Houses Under $1 Million for Rent in Collingwood, ON

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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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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 - Beautifully furnished ground floor unit available for annual rental in the Wyldewood Cove. This waterfront community features a year-ro

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658 Johnston Park Avenue, Simcoe, ON , MLS #S13657888 , Image - 1

658 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13657888

Residential Condo & Other (Condo Townhouse)

$5000.0

3 Beds
2 Baths
1200-1399 sq-ft

**WINTER SEASONAL RENTAL | LIGHTHOUSE POINT | AVAILABLE SEPTEMBER-MAY**Enjoy the best of Collingwood's four-season lifestyle from this beautifully upd

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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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26 Barrington Trail N/A, Simcoe, ON , MLS #S13640764 , Image - 1

26 Barrington Trail N/A Collingwood, Simcoe, ON MLS® S13640764

Residential Freehold (Detached)

$3200.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Welcome to the 'Cameron Model' by Eden Oaks, available for lease immediately, ideally located just steps fro

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435 Napier Street, Simcoe, ON , MLS #S13501748 , Image - 1

435 Napier Street Collingwood, Simcoe, ON MLS® S13501748

Residential Freehold (Detached)

$3990.0

Reduced by 7.1%

4 Beds
3 Baths
1500-2000 sq-ft

Enjoy your own garden oasis steps from downtown Collingwood. Professionally renovated home features three bedrooms, two full bathrooms, a spacious liv

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32 Courtice Crescent, Simcoe, ON , MLS #S13643282 , Image - 1

32 Courtice Crescent Collingwood, Simcoe, ON MLS® S13643282

Residential Freehold (Detached)

$2900.0

3 +0 Beds
2 Baths
700-1100 sq-ft

Available for Seasonal, Monthly or Annual rental with potential to be partially furnished as well. This family home on a large fully fenced lot with g

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32 JOSEPH Trail, Simcoe, ON , MLS #S13581776 , Image - 1

32 JOSEPH Trail Collingwood, Simcoe, ON MLS® S13581776

Residential Condo & Other (Condo Townhouse)

$2450.0

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

FALL AND SKI SEASON RENTALS AVAILABLE. Located in the quiet Tanglewood neighbourhood, less than a 10-minute drive to Blue Mountain Village and 5 minut

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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

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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)

$2425.0

Reduced by 1.0%

2 Beds
2 Baths
700-1100 sq-ft

Annual Rental - $2,450/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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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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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

Seasonal rental available for Summer, Fall & Ski seasons! Fully Furnished, in Popular Wyldewood Cove 1 Bedroom, 1 Bath Condo, on the shores of Georgia

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5 Gregory Avenue, Simcoe, ON , MLS #S13465072 , Image - 1

5 Gregory Avenue Collingwood, Simcoe, ON MLS® S13465072

Residential Freehold (Att/Row/Townhouse)

$2550.0

Reduced by 8.9%

3 Beds
3 Baths
1100-1500 sq-ft

Fantastic Opportunity to live in the Heart of Collingwood - Beautiful Freehold Townhome! Welcome to this spacious and well-maintained 3-bedroom, 3-bat

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9811 Beachwood Road, Simcoe, ON , MLS #S13629516 , Image - 1

9811 Beachwood Road Collingwood, Simcoe, ON MLS® S13629516

Residential Freehold (Multiplex)

$2200.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to this beautifully renovated 2-bedroom, 1-bathroom apartment offering stylish finishes, modern updates, and an unbeatable Southern Georgian B

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15 Dawson Drive, Simcoe, ON , MLS #S13617060 , Image - 1

Unit-6, 15 Dawson Drive Collingwood, Simcoe, ON MLS® S13617060

Residential Condo & Other (Condo Townhouse)

$2200.0

2 Beds
2 Baths
700-799 sq-ft

Short Term and Annual Rental Available in the family friendly Community of Cranberry Resort, close to Georgian Bay. This beautiful 2 Bedroom, 2 Bathro

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31 Huron Street, Simcoe, ON , MLS #S13628870 , Image - 1

Unit-511, 31 Huron Street Collingwood, Simcoe, ON MLS® S13628870

Residential Condo & Other (Condo Apartment)

$2500.0

1 Beds
1 Baths
600-699 sq-ft

Ski Season Rental - 1 Bedroom + Den Condo in Downtown Collingwood. Enjoy the perfect winter getaway in this beautifully appointed 1-bedroom plus den c

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11 HARBOUR Street W, Simcoe, ON , MLS #S13625920 , Image - 1

Unit-341, 11 HARBOUR Street W Collingwood, Simcoe, ON MLS® S13625920

Residential Condo & Other (Condo Townhouse)

$10000.0

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

SEASONAL 2026/2027 - SKI SEASON RENTAL - Great 2 bedroom, 2 bath bungalow end unit in the desirable Cranberry community with no one above or below you

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4 COVE Court, Simcoe, ON , MLS #S13560526 , Image - 1

Unit-104, 4 COVE Court Collingwood, Simcoe, ON MLS® S13560526

Residential Condo & Other (Condo Apartment)

$2000.0

Reduced by 9.1%

1 +0 Beds
1 Baths
800-899 sq-ft

**WINTER SEASONAL RENTAL | FURNISHED 1 BEDROOM + DEN**Enjoy everything winter in Southern Georgian Bay from this beautifully furnished ground-floor co

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317 Hume Street, Simcoe, ON , MLS #S13624042 , Image - 1

317 Hume Street Collingwood, Simcoe, ON MLS® S13624042

Residential Freehold (Detached)

$1900.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome home to this charming 3 bedroom annual rental on Hume Street, ideally located just a short walk to downtown Collingwood, local trails, the YMC

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34 Dawson Drive, Simcoe, ON , MLS #S13615730 , Image - 1

Unit-841A, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13615730

Residential Condo & Other (Condo Townhouse)

$1500.0

1 Baths
500-599 sq-ft

Well-maintained bachelor apartment close to Downtown Collingwood and everything the Blue Mountain has to offer. Featuring an open plan kitchen/living

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4 RAMBLINGS Way, Simcoe, ON , MLS #S13621202 , Image - 1

Unit-14, 4 RAMBLINGS Way Collingwood, Simcoe, ON MLS® S13621202

Residential Condo & Other (Condo Apartment)

$10000.0

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

SEASONAL RENTAL - Available for ski season starting December 1st. Renovated two bedroom, 2 bath ground floor condo in Ruperts Landing. Nicely furnishe

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29 St Clair Street, Simcoe, ON , MLS #S13535672 , Image - 1

29 St Clair Street Collingwood, Simcoe, ON MLS® S13535672

Residential Freehold (Detached)

$15000.0

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to The Lake House - a bright & airy 5 bedroom lakeside retreat on the stunning shores of Georgian Bay, with a separate 1 bdrm Coach House. Thi

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

6 Alpine Court Collingwood, Simcoe, ON MLS® S13175368

Residential Freehold (Detached)

$6400.0

Reduced by 14.7%

4 Beds
3 Baths
3500-5000 sq-ft

Nestled on a prestigious cul-de-sac, this beautifully crafted bungalow is a rare blend of luxury, space, and privacy. Surrounded by mature trees, two

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107 Ellen Lane, Simcoe, ON , MLS #S13612786 , Image - 1

Unit-4, 107 Ellen Lane Collingwood, Simcoe, ON MLS® S13612786

Residential Condo & Other (Condo Townhouse)

$2800.0

2 Beds
2 Baths
1000-1199 sq-ft

Seasonal Lease Available for Ski Season for $2800/mo + utilities, or starting Oct 1st through Apr 30th. NOTE: Price is reduced to $2500/mo + utilities

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316 Hume Street, Simcoe, ON , MLS #S13582888 , Image - 1

316 Hume Street Collingwood, Simcoe, ON MLS® S13582888

Residential Freehold (Detached)

$3500.0

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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12 Robbie Way, Simcoe, ON , MLS #S13608516 , Image - 1

12 Robbie Way Collingwood, Simcoe, ON MLS® S13608516

Residential Freehold (Att/Row/Townhouse)

$5500.0

2 +1 Beds
4 Baths
2000-2500 sq-ft

Seasonal Furnished Executive Rental. Rate is per month plus deposits. Please contact for availability for the season you wish to stay, in this stunnin

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57 Green Briar Drive, Simcoe, ON , MLS #S13433578 , Image - 1

57 Green Briar Drive Collingwood, Simcoe, ON MLS® S13433578

Residential Condo & Other (Condo Townhouse)

$2500.0

2 Beds
3 Baths
1000-1199 sq-ft

Welcome to 57 Green Briar Drive, a beautifully furnished 2-bedroom, 2.5-bath townhouse in the sought-afterCranberry Golf community. This peaceful, fam

Houses for Rent in Collingwood ON Under $1 Million - P2