Jayne's Cottages

Collingwood Homestead

House in Collingwood

  • 4 Beds
  • 4.0 Baths
  • 8 Guests
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Collingwood Homestead

House in Collingwood

  • 4 Beds
  • 4.0 Baths
  • 8 Guests
Collingwood Homestead - property

Collingwood Homestead

House in Collingwood

  • 4 Beds
  • 4.0 Baths
  • 8 Guests

Collingwood Homestead

House in Collingwood

Booking direct with us guarantees the lowest price. Select dates to calculate taxes and fees. Inquire for off-season and special pricing.

Stay Information

  • Summer WeekFromJun 14-July 19 & Aug 11-Sep 9C$6,533 /Summer Week
  • Super Peak WeekFromJul 19-Aug 11 C$7,513 /Super Peak Week

Property Details

Lovely, tranquil 4-5 bed, 4 bath home ideally located near Osler Bluff Ski Club, and stunning Collingwood! This private paradise offers something for everyone all year long. Winter thrills at the slopes and poolside summers in a backyard oasis!

Just 7km to downtown Collingwood, 3km to Osler Bluff Ski Club and a short drive to ever-popular Blue Mountains Resort. This is truly winter playtime with all the bells and whistles! Known for its charming heritage vibe with shops, galleries, spas and restaurants, the quaint town of Collingwood is also a must-visit for the mountain bikers, beach bums and nature lovers all summer!
COLLINGWOOD HOMESTEAD - Your adventure begins as you pull up to this picturesque home with mature evergreens providing rare privacy on a quiet, dead-end road. An inviting front deck greets you with Muskoka chairs welcoming you to stay a while. The beautifully landscaped back yard offers a perfect play space for kids - big and little - including a hot tub, outdoor dining area, lounge chairs and a sparkling pool for summer visits. The Muskoka Room offers peaceful evenings together and easy access to the hot tub.

The perfect blend of casual elegance and charming comfort, with gorgeous pine flooring, a partly open-concept layout and luxurious details throughout.
Lovely open space with high-end stainless steel appliances and induction stove, island and L-shaped counter perfect for morning breakfasts, with seating for 3. Features an adjacent sitting area, opening up to a 3-sided Muskoka room.
Spacious dining room that comfortably seats 6-8.
Cozy space to gather with large, comfy sectional sofa that seats 6, surrounding a large TV mounted above a gas fireplace.
Step down to the hot tub from the 3-sided Muskoka Room wth pretty views out to the pool and back yard.
Ideal space for storing ski equipment and winter gear.
Open and relaxed recreation room with carpeting throughout, a ping pong table and exercise area with stationary bike, and treadmill. The warm gas fireplace and TV are surrounded by a comfortable sectional sofa with seating for 4.
Hardwood floors and an office that could convert into a 5th bedroom.

Bathroom 1 - Powder Room
Bedroom 1 - King (Primary) with ensuite, TV, gas fireplace, walk-in closet and seating area
Bathroom 2 - 5-piece primary ensuite with double vanity, separate shower and bath tub
Bedroom 2 - Queen
Bedroom 3 - Queen with desk
Bathroom 3 - 4-piece with double vanity and stand-alone shower
Bedroom 4 - Queen
Bathroom 4 - 3-piece with stand-alone shower

Office - can be converted to a 5th bedroom
High-end appliances
Multiple outdoor seating areas
Ping Pong Table
Exercise equipment

Hot tub on heated pad
Basketball net
Hockey net

This house is equipped with wifi and air conditioning
This house is not equipped with satellite or a generator
This house participates in Jayne's White Linen Program

Outdoor furniture is not out from Thanksgiving-Victoria Day Weekend

6 cars (2-car garage, outside parking for 4)

Maximum 8 guests
Non-smoking house
Pets considered, must sign Pet Waiver

Check-in time 4:00 pm
Check-out time 10:00 am




Sleeping Arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed



15 Homestead Drive
Collingwood, Ontario


Cancellation Policy

Cancellation Policy by Agency -
If the Cottage Property is for any reason not rentable prior to commencement of the Rental Period then the Guest Agreement will be null and void and all Advance Deposits will be refunded to the Guest’s credit card within 7 days of cancellation. No additional refund or damages will be paid to the Guest or Guests.

Cancellation Policy by Guest -
Guest may cancel the agreement before150 days prior to the start of the rental period, the deposit will be returned less a fee of $2000 per week of reservation if rental is under $20,000 per week. For rentals at $20,000 and over, the cancellation fee is $4000/week of rental. If the Guest cancels the agreement 61 to 149 days prior to the start of the rental all deposits will be forfeited. If the Guest cancels the agreement less than 60 days before the start of the rental agreement the Guest is responsible for the full amount of the rent and is not entitled to any refund.

Cancellation Policy on Concierge Services - Full refund on deposits made 31 days or more prior to arrival. For cancellation of concierge service for arrivals less than 31 days away, all deposits will be forfeited.

Deposit Policy

Deposit Policy - 50% of Rental Amount is due at time of booking.  If your rental's arrival date is greater than 6 months, the 25% is due upon booking and 25% is due 6 months prior to the commencement of the rental.  Balance of payment is due 60 days prior to arrival. Please note that there is a $250 penalty associated with late payment of the balance between 59-46 days prior to the commencement of the rental that will be charged to your credit card. At 45 days prior to the rental, Jayne's Cottages is entitled to treat the booking as cancelled as per below.

Jayne's Cottages is entitled to treat the booking of any Guest as cancelled in the event that: a) the Guest gives written notification of cancellation; b) the Guest fails to pay the full deposit due or the balance of rent by the time specified above. In the event that the booking is so cancelled, Jayne's Cottages may re-book the property for the period concerned or for part of that period.

Bookings made within 24 hours of arrival will be charged an additional $1000 Booking Fee.
Bookings made within 48 hours of arrival will be charged a $500 Booking Fee.


Rate varies due to seasonality and holidays.

Please select your dates on our online booking calendar and use the booking engine for an exact quote. Additional Fees may include, but are not limited to, Turnover Clean, Taxes, Security Deposit and other Optional Services to enhance your stay. 

Collingwood Homestead

Collingwood Homestead & Ski Hills

Collingwood Homestead - Pool, Patio & Garden Side

Great Room & Fireplace

Great Room & Fireplace

Kitchen & Bar Seating

Kitchen & Seating Area


Screened Porch & Seating

Powder Room

Primary Bedroom & Fireplace - Upper Level

Primary Bedroom Ensuite

Bedroom 2 - Upper Level

Bedroom 3 - Upper Level

Bathroom - Upper Level

Office - Upper Level

Bedroom 4 - Lower Level

Bathroom - Lower Level

Family Room, Fitness Area & Fireplace - Lower Level

Ping Pong Table - Lower Level

Garden, Trampoline, Patio & Pool

Patio, Pool & Seating

Hot Tub

Aerial View & Ski Hills