON , MLS #S13715446 , Image - 1

Unit-A (Upper), 504 Sixth Street Collingwood, Simcoe, ON MLS® S13715446

Residential Freehold (Duplex)

$2250.0

3 Beds
1 Baths
1100-1500 sq-ft

Freshly renovated and move-in ready, this bright 3-bedroom, 1-bathroom upper unit offers comfortable living in one of Collingwood's most convenient lo

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31 Huron, Unit 208 Street, Simcoe, ON , MLS #S13694546 , Image - 1

31 Huron, Unit 208 Street Collingwood, Simcoe, ON MLS® S13694546

Residential Condo & Other (Condo Apartment)

$2600.0

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

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

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31 Huron Street, Simcoe, ON , MLS #S13732828 , Image - 1

Unit-226, 31 Huron Street Collingwood, Simcoe, ON MLS® S13732828

Residential Condo & Other (Condo Apartment)

$2895.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Harbour House a NEW 1,175 sq. ft. 2-Bedroom PLUS DEN, offering stunning water views and contemporary luxury living just steps from scenic t

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316 Hume Street, Simcoe, ON , MLS #S13731578 , Image - 1

316 Hume Street Collingwood, Simcoe, ON MLS® S13731578

Residential Freehold (Detached)

$3000.0

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

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77 Winters Crescent N, Simcoe, ON , MLS #S13723116 , Image - 1

77 Winters Crescent N Collingwood, Simcoe, ON MLS® S13723116

Residential Freehold (Att/Row/Townhouse)

$2695.0

3 Beds
3 Baths
1500-2000 sq-ft

Live Between Mountains and Lake in Collingwood! Stunning, Modern 3-story Townhouse with Garage, Driveway, Backyard and a Deck! 3 Spacious Bedrooms, 3

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22 Kennedy Avenue, Simcoe, ON , MLS #S13719124 , Image - 1

22 Kennedy Avenue Collingwood, Simcoe, ON MLS® S13719124

Residential Freehold (Att/Row/Townhouse)

$19000.0

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

SKI SEASON CLOSE TO ALL THE PRIVATE CLUBS!! Step inside and you will immediately be impressed by this immaculate, spacious and tastefully decorated pr

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57 Shipley Avenue, Simcoe, ON , MLS #S13712974 , Image - 1

Unit-Unit 2, 57 Shipley Avenue Collingwood, Simcoe, ON MLS® S13712974

Residential Freehold (Duplex)

$2200.0

2 Beds
1 Baths
< 700 sq-ft

Step inside and discover comfort and style in this all-inclusive, legal 2-bedroom basement apartment with 2-car parking and a private side yard. Imagi

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706 Johnston Park Avenue, Simcoe, ON , MLS #S13704648 , Image - 1

706 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13704648

Residential Condo & Other (Condo Apartment)

$2000.0

1 Beds
1 Baths
700-799 sq-ft

One to two year lease. One bedroom furnished Main floor condo. Lighthouse Point. . Queen bed plus Murphy bed in Living room, plus pull out couch for

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395 Mariners Way, Simcoe, ON , MLS #S13703624 , Image - 1

395 Mariners Way Collingwood, Simcoe, ON MLS® S13703624

Residential Condo & Other (Condo Townhouse)

$14500.0

3 Beds
3 Baths
1200-1399 sq-ft

Ski season rental, fully furnished, not avail as a permanent residence. Lighthouse Point is a coveted waterfront complex near the west edge of Colling

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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

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51 Raglan Street, Simcoe, ON , MLS #S13695218 , Image - 1

Unit-LOWER, 51 Raglan Street Collingwood, Simcoe, ON MLS® S13695218

Residential Freehold (Detached)

$1900.0

0 +2 Beds
1 Baths
< 700 sq-ft

ANNUAL RENTAL - Lower level 2 bed, 1 bath with laundry in this raised bungalow close to Georgian Bay! Space includes kitchen and a spacious living roo

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31 Huron Street, Simcoe, ON , MLS #S13694672 , Image - 1

Unit-224, 31 Huron Street Collingwood, Simcoe, ON MLS® S13694672

Residential Condo & Other (Condo Apartment)

$3200.0

1 Beds
2 Baths
1000-1199 sq-ft

Luxury Waterfront Living in Collingwood. Welcome to this grand 1200 sq. ft corner unit with panoramic views of Georgian Bay and ski hills, where floor

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149 Fairway Crescent, Simcoe, ON , MLS #S13223868 , Image - 1

Unit-73, 149 Fairway Crescent Collingwood, Simcoe, ON MLS® S13223868

Residential Condo & Other (Condo Townhouse)

$2250.0

2 Beds
2 Baths
1000-1199 sq-ft

***Available for September & October*** Welcome to this bright and inviting end-unit condo in the sought-after Living Stone community (formerly Cranb

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7 ANCHORAGE Crescent, Simcoe, ON , MLS #S13593736 , Image - 1

Unit-108, 7 ANCHORAGE Crescent Collingwood, Simcoe, ON MLS® S13593736

Residential Condo & Other (Condo Townhouse)

$2200.0

2 +0 Beds
2 Baths
900-999 sq-ft

ANNUAL LEASE - Beautiful ground floor unit available for annual rental in the Wyldewood Cove. This waterfront community features a year-round heated p

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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

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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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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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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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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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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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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 Dey Drive, Simcoe, ON , MLS #S13658642 , Image - 1

24 Dey Drive Collingwood, Simcoe, ON MLS® S13658642

Residential Freehold (Detached)

$3350.0

4 Beds
3 Baths
2000-2500 sq-ft

Discover comfortable family living in a peaceful, welcoming neighbourhood just minutes from Blue Mountain Resort. This spacious 4 bedroom, 3 bathroom

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12 MITCHELL Avenue, Simcoe, ON , MLS #S13499736 , Image - 1

12 MITCHELL Avenue Collingwood, Simcoe, ON MLS® S13499736

Residential Freehold (Detached)

$3300.0

3 Beds
3 Baths
1100-1500 sq-ft

This modern yet cozy open-concept home of over 1,300 sq ft has everything you need! An open foyer lets light in on both levels and a grey-stained oak

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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)

$4500.0

Reduced by 75.0%

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

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149 Fairway Crescent, Simcoe, ON , MLS #S13594736 , Image - 1

Unit-71, 149 Fairway Crescent Collingwood, Simcoe, ON MLS® S13594736

Residential Condo & Other (Condo Townhouse)

$2225.0

2 Beds
2 Baths
900-999 sq-ft

FURNISHED - SEASONAL LEASE. Available now until the end of NOV.. Make this your home away from home for a season! Welcome to Unit 71 at 149 Fairway Cr

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66 Portland Street, Simcoe, ON , MLS #S13642102 , Image - 1

66 Portland Street Collingwood, Simcoe, ON MLS® S13642102

Residential Freehold (Detached)

$3500.0

4 Beds
3 Baths
2500-3000 sq-ft

Discover the ultimate lifestyle with this exclusive leasing opportunity! Immerse yourself in the charm of a stunning detached home, just moments away

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37 Georgian Manor Drive, Simcoe, ON , MLS #S13639618 , Image - 1

37 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13639618

Residential Freehold (Detached)

$6000.0

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

Discover the ultimate year-round, four season gem - a spacious, fully furnished waterfront getaway nestled in a peaceful, serene, private wooded setti

Houses for Rent in Collingwood ON Under $100K - P3