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New Listings for Rent in Collingwood, ON

Showing results 1 - 30 of 39

Discover a wide array of new listings for lease in Collingwood on Square Yards Canada. Our platform features a diverse selection of the latest properties in Collingwood. Our listings include the most updated MLS new listings in Collingwood of the past week. Choose from different configurations of bedrooms and bathrooms. Use our comprehensive filters to navigate the top new listings for lease in Collingwood.

Last Updated: September 18, 2026

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19 Dawson Drive, Simcoe, ON , MLS #S13679748 , Image - 1

Unit-64, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13679748

Residential Condo & Other (Condo Apartment)

$1950.0

Reduced by 7.1%

2 Beds
2 Baths
700-799 sq-ft

ANNUAL LEASE -- Welcome to Unit 64 at 19 Dawson Drive. Tucked away in a desirable Collingwood community, this beautifully updated ground-floor condo o

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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

44 Photos

24 Ramblings Way

Unit-905, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S13802736

Residential Condo & Other (Condo Apartment)

$3200.0

2 Beds
2 Baths
1000-1199 sq-ft

5-STAR FULLY FURNISHED RENTAL | 2 BED | 2 BATH | GEORGIAN BAY & BLUE MOUNTAIN VIEWSWelcome to this exceptional fully furnished 2-bedroom, 2-bathroom c

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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

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218 Fifth Street, Simcoe, ON , MLS #S13777272 , Image - 1

Unit-1, 218 Fifth Street Collingwood, Simcoe, ON MLS® S13777272

Residential Freehold (Duplex)

$2750.0

1 +1 Beds
2 Baths
< 700 sq-ft

Collingwood Duplex with 2 separate apartments for rent: Unit 1 is furnished. Unit 1 is also available for a seasonal winter rental at the rate of $11,

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218 Fifth Street, Simcoe, ON , MLS #S13786926 , Image - 1

Unit-2, 218 Fifth Street Collingwood, Simcoe, ON MLS® S13786926

Residential Freehold (Duplex)

$2750.0

2 Beds
2 Baths
700-1100 sq-ft

Collingwood Duplex with 2 separate apartments for rent: Unit 2 is unfurnished and being offered for annual rental at a monthly rent of $2750 (Utilitie

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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

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4 Kimberly Lane

Unit-406, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13798630

Residential Condo & Other (Condo Apartment)

$2000.0

1 Beds
1 Baths
700-799 sq-ft

WHY book a resort when you can live there year-round. Welcome to resort style living at newer luxury Royal Windsor condo (2024 built) which is an inno

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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

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18 Marine View Drive, Simcoe, ON , MLS #S13796696 , Image - 1

18 Marine View Drive Collingwood, Simcoe, ON MLS® S13796696

Residential Condo & Other (Other)

$5000.0

3 +1 Beds
4 Baths
1800-1999 sq-ft

Welcome to Blue Shores, a perfect community to spend your winter months. Beautifully furnished , 4 bedroom home with a main floor Primary (King) and

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31 Huron Street, Simcoe, ON , MLS #S13725924 , Image - 1

Unit-322, 31 Huron Street Collingwood, Simcoe, ON MLS® S13725924

Residential Condo & Other (Condo Apartment)

$2200.0

1 Beds
1 Baths
600-699 sq-ft

Experience living in this stunning, move-in ready 1-bedroom suite at the Harbour House Condominium in Collingwood, offering 690 sq. ft. of thoughtfull

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4 Anchorage Crescent, Simcoe, ON , MLS #S13605328 , Image - 1

Unit-205, 4 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13605328

Residential Condo & Other (Condo Apartment)

$2100.0

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

Furnished Annual or Seasonal Lease available at Wyldewood Cove! This charming One Bedroom, plus den, offers a cozy living space with stylish decor, gr

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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)

$2000.0

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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72 Third Street, Simcoe, ON , MLS #S13771114 , Image - 1

Unit-1, 72 Third Street Collingwood, Simcoe, ON MLS® S13771114

Residential Freehold (Multiplex)

$2300.0

1 Beds
1 Baths
1100-1500 sq-ft

This beautiful main floor 1 bedroom 1 bathroom corner suite offers the perfect blend of modern comfort and timeless style. Spanning approximately 1,50

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.

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

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

Residential Condo & Other (Condo Apartment)

$3700.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Penthouse 618 at Harbour House, Collingwood's premier waterfront condominium in the heart of downtown. Completed in 2025, this luxury resid

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56 Winters Crescent, Simcoe, ON , MLS #S13790324 , Image - 1

56 Winters Crescent Collingwood, Simcoe, ON MLS® S13790324

Residential Condo & Other (Condo Townhouse)

$2500.0

2 Beds
3 Baths
1400-1599 sq-ft

**ANNUAL UNFURNISHED LEASE** Embrace Modern Living: Newly Constructed Three-Story Townhome Ready for You! Nestled in the Tranquil West End of Collingw

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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

44 Photos

37 Silver Glen Boulevard, Simcoe, ON , MLS #S13790134 , Image - 1

Unit-37, 37 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13790134

Residential Condo & Other (Condo Townhouse)

$14500.0

3 Beds
2 Baths
1200-1399 sq-ft

Fully furnished short term rental available! Charming, low-maintenance townhome-style condo in desirable Silver Glen Preserve, perfectly suited for su

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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

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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

32 Photos

393 Mariners Way, Simcoe, ON , MLS #S13792180 , Image - 1

Unit-26, 393 Mariners Way Collingwood, Simcoe, ON MLS® S13792180

Residential Condo & Other (Condo Townhouse)

$12000.0

2 Beds
2 Baths
1200-1399 sq-ft

Ski Season Rental: Lovely 2 bedroom 2 bath 2 storey Garden Townhouse with garage at popular Lighthouse Point waterfront development. Sunflower floor

40 Photos

774 Johnston Park Avenue, Simcoe, ON , MLS #S13787888 , Image - 1

774 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13787888

Residential Condo & Other (Condo Townhouse)

$4000.0

4 Beds
3 Baths
1600-1799 sq-ft

This spacious, Orchid Garden Home with an attached Garage, Updated Designer Kitchen and Baths with Quartz counter tops and designer glass showers, is

32 Photos

24 Starboard Road, Simcoe, ON , MLS #S13787012 , Image - 1

24 Starboard Road Collingwood, Simcoe, ON MLS® S13787012

Residential Condo & Other (Condo Townhouse)

$16000.0

3 Beds
3 Baths
1400-1599 sq-ft

ALL-INCLUSIVE SKI SEASON LEASE AT DOCKSIDE! (All utilities, Internet/IPTV (Internet Protocol Television) & snow removal incl.) Available December 1, 2

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

24 Photos

9 Trafalgar Road, Simcoe, ON , MLS #S13789428 , Image - 1

9 Trafalgar Road Collingwood, Simcoe, ON MLS® S13789428

Residential Condo & Other (Condo Townhouse)

$3000.0

3 Beds
3 Baths
1400-1599 sq-ft

Fall & Winter Seasonal Rental in Whisper Woods, Collingwood. Enjoy a peaceful fall and winter getaway in this beautifully updated 3-bedroom, 3-bathroo

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

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3 Portland St Street, Simcoe, ON , MLS #S13712282 , Image - 1

3 Portland St Street Collingwood, Simcoe, ON MLS® S13712282

Residential Freehold (Lower Level)

$1875.0

Reduced by 5.1%

1 Beds
1 Baths
< 700 sq-ft

Extra large bright 1 bedroom basement apartment with separate entrance in Collingwood's popular South end. Easy access off Poplar Sideroad and minutes

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