Real estate listings for rent in Collingwood (110 relevant results)

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21 - 581 OXBOW CRESCENT, Collingwood

19 photos

$2,100
21 - 581 Oxbow Crescent, Collingwood, Ontario L9Y 5B4
2 beds
2 baths
0 days

Cross Streets: Dawson & Oxbow. ** Directions: Hwy 26 to Keith Ave, to Dawson to Oxbow. Annual Rental in Collingwood! Welcome home to this 2-bedroom, 2-bathroom condo tucked away in a quiet setting within the Living Water Resort community. Offering a unique reverse floor plan, thoughtful updates

679 JOHNSTON PARK AVENUE, Collingwood

44 photos

$3,500
679 Johnston Park Avenue, Collingwood, Ontario L9Y 5C7
3 beds
2 baths
0 days

Cross Streets: Johnston Park Avenue and Mariners Way. ** Directions: Highway 26 to Lighthouse Point Lane, west (right) on Johnston Park Avenue, south (right) into development of 679 Johnston Park Avenue. Seasonal winter rental in Lighthouse Point with flexible dates, minimum 4 month rental

41 SIERRA TRAIL, Collingwood

26 photos

$16,000
41 Sierra Trail, Collingwood, Ontario L9Y 0J5
4 beds
4 baths
1 day

Cross Streets: Cranberry Trail E and Hwy26. ** Directions: Cranberry Trail East to Joseph Trail to Sierra Trail. SEASONAL RENTAL DEC1-MAR31. Nestled on a tranquil street within the Cranberry Golf Course, this meticulously maintained bungalow-loft townhome offers a sophisticated blend of luxury

64 - 19 DAWSON DRIVE, Collingwood

9 photos

$2,100
64 - 19 Dawson Drive, Collingwood, Ontario L9Y 3Z5
2 beds
2 baths
2 days

Cross Streets: Dawson Dr. & Harbour St W. ** Directions: From downtown Collingwood, head west on Hwy 26 (First St.). Turn left onto Keith Avenue, then right onto Dawson Drive. Continue to 19 Dawson Drive; Unit 64 is located within the Cranberry Village area. Approx. 5 minutes from downtown

18 WATTS CRESCENT, Collingwood

13 photos

$1,975
18 Watts Crescent, Collingwood, Ontario L9Y 4A5
2 beds
1 baths
2 days

Cross Streets: Fifth Street and High Street. ** Directions: Fifth to Watts. Welcome to this bright and modern 2 bedroom lower-level unit, perfectly located within walking distance to downtown Collingwood's shops, restaurants and waterfront. Enter through the smart lock at the side entrance,

98 - 23 DAWSON DRIVE, Collingwood

48 photos

$10,000
98 - 23 Dawson Drive, Collingwood, Ontario L9Y 5B4
2 beds
2 baths
3 days

Cross Streets: Keith Avenue and Dawson. ** Directions: Highway 26 South on Keith Avenue right on Dawson to 23 Dawson- Unit #98. 4 Month Ski Season Rental available December 1st 2026 to March 31st 2027 with flexible start dates and includes utilities. This comfortable, well-cared for, clean

14 BIRCH STREET, Collingwood

15 photos

$2,000
14 Birch Street, Collingwood, Ontario L9Y 2V1
0 beds
1 baths
3 days

South side of First Street on corner of Birch and First. COMMERCIAL LEASE OPPORTUNITY. Prime location at corner of First St. and Birch St. in Collingwood means plenty of exposure for your business. 800 sq. feet of space on main floor plus 250 sq. feet finished on the upper level, Upper level

12 - 15 DAWSON DRIVE, Collingwood

6 photos

$1,975
12 - 15 Dawson Drive, Collingwood, Ontario L9Y 5B4
2 beds
2 baths
3 days

Cross Streets: Keith Ave & Dawson. ** Directions: Hwy 26 to Keith Avenue to Dawson. Welcome to easy, four-season living in The Glen I at Living Stone Resort (formerly Cranberry). This beautifully renovated 2-bedroom, 2-bathroom ground-level condo offers a stylish, turnkey opportunity in one

124 - 4 KIMBERLY LANE, Collingwood

18 photos

$2,200
124 - 4 Kimberly Lane, Collingwood, Ontario L9Y 5T6
2 beds
1 baths
3 days

Cross Streets: Hwy 26 and Harbour St W. ** Directions: Hwy 26 to Harbour St W to Kimberly Ln. ANNUAL OR SEASONAL LEASE! Fantastic ground floor Royal Windsor condo. Spacious one bedroom plus den layout with open concept kitchen, dining and living room with walk-out to patio. Located minutes

185 ESCARPMENT CRESCENT, Collingwood

7 photos

$1,800
185 Escarpment Crescent, Collingwood, Ontario L9Y 5B4
2 beds
1 baths
3 days

Cross Streets: Dawson/Escarpment. ** Directions: Hwy 26 to Harbour St W, left to Dawson, left on Escarpment. WINTER SEASON LEASE | DECEMBER 1 - MARCH 31st, 2027 | DATES FLEXIBLE Enjoy the winter season in this fully furnished 2-bedroom, 1-bathroom reverse-plan townhome, ideally located in central

100-OFFICE A - 245 RAGLAN STREET E, Collingwood

10 photos

$700
100-office A - 245 Raglan Street E, Collingwood, Ontario L9Y 5P9
0 beds
0 baths
4 days

Cross Streets: Raglan & Connell. ** Directions: Take Hume St East to Raglan St. Head South On Raglan St to the property on the east side of Raglan St. Approximately 100 sq ft of private office space available in a well-maintained professional building conveniently located just off Highway 26

82 KARI CRESCENT, Collingwood

32 photos

$2,950
82 Kari Crescent, Collingwood, Ontario L9Y 0Z7
3 beds
4 baths
4 days

Cross Streets: Harbour St and Kari Crescent. ** Directions: Harbour St. west to Kari Crescent to sign. Balmoral Village - UNFURNISHED ANNUAL RENTAL available. This Cardiff Model features 3 bedrooms, 3.5 baths, a second floor loft and a finished walk-out basement. Appliances supplied are stove,

67 JOSEPH TRAIL, Collingwood

27 photos

$12,880
67 Joseph Trail, Collingwood, Ontario L9Y 0J3
3 beds
4 baths
5 days

Cross Streets: Hwy 26 to Cranberry Trail East, left on second Joseph Trail turn. ** Directions: Hwy 26 to Cranberry Trail East, left on second Joseph Trail turn. SKI SEASON RENTAL Available Dec 1/26 - March 31/27. Enjoy the magic of the season in this wonderful 3 bedroom, 4 bathroom townhome

10 - 15 CRANBERRY QUAY, Collingwood

25 photos

$2,800
10 - 15 Cranberry Quay, Collingwood, Ontario L9Y 5C2
3 beds
2 baths
5 days

Cross Streets: Balsam and Highway 26. ** Directions: Highway 26 to Balsam St to Cranberry Quay. 15 Cranberry Quay, a highly sought after Collingwood condominium development, offering an exceptional living experience. This thoughtfully designed 3-bedroom, 2-bathroom residence hosts a sun filled

UNIT 2 - 57 COURTICE CRESCENT, Collingwood

6 photos

$1,420
Unit 2 - 57 Courtice Crescent, Collingwood, Ontario L9Y 4N7
1 beds
1 baths
5 days

Cross Streets: High St./Griffin Rd. ** Directions: East on Griffin from High. North on Courtice. Welcome to this well-maintained 1-bedroom lower-level rental in a quiet Collingwood neighbourhood, available September 1st. This comfortable unit offers a private separate entrance, a practical

793 JOHNSTON PARK AVENUE E, Collingwood

31 photos

$2,750
793 Johnston Park Avenue E, Collingwood, Ontario L9Y 5C7
3 beds
3 baths
6 days

Cross Streets: HYWY to 26 & Lightouse Point. ** Directions: HyWy 26 to Lighthouse Point. 4 Month Ski Season, 3 bedroom, 2 1/2 bathroom condo, fully furnished & equipped for your pleasure, ample parking & exclusive locker at front door. Lots to offer for apres' from this location. Lighthouse

684 JOHNSTON PARK AVENUE, Collingwood

30 photos

$2,450
684 Johnston Park Avenue, Collingwood, Ontario L9Y 5C7
2 beds
2 baths
6 days

Cross Streets: Hwy 26 West and Waterfall Lane. ** Directions: Waterfall Lane to Johnston Park Ave - right on JP Ave to 684 - 2 driveways past Islanders building. Ski Season Rental GROUND FLOOR BUNGALOW - FOUR MONTHS WITH Flexible Dates can be a little longer if needed. This ground-floor, bright

589 OXBOW CRESCENT, Collingwood

23 photos

$3,500
589 Oxbow Crescent, Collingwood, Ontario L9Y 5B4
3 beds
3 baths
6 days

Cross Streets: Dawson Drive. ** Directions: DAWSON DR TO OXBOW CRESCENT. 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. of thoughtfully designed living space, this turnkey three-bedroom,

25 MAPLE STREET, Collingwood

37 photos

$3,000
25 Maple Street, Collingwood, Ontario L9Y 2P7
0 beds
1 baths
6 days

Cross Streets: Maple Street and First Street. ** Directions: First Street, South on Maple to #25. Position your growing business in this beautifully renovated, stand-alone office building at 25 Maple Street, ideally located just two blocks from Downtown Collingwood's vibrant Hurontario Street.

24 JOSEPH TRAIL, Collingwood

44 photos

$2,300
24 Joseph Trail, Collingwood, Ontario L9Y 0J2
2 beds
2 baths
6 days

Cross Streets: Cranberry Trail E and Hwy 26. ** Directions: Hwy 26 to Cranberry Trail East to Joseph Trail. Fully furnished and available for short term lease on a 3-6 month term beginning as early as mid September! Experience ultimate four-season recreation at 24 Joseph Trail, a beautifully

171 - 51 TROTT BOULEVARD, Collingwood

38 photos

$2,200
171 - 51 Trott Boulevard, Collingwood, Ontario L9Y 5B8
2 beds
2 baths
7 days

Cross Streets: Hwy 26 and Trott Blvd. ** Directions: Hwy 26 to Balsam right to Trott Left to 51 Trott. Sought after ranch style bungalow end unit townhouse. Flat entrance through the front door into this sun-filled open concept home. Tastefully updated kitchen having a quartz countertop with

658 JOHNSTON PARK AVENUE, Collingwood

27 photos

$5,000
658 Johnston Park Avenue, Collingwood, Ontario L9Y 5C7
3 beds
2 baths
7 days

Cross Streets: Mariners Way. ** Directions: LIGHTHOUSE LANE TO JOHNSTON PARK AVENUE. **WINTER SEASONAL RENTAL | LIGHTHOUSE POINT | AVAILABLE SEPTEMBER-MAY**Enjoy the best of Collingwood's four-season lifestyle from this beautifully updated second-floor condominium in the sought-after Lighthouse

35 CONSERVATION WAY, Collingwood

40 photos

$16,000
35 Conservation Way, Collingwood, Ontario L9Y 0G9
3 beds
4 baths
7 days

Hwy 26 And Silver Glen Road Ski Season Lease in Silver Glen Preserve Community - Available December 1st - end of March. Excellent executive style townhome to enjoy this winter season! Tastefully decorated and completely furnished offering, open-concept kitchen combined with living / dining

24 DEY DRIVE, Collingwood

9 photos

$3,350
24 Dey Drive, Collingwood, Ontario L9Y 4C5
4 beds
3 baths
7 days

Hurontario St/Poplar Side Rd Discover comfortable family living in a peaceful, welcoming neighbourhood just minutes from Blue Mountain Resort. This spacious 4 bedroom, 3 bathroom home features bright 9' ceilings and offers the perfect balance of tranquility and convenience, with schools within

306 - 4 COVE COURT, Collingwood

19 photos

$3,200
306 - 4 Cove Court, Collingwood, Ontario L9Y 0Y6
2 beds
3 baths
10 days

From Collingwood west on Highway 26 to Cover Court on the right. Experience four-season living in this stunning furnished rental at Wyldewood Cove, perfectly situated on the shores of Georgian Bay. Available as a furnished annual lease or seasonal long-term rental, this bright and spacious

102 - 4 COVE COURT, Collingwood

34 photos

$2,200
102 - 4 Cove Court, Collingwood, Ontario L9Y 0Y6
2 beds
2 baths
10 days

Cross Streets: HWY26 and Cove Crt. ** Directions: Hwy 26 to Cove Crt #4. SEASONAL RENTAL - NOVEMBER 1st 2026 onward. Welcome to Wyldewood Cove! Experience living at its best in Wyldewood Cove, a beautiful waterfront community on Georgian Bay! This stunning 4-month seasonal lease offers a spacious

32 COURTICE CRESCENT, Collingwood

37 photos

$2,900
32 Courtice Crescent, Collingwood, Ontario L9Y 4G1
3 beds
2 baths
11 days

Cross Streets: High St and Griffin Rd. ** Directions: High Street or Spruce to Griffin Rd to Courtice to sign. 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 garage features 3 bedrooms and

102 - 5 ANCHORAGE CRESCENT, Collingwood

24 photos

$2,150
102 - 5 Anchorage Crescent, Collingwood, Ontario L9Y 0Y6
2 beds
2 baths
12 days

Cross Streets: Hwy 26 and Cove Court. ** Directions: Hwy 26 west from Collingwood to Cove Court then left onto Anchorage. SEASONAL RENTAL - Available September 1st. Nicely furnished, two bed, two bath, ground floor Wyldewood Cove condo. Comfortably sleeps 6. There is so much to do in Collingwood

66 PORTLAND STREET, Collingwood

19 photos

$3,500
66 Portland Street, Collingwood, Ontario L9Y 3Z6
4 beds
3 baths
12 days

Hurontario St-Poplar Sideroad Discover the ultimate lifestyle with this exclusive leasing opportunity! Immerse yourself in the charm of a stunning detached home, just moments away from School, the beach and Blue Mountain in Collingwood, ON. This sophisticated two-storey residence, nestled near

1 - 2 GOLFVIEW DRIVE, Collingwood

10 photos

$2,425
1 - 2 Golfview Drive, Collingwood, Ontario L9Y 0G7
2 beds
2 baths
12 days

Cross Streets: Golfview Dr and Hurontario St. ** Directions: Golfview Dr & Hurontario St. 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 suite offering approximately 1,000 sq ft of bright, thoughtfully

301 - 7 ANCHORAGE CRESCENT, Collingwood

13 photos

$10,000
301 - 7 Anchorage Crescent, Collingwood, Ontario L9Y 5C5
2 beds
2 baths
12 days

Cross Streets: Cove Court and Anchorage. ** Directions: Hwy 26 West to Cove Court. WATERFRONT SKI SEASON LEASE - WYLDEWOOD COVE. Price is per season, plus utilities. This third-floor, 2 bed, 2 bath condo puts Georgian Bay right outside your window, with a private balcony to take it all in.

37 GEORGIAN MANOR DRIVE, Collingwood

40 photos

$6,000
37 Georgian Manor Drive, Collingwood, Ontario L9Y 3Z1
5 beds
3 baths
12 days

Cross Streets: Waterfront. ** Directions: From Highway 26, turn onto poplar sideroad, turn left onto Beachwood Rd, turn right onto Lakeview Ave, turn left onto Georgian Manor Dr. Discover the ultimate year-round, four season gem - a spacious, fully furnished waterfront getaway nestled in a

26 BARRINGTON TRAIL, Collingwood

35 photos

$3,200
26 Barrington Trail, Collingwood, Ontario L9Y 0G1
3 beds
3 baths
12 days

Huronia Pathway/Barrington Trl 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 from Georgian Bay, Sunset Point Park, picturesque trails, and all the charm and convenience of downtown Collingwood

UNIT 1 - 30 PINE STREET, Collingwood

14 photos

$2,450
Unit 1 - 30 Pine Street, Collingwood, Ontario L9Y 2N7
2 beds
1 baths
13 days

Cross Streets: First St & Pine St. ** Directions: Pine St just south of First St. Annual Residential Lease in Downtown Collingwood, in an attractive Heritage Home in the Heritage Conservation District! This newly renovated 2 bedroom, 1 bath second-floor apartment is approx. 1,000 SQFT. It is

124 - 55 TROTT BOULEVARD, Collingwood

30 photos

$8,000
124 - 55 Trott Boulevard, Collingwood, Ontario L9Y 5B8
2 beds
2 baths
13 days

Cross Streets: Trott & Hwy 26. ** Directions: Hwy 26 to Trott. Ski Season opportunity. This spacious and bright two-bedroom, two-full-bathroom condo townhome in Harbour Side offers 1,050 sq. ft. of comfort. Designed with an open concept, the main living area features a combined living and dining

9811 BEACHWOOD ROAD, Collingwood

26 photos

$2,200
9811 Beachwood Road, Collingwood, Ontario L9Y 5P1
2 beds
1 baths
16 days

Cross Streets: Lakeview Avenue. ** Directions: Left off Hwy 26 to Beachwood Road, Right on to Lakeview Avenue. Welcome to this beautifully renovated 2-bedroom, 1-bathroom apartment offering stylish finishes, modern updates, and an unbeatable Southern Georgian Bay lifestyle. Redesigned from

511 - 31 HURON STREET, Collingwood

37 photos

$2,500
511 - 31 Huron Street, Collingwood, Ontario L9Y 5T7
1 beds
1 baths
16 days

Cross Streets: Huron St & Hurontario. ** Directions: Hwy 26 to Huron St. Ski Season Rental - 1 Bedroom + Den Condo in Downtown Collingwood. Enjoy the perfect winter getaway in this beautifully appointed 1-bedroom plus den condo in the heart of downtown Collingwood. Ideally located, you'll be

341 - 11 HARBOUR STREET W, Collingwood

27 photos

$10,000
341 - 11 Harbour Street W, Collingwood, Ontario L9Y 5B4
2 beds
2 baths
17 days

Cross Streets: Dawson Drive. ** Directions: Hwy 26 to Dawson Dr. 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 for added privacy and quiet. This bright, open-concept home features a modern

14 - 4 RAMBLINGS WAY, Collingwood

15 photos

$10,000
14 - 4 Ramblings Way, Collingwood, Ontario L9Y 5C6
2 beds
2 baths
18 days

Cross Streets: hwy 26 & Gun Club Rd. ** Directions: Hwy 26 west from Collingwood to Gun Club Rd. Right on Gun Club Rd, left on Ramblings Way. SEASONAL RENTAL - Available for ski season starting December 1st. Renovated two bedroom, 2 bath ground floor condo in Ruperts Landing. Nicely furnished

UNIT #1 - 150 FIRST STREET, Collingwood

6 photos

$1,250
Unit #1 - 150 First Street, Collingwood, Ontario L9Y 1A4
0 beds
1 baths
18 days

Cross Streets: First Street & Beech Street. ** Directions: On First St. Treatment Room Rental - Collingwood Health and Wellness Space. Well established and collaborative health and wellness clinic. Ideal for massage therapists, physiotherapists, chiropractors, naturopaths or counsellors looking

308 - 2 ANCHORAGE CRESCENT W, Collingwood

17 photos

$1,900
308 - 2 Anchorage Crescent W, Collingwood, Ontario L9Y 0Y6
1 beds
1 baths
18 days

Cross Streets: Hywy 26 & Cove Court. ** Directions: Hywy 26 to Cove Court. Seasonal rental available for Summer, Fall & Ski seasons! Fully Furnished, in Popular Wyldewood Cove 1 Bedroom, 1 Bath Condo, on the shores of Georgian Bay. Year round Outdoor saltwater pool, laundry within unit, assigned

6 - 15 DAWSON DRIVE, Collingwood

23 photos

$2,200
6 - 15 Dawson Drive, Collingwood, Ontario L9Y 5B4
2 beds
2 baths
19 days

Cross Streets: Hwy 26 & Keith Ave. ** Directions: Hwy 26 to Keith to Dawson. Short Term and Annual Rental Available in the family friendly Community of Cranberry Resort, close to Georgian Bay. This beautiful 2 Bedroom, 2 Bathroom, 1 level condo has a bright and spacious open concept floor plan

841A - 34 DAWSON DRIVE, Collingwood

7 photos

$1,500
841a - 34 Dawson Drive, Collingwood, Ontario L9Y 5B4
0 beds
1 baths
19 days

Cross Streets: Harbour St/Dawson Dr. ** Directions: HWY 26 to Harbour St to Dawson Dr. Well-maintained bachelor apartment close to Downtown Collingwood and everything the Blue Mountain has to offer. Featuring an open plan kitchen/living space, 4pc bathroom including separate tub and shower,

29 NORTH MAPLE STREET, Collingwood

18 photos

$4,500
29 North Maple Street, Collingwood, Ontario L9Y 0J3
3 beds
2 baths
20 days

First Street to North Maple Street in \"The Shipyards\" SHIPYARDS WINTER RENTAL! 3 bedrooms, 2.5 baths, warm furniture and decor - turn key condo ready for your family. Spacious primary bedroom + ensuite, complete with an office area/desk by a window. Queen bed in second bedroom and a single

4 - 107 ELLEN LANE, Collingwood

15 photos

$2,800
4 - 107 Ellen Lane, Collingwood, Ontario L9Y 4W4
2 beds
2 baths
20 days

Cross Streets: Hwy 26 &Cranberry Trail W. ** Directions: Hwy 26, South on Cranberry Trail W, Right onto Ellen. 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 for rentals 6 months or longer.

12 ROBBIE WAY, Collingwood

41 photos

$5,500
12 Robbie Way, Collingwood, Ontario L9Y 0X5
3 beds
4 baths
21 days

Cross Streets: Cranberry Trail East. ** Directions: Hwy 26W to Cranberry Trail East; follow to Robbie Way #12. Seasonal Furnished Executive Rental. Rate is per month plus deposits. Please contact for availability for the season you wish to stay, in this stunning townhome that backs on to Green

205 - 4 ANCHORAGE CRESCENT, Collingwood

29 photos

$2,100
205 - 4 Anchorage Crescent, Collingwood, Ontario L9Y 0Y6
2 beds
2 baths
23 days

Cross Streets: Hwy 26 & Cove Court. ** Directions: Hwy 26 to Cove Court, left on Anchorage. Furnished Annual Lease available at Wyldewood Cove! This charming One Bedroom, plus den, offers a cozy living space with stylish decor, granite countertops, and stainless steel appliances. Enjoy the

325 - 4 KIMBERLY LANE, Collingwood

15 photos

$2,250
325 - 4 Kimberly Lane, Collingwood, Ontario L9Y 5T6
2 beds
1 baths
23 days

Cross Streets: Hwy 26 & Harbour Street West. ** Directions: Highway 26 to Harbour St W, left on Harbour St W to first stop sign, Kimberly Lane. Welcome to Royal Windsor Condos at Balmoral Village-Collingwood's premier 4-season lifestyle address! This bright and spacious 1+1 Bedroom, 1 Bath

329 MARINERS WAY, Collingwood

21 photos

$3,000
329 Mariners Way, Collingwood, Ontario L9Y 5C7
2 beds
2 baths
24 days

Cross Streets: LIGHTHOUSE POINT. ** Directions: highway 26 to lighthouse point to your first right turn, to mariners way. Welcome to Lighthouse Point, one of Collingwood's premier waterfront communities, available for the full ski season (flexible dates). Dec-March is $12,000, utilities in

175 - 49 TROTT BOULEVARD, Collingwood

18 photos

$7,000
175 - 49 Trott Boulevard, Collingwood, Ontario L9Y 5B8
2 beds
2 baths
24 days

Cross Streets: Hwy 26. ** Directions: Hwy 26 west of Collingwood to Trott. SKI SEASON fully furnished rental, list price is for 3 months Jan. 1 - March 31 but dates can be flexible, and Dec. 29-31 is available as well for an add'l $500. TWO DEDICATED PARKING SPOTS! Beautifully maintained all