Collingwood vacation rentals

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Popular amenities for Collingwood vacation 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
LCBO48 locals recommend

Other great vacation rentals in Collingwood

Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 160 reviews

Basecamp

Jun 12 – 19

G$35,957 GYD per night
Guest favorite

Home in Meaford

4.96 out of 5 average rating, 109 reviews

Close to Hiking & Beach with Large Fenced in Yard

Feb 13 – 20

G$32,388 GYD per night
Guest favorite

Home in Meaford

4.95 out of 5 average rating, 132 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Jan 29 – Feb 5

G$37,702 GYD per night
Guest favorite

Home in The Blue Mountains

4.96 out of 5 average rating, 298 reviews

Modern Rustic Retreat (walk to village/hill)

Jan 23 – 30

G$119,656 GYD per night
Guest favorite

Home in The Blue Mountains

4.95 out of 5 average rating, 148 reviews

Serene mountainside home View/Shuttle Bus/Pool

Sep 24 – Oct 1

G$62,710 GYD per night
Guest favorite

Home in Collingwood

4.86 out of 5 average rating, 107 reviews

Bright & Cozy Getaway by the Lake In Collingwood

Oct 3 – 10

G$48,770 GYD per night
Guest favorite

Home in Duntroon

4.89 out of 5 average rating, 171 reviews

Country Retreat with views of Georgian Bay

Jan 3 – 10

G$37,851 GYD per night
Guest favorite

Home in Collingwood

4.87 out of 5 average rating, 133 reviews

JJ’s Collingwood bar & games house.

Aug 21 – 28

G$54,975 GYD per night

Collingwood cottage rentals

Guest favorite

Cottage in Wasaga Beach

4.91 out of 5 average rating, 204 reviews

Simplicity On The Bay

Oct 5 – 12

G$29,925 GYD per night
Guest favorite

Cottage in Meaford

4.91 out of 5 average rating, 181 reviews

Water's Edge - 4 Season Cottage

Mar 5 – 12

G$89,700 GYD per night
Guest favorite

Cottage in Port McNicoll

4.98 out of 5 average rating, 123 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Oct 30 – Nov 6

G$22,920 GYD per night
Guest favorite

Cottage in Meaford

4.91 out of 5 average rating, 219 reviews

Birch Meadow Acres

Jun 27 – Jul 4

G$29,637 GYD per night
Guest favorite

Cottage in Wasaga Beach

4.95 out of 5 average rating, 229 reviews

GATED RESORT COTTAGE

Mar 16 – 23

G$38,154 GYD per night
Guest favorite

Cottage in Tiny

4.95 out of 5 average rating, 195 reviews

Private 40 Acre Cottage with Hot Tub

Jul 27 – Aug 3

G$88,054 GYD per night
Guest favorite

Cottage in Wasaga Beach

4.96 out of 5 average rating, 135 reviews

Sanablue by the Bay -Stylishly Untrendy since 1958

Jun 13 – 20

G$28,775 GYD per night
Guest favorite

Cottage in Grey Highlands

4.93 out of 5 average rating, 137 reviews

Hilltop garden cottage

Oct 1 – 8

G$45,464 GYD per night

Other great vacation rentals in Collingwood

Guest favorite

Apartment in Meaford

4.96 out of 5 average rating, 274 reviews

Sunrise and Bayview with Kayaks & Bikes

Oct 29 – Nov 5

G$23,843 GYD per night
Guest favorite

Condo in The Blue Mountains

4.92 out of 5 average rating, 246 reviews

Cozy Studio Mountainside stay in Blue Mountains

Oct 5 – 12

G$23,488 GYD per night
Guest favorite

Guest suite in Collingwood

4.86 out of 5 average rating, 138 reviews

Collingwood's Cozy Casa

Jul 10 – 17

G$22,024 GYD per night
Guest favorite

Condo in Collingwood

4.99 out of 5 average rating, 107 reviews

K's Cozy Condo -Minutes from Lake, Trails, Shops

Oct 25 – Nov 1

G$36,588 GYD per night
Guest favorite

Chalet in The Blue Mountains

4.94 out of 5 average rating, 291 reviews

Immaculate Blue Mountains chalet

Jun 8 – 15

G$27,434 GYD per night
Guest favorite

Farm stay in Essa

5.0 out of 5 average rating, 118 reviews

The Schoolhouse

Nov 4 – 11

G$35,561 GYD per night
Guest favorite

Tiny home in Meaford

4.96 out of 5 average rating, 146 reviews

Luxury Vintage Tiny House Farm Stay with Hot tub

May 31 – Jun 7

G$37,403 GYD per night
Guest favorite

Chalet in The Blue Mountains

4.9 out of 5 average rating, 161 reviews

Cosy Chalet - 4 Season Family Oasis

May 25 – Jun 1

G$29,588 GYD per night

Quick stats about vacation rentals in Collingwood

  • Total rentals

    520 properties

  • Rentals with a pool

    120 properties have a pool

  • Pet-friendly rentals

    140 properties allow pets

  • Family-friendly rentals

    360 properties are a good fit for families

  • Total number of reviews

    19K reviews

  • Nightly prices starting at

    G$4,169 GYD 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 190 house rentals to over 10 cottage 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 250 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