Jayne's Cottages

Wyndsong Farm

Farmhouse in Creemore

  • 5 Beds
  • 4.0 Baths
  • 12 Guests
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Wyndsong Farm

Farmhouse in Creemore

  • 5 Beds
  • 4.0 Baths
  • 12 Guests
Wyndsong Farm - property

Wyndsong Farm

Farmhouse in Creemore

  • 5 Beds
  • 4.0 Baths
  • 12 Guests

Wyndsong Farm

Farmhouse in Creemore

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$7,000 /Summer Week
  • Super Peak WeekFromJul 19-Aug 11 C$8,050 /Super Peak Week

Property Details

A tranquil farm experience with 150 acres of rolling hills and gorgeous views in every direction! Walk to the charming town of Creemore. The property boasts a 5bdrm farmhouse & separate 2 bdrm apartment, 3.5 baths, swimming pond, trails, etc!

Located within walking distance of the well-known hamlet of Creemore. Less than 2 hours from Toronto, 25 mins to downtown Collingwood and 30 mins to Blue Mountain. Perfectly situated to enjoy the many nearby ski and golf facilities including Devils Glen and Mansfield ski clubs (both 15 mins drive), as well as an abundance of outdoor activities and walking trails (both on and off the property!). Less than 10 minutes to Mad River Golf Club. The town of Creemore has gained much popularity in recent years due to its charming aesthetic and bountiful offerings (including 5-star restaurants, quaint cafes, boutique shops, grocery outlets, and more).

WYNDSOND FARM boasts 150 acres of rolling fields, endless forests, and 1.5 hours of walking trails which can all be found without leaving this Country Estate! The highly accessible, maple-lined driveway leading into the property is private yet not remote and is flanked by a picturesque apple orchard that continues down into the valley. This never-ending escarpment property is also equipped with a treated, aerated swimming pond with a dock and lily pad for those hot summer days. Take in the breathtaking sunsets and all-day sun on the west-facing deck, and help yourself to whatever is in season from the raised bed vegetable garden! An oversized 2-car attached garage can also be found on the property, as well as a fully-equipped two-bedroom apartment - perfect for guests or as a nanny suite! The beautifully landscaped property boasts endless perennial gardens, a waterfall feature that flows into the pond, a fire pit, and a small beach area. Children will be delighted by the countless amenities at their fingertips including an asphalt area for sports and play, a Ninja Course, a designated basketball area, and the lower garage play area filled with bikes, hockey nets, and a ping pong table.

The main level boasts a lovely breezeway that connects the original farmhouse to the spacious new addition, featuring glass doors on both sides and stunning views of the surrounding perennial gardens. Enter through the attached garage into the family foyer/mudroom.
Though newly renovated, the gourmet kitchen maintains an old-time charm that just cannot be bought. Featuring a unique T-shaped island with maple & granite countertops, a wine fridge and seating for 6, an oversized Wolf Range with a double oven and grill top, a subzero fridge/freezer, 2 Miele dishwashers, a microwave and a Jura Espresso machine. Guests will also enjoy the separate pantry area for additional food storage.
There is a separate dining table located just one step down from the kitchen which boasts seating for 6+.
The Great Room features a charming wood-burning stone fireplace and an abundance of cozy seating. Double glass doors lead guests outside to the oversized deck, which is equipped with dining for 10, plenty of outdoor furniture, a Weber propane BBQ and a Green Egg BBQ.
Also located off the kitchen is a separate TV room which offers cozy couches, a wood-burning stove, a desk area and glass doors leading to the 3-season sunroom.
Possibly the most well-loved room in the house, this 3-season sunroom has gorgeous views and is equipped with a pull-out couch. A fantastic place to enjoy your morning coffee.
Also off the kitchen is a large playroom with lots of toys and board games. Double glass doors lead to a screened-in porch which has dining for 8-10 and a seating area from which to enjoy the sunsets.
Follow the winding staircase past the landing area to the three upstairs bedrooms. The first bedroom offers a King-sized bed, skylights and a sitting area; the second is equipped with a Queen bed and a built-in desk area, and the third features twin bunk beds and an additional twin bed. Guests will also find two full bathrooms on the upper level of the original farmhouse - one with a tub/shower combination, and the other with a stand-alone shower.

Entirely separate from the original farmhouse, this newly built addition serves as the perfect guest or nanny suite! Featuring an open-concept, fully equipped kitchen with fridge, dishwasher, cooktop, island seating for 5 and an additional eating nook with built-in seating. Just beyond the kitchen is the living area which boasts several cozy couches, a TV and a wood-burning stove. Guests will also find two spacious bedrooms in the upper addition as well as a Jack-and-Jill bathroom that connects the two rooms. In-floor heating throughout!
There is an additional fridge and freezer located on the lower level of the Guest Suite. You can also access the kid's play garage from this level.

Bathroom 1 - Powder Room
Bedroom 1- King with sitting area
Bedroom 2 - Queen with built-in desk area
Bedroom 3 - Bunk beds with additional twin bed
Bathroom 2 - Full bath with shower/tub combination
Bathroom 3 - 3-piece with stand-alone shower

Bedroom 4 - Queen overlooking apple orchard & escarpment
Bedroom 5 - Queen with built-in bunk beds (twin)
Bathroom 4 - 3-piece Jack & Jill bathroom with stand-alone shower

150-Acres of Rolling Hills and Forests
1.5 Hours of Walking Trails on Property
Breathtaking Views of Apple Orchard and Escarpment
All Day Sun
Treated Pond with Dock and Small Beach Area
Ping Pong Table
Very Private
Sonos Music System
Attached Two-Car Garage
Weber & Green Egg BBQ

Asphalt Basketball Court
Bikes of Various Sizes
Aqua Lily Pad
Fire Pit
Clean Swimming Pond with Waterfall

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

10 cars

Maximum 12 guests
Non-smoking cottage
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

3 Single Beds

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed, 2 Single Beds



3114 Concession Rd 5
Creemore, 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. 

1 Guest Reviews

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1 star


"We absolutely loved it!"

by Kevin, Trish, Jack & max


First, we never write reviews, but Wyndsong was so lovely we felt compelled to write one. The pictures on the website don’t fully convey how beautiful and tranquil the property is. The house is full of light, with large windows and skylights throughout. We fell asleep looking at the stars and awoke awash in morning sun. The kitchen is truly a joy to cook in, with every possible pot, pan and gadget one could need. The attached, renovated 2 bedroom suite means there’s ample room for two families to share a stay at the farm, or for one family it means there’s plenty of room for parents and kids to each have their space. The pond was terrific for swimming or just relaxing in the sun on an inflatable. We will definitely see about a return visit.

Wyndsong Farm

Pond & Dock

Great Room

Great Room & Fireplace

Kitchen & Bar Seating


Master Bedroom

Bedroom 2

Bedroom 3

Main Bathroom - Upper Level

Bathroom 2 - Upper Level

Powder Room

Ping Pong & Water Toys

Family Room

Separate Guest Suite

Guest Suite Kitchen

Guest Suite Dining

Guest Suite Bedroom 1

Guest Suite Bedroom 2

Guest Suite Bathroom

Deck Side

Main Deck & Seating

Main Deck & Pond

Pond & Dock

Wyndsong Farm - Pond & View Side

Parking & Basketball

Aerial View