L9Y, ON Houses for Lease Under 100K

34 Photos

209583 26 Highway, Grey County, ON , MLS #X13688458 , Image - 1

209583 26 Highway Blue Mountains, Grey County, ON MLS® X13688458

Residential Freehold (Detached)

$26000.0

3 Beds
2 Baths
1100-1500 sq-ft

Bayside Blue: Private Georgian Bay Waterfront with Beach and Hot Tub, 8 Minutes to Blue Mountain. FURNISHED SEASONAL/SKI SEASON RENTAL ($26,000) OR MI

24 Photos

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

28 Photos

209707 Highway 26 Highway, Grey County, ON , MLS #X13684644 , Image - 1

Unit-8, 209707 Highway 26 Highway Blue Mountains, Grey County, ON MLS® X13684644

Residential Condo & Other (Condo Townhouse)

$22000.0

3 Beds
4 Baths
2000-2249 sq-ft

4 month Ski Season. Minutes to Craigleith, Alpine, Georgian Peaks & Blue Mtn Ski Hills & Village. Enjoy the Stunning Bay views, while being cozy & com

30 Photos

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 - Beautiful ground floor unit available for annual rental in the Wyldewood Cove. This waterfront community features a year-round heated p

37 Photos

24 Ramblings Way

Unit-PH 1003, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S13580992

Residential Condo & Other (Condo Apartment)

$13900.0

2 Beds
2 Baths
2000-2249 sq-ft

Arguably THE best view in Collingwood with stunning views toward Collingwood Terminals and beyond as well as toward Blue Mountain and the ski slopes.

19 Photos

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

7 Photos

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

29 Photos

10 Beckwith Lane, Grey County, ON , MLS #X13667998 , Image - 1

Unit-107, 10 Beckwith Lane Blue Mountains, Grey County, ON MLS® X13667998

Residential Condo & Other (Condo Apartment)

$14000.0

3 Beds
3 Baths
1000-1199 sq-ft

Attention Ski Families! This tastefully furnished 3 bedroom, 2 1/2 bathroom ground floor unit in the popular Mountain House community is ready for you

36 Photos

104 Kellies Way, Grey County, ON , MLS #X13636712 , Image - 1

Unit-14, 104 Kellies Way Blue Mountains, Grey County, ON MLS® X13636712

Residential Condo & Other (Condo Townhouse)

$2500.0

3 Beds
3 Baths
1200-1399 sq-ft

Your Perfect Blue Mountain Escape - Available Through November! Experience the best of four-season living in this beautifully updated and fully furnis

31 Photos

793 Johnston Park Avenue E, Simcoe, ON , MLS #S13663290 , Image - 1

793 Johnston Park Avenue E Collingwood, Simcoe, ON MLS® S13663290

Residential Condo & Other (Condo Townhouse)

$2750.0

3 Beds
3 Baths
1200-1399 sq-ft

4 Month Ski Season, 3 bedroom, 2 1/2 bathroom condo, fully furnished & equipped for your pleasure, ample parking & exclusive locker at front door. Lo

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

24 Photos

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

42 Photos

102 HELEN Street, Grey County, ON , MLS #X13570892 , Image - 1

102 HELEN Street Blue Mountains, Grey County, ON MLS® X13570892

Residential Freehold (Detached)

$25000.0

3 +0 Beds
2 Baths
1100-1500 sq-ft

**SKI SEASON LEASE** Ski in/ Ski out from your very own sanctuary in The Blue Mountains, walkable to Toronto Ski Club and the north end ski hills. Thi

44 Photos

212 Snowbridge Way, Grey County, ON , MLS #X13551604 , Image - 1

212 Snowbridge Way Blue Mountains, Grey County, ON MLS® X13551604

Residential Freehold (Detached)

$6000.0

4 +2 Beds
5 Baths
3000-3500 sq-ft

Fall months available, September October & November. Leave the car!!! Shuttle or walk to all the fun at Blue Mountain, this large beautiful chalet is

16 Photos

230 Grey Road 21 Road, Grey County, ON , MLS #X12949162 , Image - 1

230 Grey Road 21 Road Blue Mountains, Grey County, ON MLS® X12949162

Residential Freehold (Detached)

$4500.0

Reduced by 18.2%

4 Beds
3 Baths
1500-2000 sq-ft

FURNISHED RENTAL - NOT available for ski season (already rented). Rent includes up to $500 per month of utilities. Available now until Nov 30th (minim

40 Photos

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

17 Photos

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

35 Photos

209553 Highway 26 Highway, Grey County, ON , MLS #X13629334 , Image - 1

209553 Highway 26 Highway Blue Mountains, Grey County, ON MLS® X13629334

Residential Freehold (Detached)

$21000.0

4 Beds
4 Baths
2500-3000 sq-ft

Stunning waterviews from this Craigleith area chalet, easy drive to Blue + 4 private ski Clubs. List price is for Jan. 2, 2027 to March 31, 2027 (3 m

21 Photos

329 MARINERS Way, Simcoe, ON , MLS #S13603504 , Image - 1

329 MARINERS Way Collingwood, Simcoe, ON MLS® S13603504

Residential Condo & Other (Condo Townhouse)

$3000.0

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

48 Photos

114 Black Willow Crescent, Grey County, ON , MLS #X12208484 , Image - 1

114 Black Willow Crescent Blue Mountains, Grey County, ON MLS® X12208484

Residential Freehold (Detached)

$7500.0

Reduced by 25.0%

5 Beds
5 Baths
2500-3000 sq-ft

Fully furnished and *All-Inclusive* - Included: Access to The Shed (saltwater hot tub, pool, sauna, gym, party room), snow removal, heat, hydro, gas,

34 Photos

141 Springside Crescent, Grey County, ON , MLS #X13454194 , Image - 1

141 Springside Crescent Blue Mountains, Grey County, ON MLS® X13454194

Residential Freehold (Detached)

$11000.0

4 +2 Beds
7 Baths
3500-5000 sq-ft

Seasonal Rental: $11,000/Month | Annual Rental: $6,500/Month + Utilities | Available August 3, 2026 | Pet Friendly Experience luxury mountain living i

34 Photos

32 Green Briar Drive, Simcoe, ON , MLS #S13543778 , Image - 1

32 Green Briar Drive Collingwood, Simcoe, ON MLS® S13543778

Residential Condo & Other (Condo Townhouse)

$18000.0

3 +1 Beds
4 Baths
1400-1599 sq-ft

SEASONAL SKI SEASON LEASE FROM DECEMBER 20th - END OF MARCH Meticulous Bungalow Located in the Prestigious Briarwood Community. The location can't be

33 Photos

119 Venture Boulevard, Grey County, ON , MLS #X12681554 , Image - 1

119 Venture Boulevard Blue Mountains, Grey County, ON MLS® X12681554

Residential Freehold (Semi-Detached )

$4000.0

Reduced by 20.0%

4 Beds
4 Baths
2000-2500 sq-ft

Gorgeous mountain-style chalet in the Blue Mountains. Located near the base Blue Mountain, Craigleith and Alpine Ski Club in the Orchard, this home is

29 Photos

112 carmichael Crescent, Grey County, ON , MLS #X13449224 , Image - 1

112 carmichael Crescent Blue Mountains, Grey County, ON MLS® X13449224

Residential Freehold (Detached)

$4500.0

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

Escape to Blue Mountain and enjoy a fully furnished chalet available for short-term rental. Ideally situated directly across from Sunrise Hill and the

50 Photos

141 Snowbridge Way, Grey County, ON , MLS #X13463130 , Image - 1

141 Snowbridge Way Blue Mountains, Grey County, ON MLS® X13463130

Residential Freehold (Detached)

$6500.0

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

SNOWBRIDGE SUMMER/FALL SEASONAL FURNISHED PROPERTY WITH COMMUNITY POOL/SHUTTLE SERVICE TO VILLAGE/PRIVATE BEACH! Embrace the pinnacle of luxury living

33 Photos

20 Beckwith Lane

Unit-307, 20 Beckwith Lane Blue Mountains, Grey County, ON MLS® X12955128

Residential Condo & Other (Condo Apartment)

$2500.0

Reduced by 12.3%

3 Beds
3 Baths
1000-1199 sq-ft

FURNISHED FALL rental in Mountain House available OCT & NOV. Welcome to this stunning 3 bedroom 2.5 bath end unit condo at the base of Blue Mountain.

25 Photos

35 Dawson Drive, Simcoe, ON , MLS #S13452856 , Image - 1

Unit-5, 35 Dawson Drive Collingwood, Simcoe, ON MLS® S13452856

Residential Condo & Other (Condo Townhouse)

$2750.0

2 Beds
3 Baths
1800-1999 sq-ft

Bright, clean, and contemporary, this move-in-ready 2-Bedroom + Den Townhome offers the ultimate Collingwood lifestyle. Each floor is flooded with nat