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Vacation rentals in Collingwood

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Top-rated holiday rentals in Collingwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
One-of-a-kind relaxation escape located in the charming village of Kimberley! Just 1.5hrs North of Toronto, 20 min to Blue Mtn skiing, mtn top skating and the Village. The Kimberley downtown is something from the movies. Imagine getting out of your car and walking straight into the scene of a warm and cozy snow globe. You can watch the seasons come & go while taking in the valley views. Head outside to enjoy marshmallows by the fire, amidst this whimsical fortress. Bruce Trail access @ the door
14 – 21 Apr
Guest favourite
Tiny home in Meaford
Luxury Vintage Tiny House Farm Stay with Hot tub
Very unique cozy Airstream tiny home with BRAND NEW HEAVY DUTY FURNACE & electric fireplace - stay warm all winter long! Relax in your own private hot tub after a day of adventures. Snowshoes, firepit & BBQ available to enjoy while you watch the sunset, firewood included. Full kitchen, queen bed & 3 piece bathroom. There are friendly potbelly pigs on site for you to visit. Located 2 min from Meaford, close to Blue Mtn, beaches, ski clubs, Bruce Trail, waterfalls, scenic lookouts & more.
26 May – 2 June
Loft in The Blue Mountains
Slopeside Terminal - Ski in / Ski out
The Terminals is an updated loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.
23 – 30 Apr

Popular amenities for Collingwood holiday rentals

Stay near Collingwood's top sights

Scandinave Spa Blue Mountain288 locals recommend
Sunset Point Park117 locals recommend
Living Water Resort & Spa4 locals recommend
Living Stone Golf Resort10 locals recommend
Pie Wood Fired Pizza Joint - Collingwood20 locals recommend
Metro59 locals recommend

Other great holiday rentals in Collingwood

Apartment in Collingwood
Life in the Loft - Collingwood
20 – 27 Mar
Guest favourite
Condo in Collingwood
The Moose Lodge - Modern Condo in Collingwood
30 Mar – 6 Apr
Guest favourite
Condo in Collingwood
Modern Condo Near Ski Hills Lake Beach *King Bed
20 – 27 Apr
Guest favourite
Guest suite in Meaford
The Beach Button
25 Nov – 2 Dec
Guest favourite
Condo in The Blue Mountains
Hidden Haven - Shuttle to Blue Mountain Village
14 – 21 Apr
Guest favourite
Guest suite in Collingwood
Tiny Home Tranquility
30 Oct – 6 Nov
Guest favourite
Condo in The Blue Mountains
1 Bed, 1 Bath Lovely Open Concept Resort Condo
25 Apr – 2 May
Guest favourite
Guest suite in Collingwood
Cozy suite with a small fireplace and hot tub
11 – 18 Jan
Guest favourite
Dome in Bradford West Gwillimbury
Four season glamping dome under the stars
22 – 29 Jan
Guest favourite
Condo in The Blue Mountains
Blue Mountain Village| Stunning Mountain Views
27 Apr – 4 May
Guest favourite
Place to stay in Wasaga Beach
Newly Built Woodsy Loft Retreat
5 – 12 Aug
Guest favourite
Cabin in Mulmur
Cedar Cove Cabin & Country Retreat with Beach
9 – 16 Sept

Quick stats about holiday rentals in Collingwood

Total rentals

530 properties

Rentals with a pool

120 properties have a pool

Pet-friendly rentals

140 properties allow pets

Family-friendly rentals

370 properties are a good fit for families

Total number of reviews

18K reviews

Nightly prices starting at

$30 AUD before taxes and fees

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Collingwood