Houses Under $50K for Rent in Collingwood, ON | Square Yards Canada

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2 Anchorage Crescent W, Simcoe, ON , MLS #S13620378 , Image - 1

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

Ski season! Fully Furnished, in Popular Wyldewood Cove 1 Bedroom, 1 Bath Condo, on the shores of Georgian Bay. Year round Outdoor saltwater pool, laun

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9782 Beachwood Drive, Simcoe, ON , MLS #S14119796 , Image - 1

9782 Beachwood Drive Collingwood, Simcoe, ON MLS® S14119796

Residential Freehold (Duplex)

$1950.0

2 Beds
1 Baths
1100-1500 sq-ft

Beautifully renovated 2-bedroom, 1-bathroom rear unit in a side-by-side duplex, situated on an oversized and private 100 x 150 ft. lot just steps from

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1 Hume Street S, Simcoe, ON , MLS #S13871390 , Image - 1

Unit-310, 1 Hume Street S Collingwood, Simcoe, ON MLS® S13871390

Residential Condo & Other (Condo Apartment)

$2500.0

1 Beds
1 Baths
800-899 sq-ft

Desirable furnished seasonal rental. Live in luxury at The Monaco, downtown Collingwood's premier residence at 1 Hume Street. This 800 sq ft 1-bedroom

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31 Huron Street, Simcoe, ON , MLS #S13793794 , Image - 1

Unit-618, 31 Huron Street Collingwood, Simcoe, ON MLS® S13793794

Residential Condo & Other (Condo Apartment)

$3500.0

Reduced by 5.4%

2 Beds
2 Baths
1000-1199 sq-ft

ANNUAL RENTAL: Welcome to Penthouse 618 at Harbour House, Collingwood's premier waterfront condominium in the heart of downtown. Completed in 2025, th

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58 Market Street, Simcoe, ON , MLS #S13750536 , Image - 1

58 Market Street Collingwood, Simcoe, ON MLS® S13750536

Residential Freehold (Detached)

$2950.0

Reduced by 7.8%

3 Beds
2 Baths
1100-1500 sq-ft

A private, character-filled home in the heart of Collingwood, offering an unexpected sense of space and privacy just moments from downtown. Set on a g

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47 Shipley Avenue, Simcoe, ON , MLS #S14091378 , Image - 1

47 Shipley Avenue Collingwood, Simcoe, ON MLS® S14091378

Residential Freehold (Semi-Detached )

$2900.0

3 Beds
3 Baths
1500-2000 sq-ft

Nearly new 3 bedroom semi detached home in the desirable Summit View sub-division. This move-in ready Family home is close to trails, golf, skiing, p

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89 Connor Avenue, Simcoe, ON , MLS #S14111912 , Image - 1

89 Connor Avenue Collingwood, Simcoe, ON MLS® S14111912

Residential Freehold (Detached)

$2900.0

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

RENOVATED 4-BEDROOM HOME FOR LEASE IN DESIRABLE GEORGIAN MEADOWS WITH A FINISHED BASEMENT, ATTACHED GARAGE & FULLY FENCED BACKYARD! Discover the best

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12 Winters Crescent, Simcoe, ON , MLS #S14111042 , Image - 1

12 Winters Crescent Collingwood, Simcoe, ON MLS® S14111042

Residential Condo & Other (Condo Townhouse)

$2600.0

3 Beds
2 Baths
1400-1599 sq-ft

ANNUAL LEASE - UNFURNISHED. Enjoy year-round living at 12 Winters Crescent in Collingwood! This modern, three-storey townhome offers a versatile layou

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158 Escarpment Crescent, Simcoe, ON , MLS #S13873078 , Image - 1

158 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13873078

Residential Condo & Other (Condo Townhouse)

$2800.0

Reduced by 6.7%

4 Beds
3 Baths
1600-1799 sq-ft

ANNUAL LEASE. IMMACULATE 4-BEDROOM END UNIT CONDO IN COLLINGWOOD - $2800/MONTH + UTILITIES. Welcome to 158 Escarpment Crescent, an immaculate and bea

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15 Waterside Lane, Simcoe, ON , MLS #S14109996 , Image - 1

Unit-8, 15 Waterside Lane Collingwood, Simcoe, ON MLS® S14109996

Residential Condo & Other (Condo Townhouse)

$15000.0

3 Beds
3 Baths
2000-2249 sq-ft

SEASONAL RENTAL~ SHIPYARDS WATERFRONT DEVELOPMENT~ Spend Christmas in Collingwood! Downtown and Steps to Georgian Bay! Spend ski season and Christmas

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48 George Zubek Drive, Simcoe, ON , MLS #S14109274 , Image - 1

48 George Zubek Drive Collingwood, Simcoe, ON MLS® S14109274

Residential Freehold (Att/Row/Townhouse)

$3200.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 48 George Zubek Drive, a beautiful 3-bedroom, 3-bathroom townhome nestled in the heart of Collingwood! Offering a spacious and functional l

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77 Fourth Street W, Simcoe, ON , MLS #S14094204 , Image - 1

77 Fourth Street W Collingwood, Simcoe, ON MLS® S14094204

Residential Freehold (Detached)

$20000.0

3 Beds
2 Baths
2000-2500 sq-ft

Experience the charm of a beautifully updated century home in the heart of downtown Collingwood, available for a seasonal ski lease. Rich in character

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679 Johnston Park Avenue, Simcoe, ON , MLS #S14104646 , Image - 1

679 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S14104646

Residential Condo & Other (Condo Apartment)

$3500.0

3 Beds
2 Baths
1000-1199 sq-ft

Look no further for your family's winter residence in Lighthouse Point this ski season! This 3 bed, 2 bath, recently renovated unit with expansive win

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41 Sundial Court, Simcoe, ON , MLS #S14102328 , Image - 1

41 Sundial Court Collingwood, Simcoe, ON MLS® S14102328

Residential Condo & Other (Condo Townhouse)

$2400.0

2 Beds
2 Baths
900-999 sq-ft

Chic Corner Unit | SEASONAL OR ANNUAL LEASE! Welcome to this super bright and inviting 2-bedroom plus den, 2-bathroom corner unit offering 1131 sq. f

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38 Dawson Drive, Simcoe, ON , MLS #S14100990 , Image - 1

Unit-83, 38 Dawson Drive Collingwood, Simcoe, ON MLS® S14100990

Residential Condo & Other (Condo Townhouse)

$2800.0

3 Beds
2 Baths
1200-1399 sq-ft

~ ALL INCLUSIVE, FULLY FURNISHED condo townhouse in Collingwood's Escarpment community! ~ Annual Term. Completely renovated in late 2021, this fully f

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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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67 Shipley Avenue, Simcoe, ON , MLS #S14099660 , Image - 1

Unit-Unit 2, 67 Shipley Avenue Collingwood, Simcoe, ON MLS® S14099660

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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2 RAMBLINGS Way, Simcoe, ON , MLS #S14097928 , Image - 1

Unit-9, 2 RAMBLINGS Way Collingwood, Simcoe, ON MLS® S14097928

Residential Condo & Other (Condo Townhouse)

$2300.0

2 +0 Beds
2 Baths
1000-1199 sq-ft

Searching for Your Waterfront Dream? Look No Further! Welcome to Ruperts Landing, an exclusive gated community designed for those who treasure the wat

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25 Kirby Avenue, Simcoe, ON , MLS #S13881042 , Image - 1

25 Kirby Avenue Collingwood, Simcoe, ON MLS® S13881042

Residential Freehold (Att/Row/Townhouse)

$4000.0

Reduced by 75.0%

3 Beds
3 Baths
1100-1500 sq-ft

WINTER SKI SEASON RENTAL - 4-MONTH TERM ($16,000). Welcome to your charming winter getaway at 25 Kirby Avenue! Perfectly positioned just a short drive

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73 Archer Avenue, Simcoe, ON , MLS #S13833570 , Image - 1

73 Archer Avenue Collingwood, Simcoe, ON MLS® S13833570

Residential Freehold (Semi-Detached )

$4000.0

Reduced by 78.9%

3 Beds
4 Baths
1500-2000 sq-ft

EXCEPTIONAL SKI SEASONAL LEASE. A beautifully appointed winter retreat for those who appreciate quality, comfort and an exceptional location. Tasteful

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31 Huron Street, Simcoe, ON , MLS #S14088838 , Image - 1

Unit-617, 31 Huron Street Collingwood, Simcoe, ON MLS® S14088838

Residential Condo & Other (Condo Apartment)

$1900.0

1 Beds
2 Baths
1000-1199 sq-ft

Seasonal winter rental in Harbour House with flexible dates between November 15 - April 15. Luxury Penthouse condo offers 1 bedroom 2 bath on 2 levels

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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)

$18000.0

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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471 Oxbow Crescent, Simcoe, ON , MLS #S14090124 , Image - 1

471 Oxbow Crescent Collingwood, Simcoe, ON MLS® S14090124

Residential Condo & Other (Condo Townhouse)

$10000.0

3 Beds
2 Baths
1400-1599 sq-ft

FULLY FURNISHED SEASONAL RENTAL - Available January 1, 2027 to March 31, 2027. Stunning 3 bedroom, 2 bathroom townhouse located in a very quiet neigh

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138 Peel Street, Simcoe, ON , MLS #S14086002 , Image - 1

138 Peel Street Collingwood, Simcoe, ON MLS® S14086002

Residential Freehold (Detached)

$4000.0

3 Beds
2 Baths
1100-1500 sq-ft

SEASONAL LEASE - SKI SEASON 2026/2027 - FLEXIBLE DATES - Winter Living near Downtown Collingwood!Enjoy a stylish winter stay in this 3 bedroom, 2 bath

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34 Lett Avenue, Simcoe, ON , MLS #S13844534 , Image - 1

34 Lett Avenue Collingwood, Simcoe, ON MLS® S13844534

Residential Freehold (Att/Row/Townhouse)

$12000.0

3 Beds
4 Baths
1100-1500 sq-ft

SKI SEASON rental, available Jan 1st to March 31st. Located in he desirable Blue Fairways, a great location to access all the ski hills and Historic D

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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
2 Baths
900-999 sq-ft

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

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10 NIAGARA Street, Simcoe, ON , MLS #S13726024 , Image - 1

10 NIAGARA Street Collingwood, Simcoe, ON MLS® S13726024

Residential Freehold (Detached)

$20000.0

4 +0 Beds
4 Baths
2500-3000 sq-ft

Winter Rental Rate for 4 months, $20,000. Also available for lease immediately until the end of June for $3900. A rare opportunity for the Collingwood

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63 Georgian Manor Drive, Simcoe, ON , MLS #S13884634 , Image - 1

63 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13884634

Residential Freehold (Detached)

$6000.0

5 Beds
3 Baths
3000-3500 sq-ft

YOUR LUXURY SKI SEASON RETREAT ON GEORGIAN BAY! Experience the ultimate winter getaway in this spectacular 3,300 sq. ft. custom-built waterfront home,

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

329 MARINERS Way Collingwood, Simcoe, ON MLS® S13603504

Residential Condo & Other (Condo Townhouse)

$2900.0

Reduced by 3.3%

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

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55 CLUBHOUSE Drive, Simcoe, ON , MLS #S13818528 , Image - 1

55 CLUBHOUSE Drive Collingwood, Simcoe, ON MLS® S13818528

Residential Condo & Other (Detached Condo)

$2988.0

Reduced by 6.3%

2 +0 Beds
2 Baths
1000-1199 sq-ft

ANNUAL LEASE available November 1st, 2026! Also available for SEASONAL LEASE (unfurnished) for $3300/m. Enjoy Collingwood living at its finest in the

Houses for Rent in Collingwood ON Under $50K - P2