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Single Family Homes For Lease in Collingwood, ON

Showing results 1 - 30 of 32

Find over 32 Single Family houses for rent in Collingwood with Square Yards Canada. As per the current property price trend shows an increase in demand for single family homes with furnishings and amenities. You can choose from townhouses, detached houses, and semi-detached houses in single family for rent in Collingwood. Get your upscale and luxury single family houses for rent in Collingwood


Last Updated: November 03, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
43 Photos
Last Updated : 13 Hours ago
734 Mountain Road, Simcoe, ON , MLS #S14144152 , Image - 1
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734 Mountain Road Collingwood, Simcoe, ON MLS® S14144152

Residential Freehold (Detached)

$7500.0
  • 7 +0 Beds
  • 3 Baths
  • 2500-3000 sq-ft
WINTER SEASONAL RENTAL. Welcome to 734 Mountain Road, Collingwood, your home base for ski season just minutes from Blue Mountain Resort and the Villag
2 Photos
Last Updated : 16 Hours ago
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
price drop iconReduced by 5.1%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Annual Rental - $2,325/month plus utilities. Available immediately. Pictures to come. Be the first to live in this brand new(2026) 2-bedroom, 2-bath s
50 Photos
Last Updated : 1 Day ago
110 Mary Street, Simcoe, ON , MLS #S14141126 , Image - 1

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110 Mary Street Collingwood, Simcoe, ON MLS® S14141126

Residential Freehold (Detached)

$4500.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
SEASONAL RENTAL AVAILABLE FROM 3-6 MONTH TERM. Photos you see with furnishings are the furniture used to list the home (MLS S13670202). The furniture
25 Photos
Last Updated : 1 Day ago
2 Rowland Street, Simcoe, ON , MLS #S14138788 , Image - 1

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2 Rowland Street Collingwood, Simcoe, ON MLS® S14138788

Residential Freehold (Detached)

$3500.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
4 bedroom detached house is located on the quiet corner of family friendly neighbourhood. Built just a few years ago, this house is still preserved by
42 Photos
Last Updated : 1 Day ago
205 Bryan Drive, Simcoe, ON , MLS #S14085980 , Image - 1

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205 Bryan Drive Collingwood, Simcoe, ON MLS® S14085980

Residential Freehold (Detached)

$2500.0
price drop iconReduced by 7.4%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Annual UNFURNISHED upper apartment in a nice brick home in The Lockhart subdivision. Two large bedrooms, two bathrooms, a huge living room, large dini
39 Photos
Last Updated : 5 Days ago
13 Cherry Street, Simcoe, ON , MLS #S14028816 , Image - 1

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13 Cherry Street Collingwood, Simcoe, ON MLS® S14028816

Residential Freehold (Detached)

$6300.0
price drop iconReduced by 10.0%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Luxurious Ski Season Waterfront Retreat. Experience the ultimate winter getaway in this custom-built, fully renovated waterfront home, designed for di
37 Photos
Last Updated : 5 Days ago
32 Courtice Crescent, Simcoe, ON , MLS #S13842412 , Image - 1

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32 Courtice Crescent Collingwood, Simcoe, ON MLS® S13842412

Residential Freehold (Detached)

$2900.0
price drop iconReduced by 6.5%
  • 3 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
FURNISHED SEASONAL or ANNUAL RENTAL (furnished or unfurnished) available immediately! This family home on a large fully fenced lot with garage feature
21 Photos
Last Updated : 5 Days ago
20 Foley Crescent, Simcoe, ON , MLS #S13862622 , Image - 1

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20 Foley Crescent Collingwood, Simcoe, ON MLS® S13862622

Residential Freehold (Att/Row/Townhouse)

$13500.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Winter Seasonal Rental Property Available in the popular Summit View Community. This end unit, townhome has 3 bedroom, 2 1/2 baths and an open concept
15 Photos
Last Updated : 5 Days ago
4 Spooner Crescent, Simcoe, ON , MLS #S13773978 , Image - 1

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4 Spooner Crescent Collingwood, Simcoe, ON MLS® S13773978

Residential Freehold (Att/Row/Townhouse)

$3500.0
price drop iconReduced by 5.4%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Fantastic ANNUAL rental opportunity in the highly desirable Blue Fairways community on the west side of Collingwood. This immaculate three bedroom, th
27 Photos
Last Updated : 6 Days ago
33 Kerr Street, Simcoe, ON , MLS #S14125006 , Image - 1

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33 Kerr Street Collingwood, Simcoe, ON MLS® S14125006

Residential Freehold (Detached)

$12000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
SKI SEASON RENTAL | Jan 1 - March 31. Enjoy the ultimate winter getaway in this beautifully appointed 3-bedroom home, ideally located just minutes fro
20 Photos
Last Updated : 6 Days ago
303 OAK Street, Simcoe, ON , MLS #S13779352 , Image - 1

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303 OAK Street Collingwood, Simcoe, ON MLS® S13779352

Residential Freehold (Detached)

$2500.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
ANNUAL RENTAL! Fantastic bungalow in the tree streets of downtown Collingwood! This cozy 2 bedroom, 1 bathroom home is perfect for a small family or c
45 Photos
Last Updated : 6 Days ago
27 York Street, Simcoe, ON , MLS #S14124170 , Image - 1

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27 York Street Collingwood, Simcoe, ON MLS® S14124170

Residential Freehold (Detached)

$3000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
SEASONAL RENTAL!!! Your Georgian Bay Escape Awaits! Welcome to this charming four-season Viceroy cottage, perfectly situated just steps from Georgian
38 Photos
Last Updated : 11 Days ago
58 Market Street, Simcoe, ON , MLS #S13750536 , Image - 1

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58 Market Street Collingwood, Simcoe, ON MLS® S13750536

Residential Freehold (Detached)

$2950.0
price drop iconReduced 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
22 Photos
Last Updated : 11 Days ago
89 Connor Avenue, Simcoe, ON , MLS #S14111912 , Image - 1

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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
41 Photos
Last Updated : 12 Days ago
48 George Zubek Drive, Simcoe, ON , MLS #S14109274 , Image - 1

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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
25 Photos
Last Updated : 13 Days ago
77 Fourth Street W, Simcoe, ON , MLS #S14094204 , Image - 1

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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
37 Photos
Last Updated : 15 Days ago
25 Kirby Avenue, Simcoe, ON , MLS #S13881042 , Image - 1

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25 Kirby Avenue Collingwood, Simcoe, ON MLS® S13881042

Residential Freehold (Att/Row/Townhouse)

$4000.0
price drop iconReduced 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
38 Photos
Last Updated : 18 Days ago
138 Peel Street, Simcoe, ON , MLS #S14086002 , Image - 1

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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
39 Photos
Last Updated : 19 Days ago
34 Lett Avenue, Simcoe, ON , MLS #S13844534 , Image - 1

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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
16 Photos
Last Updated : 21 Days ago
10 NIAGARA Street, Simcoe, ON , MLS #S13726024 , Image - 1

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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
50 Photos
Last Updated : 21 Days ago
63 Georgian Manor Drive, Simcoe, ON , MLS #S13884634 , Image - 1

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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,
41 Photos
Last Updated : 24 Days ago
55 CLUBHOUSE Drive, Simcoe, ON , MLS #S13818528 , Image - 1

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55 CLUBHOUSE Drive Collingwood, Simcoe, ON MLS® S13818528

Residential Condo & Other (Detached Condo)

$2988.0
price drop iconReduced 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
35 Photos
Last Updated : 26 Days ago
7 Meadowlark Way, Simcoe, ON , MLS #S13723526 , Image - 1

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7 Meadowlark Way Collingwood, Simcoe, ON MLS® S13723526

Residential Freehold (Detached)

$100000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A LUXURY SKI-SEASON ESTATE MINUTES FROM OSLER BLUFF & BLUE MOUNTAIN! Available for the December through March ski season, this custom Windrose Estates
26 Photos
Last Updated : 27 Days ago
316 Hume Street, Simcoe, ON , MLS #S13731578 , Image - 1

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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
50 Photos
Last Updated : 33 Days ago
103 Plewes Drive W, Simcoe, ON , MLS #S13844920 , Image - 1

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103 Plewes Drive W Collingwood, Simcoe, ON MLS® S13844920

Residential Freehold (Detached)

$3300.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
A Rare Find in Summitview Community This Devonleigh-built detached home (Premium Lot) in the highly sought-after Summitview Community is a rare find.
15 Photos
Last Updated : 35 Days ago
28 Barfoot Street, Simcoe, ON , MLS #S13820576 , Image - 1

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28 Barfoot Street Collingwood, Simcoe, ON MLS® S13820576

Residential Freehold (Att/Row/Townhouse)

$2900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Available Dec 1, 2026. Welcome to this exceptional 3-bedroom, 3-bathroom home, offered for an annual lease in a highly desirable, family-friendly neig
50 Photos
Last Updated : 35 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-
31 Photos
Last Updated : 39 Days ago
46 Glen Road, Simcoe, ON , MLS #S13827312 , Image - 1

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46 Glen Road Collingwood, Simcoe, ON MLS® S13827312

Residential Freehold (Detached)

$3500.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Location, Location, Perfect House For The Family . 4 Bedroom, two full bathrooms, 2 Car garage, two driveways with 10 car parking, walk to 50 metres t
15 Photos
Last Updated : 41 Days ago
25 Marina Crescent, Simcoe, ON , MLS #S13809722 , Image - 1

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25 Marina Crescent Collingwood, Simcoe, ON MLS® S13809722

Residential Freehold (Detached)

$4000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Spend the heart of ski season in a comfortable, fully furnished family home in Collingwood. Available for a three-month lease from February through Ap
12 Photos
Last Updated : 41 Days ago
205 Beech Street, Simcoe, ON , MLS #S13733998 , Image - 1

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205 Beech Street Collingwood, Simcoe, ON MLS® S13733998

Residential Freehold (Detached)

$5500.0
price drop iconReduced by 72.5%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Elegant Century red brick two bedroom two bathroom Seasonal Rental in Collingwood. A warm and inviting open concept home with a large dining room tabl
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