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

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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

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1 Hume Street, Simcoe, ON , MLS #S13868180 , Image - 1

Unit-309, 1 Hume Street Collingwood, Simcoe, ON MLS® S13868180

Residential Condo & Other (Common Element Condo)

$2750.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Monaco. Beautiful appointed south-facing two-bedroom, two-bathroom residence offers modern luxury, thoughtful design & convenience. Bright

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552 Oxbow Crescent, Simcoe, ON , MLS #S13876016 , Image - 1

552 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13876016

Residential Condo & Other (Condo Townhouse)

$2500.0

3 Beds
3 Baths
1200-1399 sq-ft

Bright and well-maintained 2-storey corner unit townhome available for rent in the desirableCranberry Resort community. Perfect as a full-time residen

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176 Eighth Street, Simcoe, ON , MLS #S13780494 , Image - 1

Unit-201, 176 Eighth Street Collingwood, Simcoe, ON MLS® S13780494

Residential Condo & Other (Condo Apartment)

$1950.0

Reduced by 2.5%

2 Beds
1 Baths
800-899 sq-ft

ANNUAL LEASE AVAILABLE IMMEDIATELY. Bright and spacious upper-level two-bedroom, one-bath unit ideally located in the heart of Collingwood. Just steps

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658 Johnston Park Avenue, Simcoe, ON , MLS #S13871674 , Image - 1

658 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13871674

Residential Condo & Other (Common Element Condo)

$4500.0

3 Beds
2 Baths
1200-1399 sq-ft

LIGHTHOUSE POINT - SKI SEASON - WINTER RENTAL - OCTOBER 26 - MAY 2027.Enjoy Collingwood's four season lifestyle from this beautifully updated second f

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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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4 Kimberly Lane

Unit-306, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13868050

Residential Condo & Other (Condo Apartment)

$2100.0

1 Beds
1 Baths
700-799 sq-ft

Welcome to this beautiful 1-bedroom, 1-bathroom condo in the desirable Royal Windsor community. This bright and move-in-ready unit offers a comfortabl

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362 Mariners Way, Simcoe, ON , MLS #S13860004 , Image - 1

362 Mariners Way Collingwood, Simcoe, ON MLS® S13860004

Residential Condo & Other (Condo Townhouse)

$2750.0

2 Beds
2 Baths
1000-1199 sq-ft

Enjoy your winter this year in the amenity rich Lighthouse Point development. Less than 10 min drive to the Village at Blue, and short drive into Coll

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31 Huron Street, Simcoe, ON , MLS #S13858310 , Image - 1

Unit-609, 31 Huron Street Collingwood, Simcoe, ON MLS® S13858310

Residential Condo & Other (Condo Apartment)

$2750.0

1 +1 Beds
2 Baths
900-999 sq-ft

Welcome to Harbour House. Located in a prime area of Collingwood, this new construction condo is walking distance to downtown shopping, restaurants an

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103 Plewes Drive W, Simcoe, ON , MLS #S13844920 , Image - 1

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.

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36 Kayla Crescent, Simcoe, ON , MLS #S13519226 , Image - 1

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-

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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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46 Glen Road, Simcoe, ON , MLS #S13827312 , Image - 1

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

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11 Harbour Street W, Simcoe, ON , MLS #S13823400 , Image - 1

Unit-345, 11 Harbour Street W Collingwood, Simcoe, ON MLS® S13823400

Residential Condo & Other (Condo Townhouse)

$2500.0

2 Beds
1 Baths
800-899 sq-ft

Enjoy a cozy winter getaway in this fully furnished, turnkey condo in a quiet Collingwood enclave. Available for a ski season lease, this reverse-layo

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25 Marina Crescent, Simcoe, ON , MLS #S13809722 , Image - 1

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

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

205 Beech Street Collingwood, Simcoe, ON MLS® S13733998

Residential Freehold (Detached)

$5500.0

Reduced 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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570 OXBOW Crescent, Simcoe, ON , MLS #S13817390 , Image - 1

570 OXBOW Crescent Collingwood, Simcoe, ON MLS® S13817390

Residential Condo & Other (Condo Townhouse)

$4200.0

4 +0 Beds
3 Baths
1600-1799 sq-ft

WINTER SEASONAL RENTAL! This spacious, beautifully updated, four bedroom, two and half bath condo with postcard views of the mountain is the ideal pla

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4 Kimberly Lane E, Simcoe, ON , MLS #S13816502 , Image - 1

Unit-327, 4 Kimberly Lane E Collingwood, Simcoe, ON MLS® S13816502

Residential Condo & Other (Condo Apartment)

$2250.0

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome to refined adult living at Royal Windsor at Balmoral Village in Collingwood. This beautifully upgraded and freshly painted Viscount Model offe

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49 Trott Boulevard, Simcoe, ON , MLS #S13808400 , Image - 1

Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13808400

Residential Condo & Other (Condo Townhouse)

$2650.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to Harbourside 1 in Collingwood. Furnished, short term rental, 2-4 months, $2,650 per month including utilities. Bungalow style condo townhous

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22 St. Paul Street, Simcoe, ON , MLS #S13793212 , Image - 1

22 St. Paul Street Collingwood, Simcoe, ON MLS® S13793212

Residential Freehold (Semi-Detached )

$2700.0

3 Beds
2 Baths
1500-2000 sq-ft

This modern, rustic farmhouse has been beautifully renovated while maintaining the vintage charm of the home of Collingwoods original Harbour Master.

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590 Tenth Street, Simcoe, ON , MLS #S13780960 , Image - 1

590 Tenth Street Collingwood, Simcoe, ON MLS® S13780960

Residential Condo & Other (Condo Townhouse)

$2300.0

3 Beds
2 Baths
1000-1199 sq-ft

Annual rental with flexible dates, as early as Oct 1st. Townhouse style condo with it's own yard in the heart of Collingwood. An open concept main flo

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10 Joseph Trail, Simcoe, ON , MLS #S13771928 , Image - 1

10 Joseph Trail Collingwood, Simcoe, ON MLS® S13771928

Residential Condo & Other (Condo Townhouse)

$2375.0

2 Beds
2 Baths
1000-1199 sq-ft

SKI SEASONAL LEASE | December to April (4 Months) Enjoy the winter season in this fully furnished 2-bedroom, 2-bathroom condo featuring a bright, open

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690 JOHNSTON PARK Avenue, Simcoe, ON , MLS #S13765934 , Image - 1

690 JOHNSTON PARK Avenue Collingwood, Simcoe, ON MLS® S13765934

Residential Condo & Other (Condo Apartment)

$12000.0

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

WINTER SEASONAL RENTAL at Lighthouse Point! This spacious, second floor unit offers an open concept and classy finishes throughout. The kitchen is equ

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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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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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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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50 Trott Boulevard, Simcoe, ON , MLS #S12547164 , Image - 1

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

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