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Single Family Homes For Lease in Collingwood, ON

Showing results 1 - 30 of 37

Find over 37 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: September 19, 2026

37 Photos

89 Georgian Manor Drive, Simcoe, ON , MLS #S12692518 , Image - 1

89 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S12692518

Residential Freehold (Detached)

$4000.0

Reduced by 27.3%

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

34 Photos

63 SILVER Crescent, Simcoe, ON , MLS #S13789424 , Image - 1

63 SILVER Crescent Collingwood, Simcoe, ON MLS® S13789424

Residential Freehold (Detached)

$14000.0

4 +0 Beds
3 Baths
2000-2500 sq-ft

WINTER SKI SEASON RENTAL - price for - 4 MONTHS! Flexible move-in and move-out dates. Enjoy the ultimate winter getaway in this spacious 4-bedroom, 3

40 Photos

11 Stalker Street, Simcoe, ON , MLS #S13802726 , Image - 1

11 Stalker Street Collingwood, Simcoe, ON MLS® S13802726

Residential Freehold (Detached)

$2500.0

2 Beds
2 Baths
1100-1500 sq-ft

ANNUAL LEASE. This beautifully designed bungalow offers the perfect blend of modern comfort, thoughtful craftsmanship, and four-season lifestyle livin

25 Photos

7 Willow Street, Simcoe, ON , MLS #S13801000 , Image - 1

7 Willow Street Collingwood, Simcoe, ON MLS® S13801000

Residential Freehold (Detached)

$1900.0

2 Beds
1 Baths
1100-1500 sq-ft

Settle into Collingwood living with this bright and welcoming two-bedroom lower-level apartment, offering comfortable everyday living in a peaceful re

35 Photos

7 Meadowlark Way, Simcoe, ON , MLS #S13723526 , Image - 1

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

Open House : Sat Sep 26, 12:00 PM to 02:00 PM

40 Photos

28 TESKEY Court, Simcoe, ON , MLS #S13797094 , Image - 1

28 TESKEY Court Collingwood, Simcoe, ON MLS® S13797094

Residential Freehold (Detached)

$3000.0

2 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to 28 Teskey Court in Collingwood! Step inside this beautifully renovated raised bungalow, where comfortable living meets thoughtful updates.

18 Photos

15 Portland Street E, Simcoe, ON , MLS #S13793770 , Image - 1

Unit-Main Level /Upper Level, 15 Portland Street E Collingwood, Simcoe, ON MLS® S13793770

Residential Freehold (Detached)

$8000.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this beautifully maintained and tastefully decorated 4-bedroom detached corner unit, offering plenty of natural light and a warm, inviting

11 Photos

642 Oak Street, Simcoe, ON , MLS #S13791386 , Image - 1

642 Oak Street Collingwood, Simcoe, ON MLS® S13791386

Residential Freehold (Detached)

$2300.0

3 Beds
1 Baths
1100-1500 sq-ft

Newly Renovated Main Floor Annual Rental in Central Collingwood. Welcome to 642 Oak Street. This thoughtfully renovated main-floor residence offers a

40 Photos

109 Archer Avenue, Simcoe, ON , MLS #S13789864 , Image - 1

109 Archer Avenue Collingwood, Simcoe, ON MLS® S13789864

Residential Freehold (Att/Row/Townhouse)

$2550.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautiful brand-new semi-detached home in Collingwood, offering the perfect combination of modern comfort, family-friendly living and

26 Photos

6 Alpine Court, Simcoe, ON , MLS #S13175368 , Image - 1

6 Alpine Court Collingwood, Simcoe, ON MLS® S13175368

Residential Freehold (Detached)

$5500.0

Reduced by 26.7%

4 Beds
3 Baths
3500-5000 sq-ft

Home is currently unfurnished but Seller would consider furnishing it again. Nestled on a prestigious cul-de-sac, this beautifully crafted bungalow i

40 Photos

329 THIRD Street, Simcoe, ON , MLS #S13766570 , Image - 1

329 THIRD Street Collingwood, Simcoe, ON MLS® S13766570

Residential Freehold (Detached)

$7000.0

4 +0 Beds
3 Baths
3500-5000 sq-ft

EXECUTIVE SKI-SEASON RENTAL (Dec to Mar)- Are you a discerning renter looking for a spectacular century home in the tree streets of downtown Collingwo

32 Photos

90 KIRBY Avenue, Simcoe, ON , MLS #S13761226 , Image - 1

Unit-Upper, 90 KIRBY Avenue Collingwood, Simcoe, ON MLS® S13761226

Residential Freehold (Detached)

$2850.0

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

ANNUAL UNFURNISHED Upper unit. Fantastic value for this 4 bedroom, 2.5 bathroom 2600 sq foot home with garage. Indigo Estates subdivision is a short w

27 Photos

20 Connor Avenue, Simcoe, ON , MLS #S13780992 , Image - 1

20 Connor Avenue Collingwood, Simcoe, ON MLS® S13780992

Residential Freehold (Detached)

$17000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

SKI SEASON FURNISHED SEASONAL RENTAL in lovely single family home west side of Collingwood! List price is for Dec. 1 to March 31, dates may be flexibl

20 Photos

303 OAK Street, Simcoe, ON , MLS #S13779352 , Image - 1

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

15 Photos

4 Spooner Crescent, Simcoe, ON , MLS #S13773978 , Image - 1

4 Spooner Crescent Collingwood, Simcoe, ON MLS® S13773978

Residential Freehold (Att/Row/Townhouse)

$3700.0

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

19 Photos

15 Portland Street, Simcoe, ON , MLS #S13730750 , Image - 1

15 Portland Street Collingwood, Simcoe, ON MLS® S13730750

Residential Freehold (Detached)

$4200.0

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this beautifully maintained, spacious 4-bedroom detached home offering over 3,000 sq. ft. of living space, conveniently located near Huront

16 Photos

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

10 NIAGARA Street Collingwood, Simcoe, ON MLS® S13726024

Residential Freehold (Detached)

$4500.0

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

A rare opportunity for the Collingwood renter who wants it all: fully furnished, great location, luxury, and lifestyle. Steps from Georgian Bay and Su

49 Photos

4 George Zubek Drive, Simcoe, ON , MLS #S13764792 , Image - 1

4 George Zubek Drive Collingwood, Simcoe, ON MLS® S13764792

Residential Freehold (Att/Row/Townhouse)

$3200.0

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

Fully furnished 3-bed, 4-bath home available for lease. Features an open-concept living and kitchen with stainless steel appliances, plus a finished b

12 Photos

205 Beech Street, Simcoe, ON , MLS #S13733998 , Image - 1

205 Beech Street Collingwood, Simcoe, ON MLS® S13733998

Residential Freehold (Detached)

$20000.0

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

38 Photos

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

58 Market Street Collingwood, Simcoe, ON MLS® S13750536

Residential Freehold (Detached)

$3200.0

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

17 Photos

61 Sixth Street, Simcoe, ON , MLS #S13746824 , Image - 1

61 Sixth Street Collingwood, Simcoe, ON MLS® S13746824

Residential Freehold (Detached)

$2100.0

2 Beds
1 Baths
1100-1500 sq-ft

Seasonal Furnished Rental available in this Central Collingwood Bungalow. Cute as a button with 2 bedrooms (Queen bed in the primary, and twin bed in

22 Photos

43 Carpenter Street, Simcoe, ON , MLS #S13702876 , Image - 1

43 Carpenter Street Collingwood, Simcoe, ON MLS® S13702876

Residential Freehold (Att/Row/Townhouse)

$4000.0

4 +1 Beds
4 Baths
1100-1500 sq-ft

Welcome to 43 Carpenter, with ideal family accommodations . This Winter seasonal lease is available from December 1. Price is per mth and utilities ar

48 Photos

6 MCKEAN Crescent, Simcoe, ON , MLS #S13742466 , Image - 1

6 MCKEAN Crescent Collingwood, Simcoe, ON MLS® S13742466

Residential Freehold (Detached)

$3150.0

3 +0 Beds
2 Baths
1500-2000 sq-ft

Detached Annual Lease in Lockhart Meadows! Located in the Admiral school district, this gorgeous home is nestled into an idyllic community featuring p

2 Photos

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

26 Photos

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

20 Photos

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

45 Photos

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

20 Photos

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

47 Photos

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

43 Photos

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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