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Collingwood vacation rentals

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Top-rated vacation rentals in Collingwood

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

Condo in The Blue Mountains
Mountainside Studio Bliss: Just Renovated, Tennis
Unwind at this renovated studio and surround yourself in Blue Mountain tranquility at the foot of the mountain. You'll be steps to the lifts and 1Km to Blue Mountain Village, Scandinave Spa, and Monterra Golf Course. You'll be on the ground floor with an equipment locker and patio amongst the trees. We provide high end modern furnishings, 44-inch flat screen TV, fast Wi-Fi, premium cable, Netflix, loads of linens, high-pressure shower, fireplace, travel games, and a well-appointed kitchen. Nor
$87 per night
Guest suite in Collingwood
Tiny Home Tranquility
Tiny Home Tranquility! Located just 15 minutes from Blue Mountain Ski Resort and Wasaga Beach. Walking distance to Collingwood downtown core and Georgian Bay . A custom built tiny home with all the amenities needed for a perfect getaway. This clean, bright and cozy tiny home is private and is attached to the main house with a breezeway to comply with the town bylaws. The Tiny Home has a separate entrance and private back patio giving guests total privacy. Absolutely no pets due to allergies.
$74 per night
Condo in The Blue Mountains
Perfect Studio for 2 at the base of Blue!
Our gorgeous studio chalet is perfect for two, or a couple with small children! Completely renovated with fresh new floors, custom kitchen and fireplace. Located right at the base of the ski hill our cozy chalet is a lovely fully furnished 1 bedroom, 1 bath. Our chalet is ski in ski out and located right at the North Chair. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Come and enjoy all that Blue Mountain has to offer!
$77 per night

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
Metro59 locals recommend
Pie Wood Fired Pizza Joint - Collingwood20 locals recommend

Collingwood cabin rentals

Cabin in Kimberley
Kimberley Creek Cabin
$195 per night
Cabin in Tiny
Private 40 Acre Cottage with Hot Tub
$200 per night
Cabin in Owen Sound
Cozy 'Off the Grid" Rustic Cabin
$145 per night
Cabin in Priceville
The Sunflower Yurt Cabin, cozy with warm fireplace
$96 per night
Cabin in Elmvale
Cozy Cottage #2- Orr Lake, Ontario
$151 per night
Cabin in Clarksburg
Rustic 2 bedroom cabin on top of Blue Mountain
$51 per night
Cabin in Kimberley
My Creekside Cabin
$221 per night
Cabin in Kimberley
Deer Park, Cozy Cabin with Hot Tub, Amazing View
$271 per night
Cabin in Kimberley
Beaver Valley Escape - Hiking, Biking, Fiddleheads
$282 per night
Cabin in Meaford
Skipping Rock Log Cabin | Get A Wave From It All
$140 per night
Cabin in Duntroon
3 Bedroom Cabin with Hot Tub Near Wasaga Beach
$331 per night
Cabin in Flesherton
MapleHaven Cabin @ Lake Eugenia
$231 per night

Quick stats about vacation rentals in Collingwood

Total rentals

500 properties

Rentals with a pool

110 properties have a pool

Pet-friendly rentals

120 properties allow pets

Family-friendly rentals

350 properties are a good fit for families

Total number of reviews

17K reviews

Nightly prices starting at

$20 before taxes and fees

Frequently Asked Questions

  • How is the weather in Collingwood?

    In Collingwood, the weather varies with the seasons. Summers are typically warm with temperatures around 80°F (27°C), while winters can be quite cold, averaging 20°F (-6°C), perfect for winter sports. Spring and fall bring moderate temperatures between 40°F (4°C) and 60°F (16°C) suitable for outdoor exploration.

  • What are some of the best things to do in Collingwood?

    Popular activities in Collingwood range from outdoor adventures at the Blue Mountain Resort, exploring local history at the Collingwood Museum, enjoying the beach at Sunset Point, or strolling through the Collingwood Arboretum. Cycling and hiking along the Georgian Trail is also often recommended.

  • What is the best time of year to visit Collingwood?

    The most popular time to visit Collingwood is during the winter months, from December to March, when visitors can enjoy activities like skiing and snowboarding at Blue Mountain Resort. The Collingwood Elvis Festival in July is another draw, attracting thousands of fans annually.

  • What are the best places to stay in Collingwood?

    Popular areas to stay in Collingwood include the Downtown area for its easy access to shopping and dining, the Mountain House for proximity to ski slopes, and the Harbour area for waterfront views and outdoor activities.

  • What are the best places to visit in Collingwood?

    Popular places to visit in Collingwood include the Blue Mountain Resort for outdoor activities, Collingwood Harbour for its scenic beauty, and the historic Collingwood Downtown for its vibrant arts scene, local boutiques, and restaurants. The Collingwood Museum is also frequently recommended for history enthusiasts.

  • What are some hiking trails in Collingwood?

    Collingwood presents diverse hiking trails. The Georgian Trail offers a gentle path along the Georgian Bay, while the higher intensity trails of Blue Mountain Resort provide panoramic views. Also, the Loree Forest loop is a local favourite, particularly in autumn for the fall foliage.

  • What are some family activities to do in Collingwood?

    Families in Collingwood often enjoy visiting the Plunge Aquatic Centre, exploring the Scenic Caves Nature Adventures, or spending a day on the slopes at the Blue Mountain Resort. The Collingwood Farmers Market is also a favourite for local produce and crafts.

  • What are some of the best day trip ideas in Collingwood?

    Day trips in Collingwood often include visiting the scenic Blue Mountain Resort for outdoor activities, exploring the Georgian Trail for hiking or biking, and spending time at Sunset Point Beach. The Scenic Caves Nature Adventures is another popular destination for its walking trails and suspension bridge.

  • What types of vacation rentals are available in Collingwood?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Collingwood. From over 10 cottage rentals to over 170 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Collingwood?

    Yes! Work meets play with ease at over 240 vacation rentals in Collingwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

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