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

4.86 out of 5 average rating, 107 reviews

Bright & Cozy Getaway by the Lake In Collingwood

Jul 17 – 24

G$36,295 GYD per night
Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 160 reviews

Basecamp

Jun 13 – 20

G$36,069 GYD per night
Guest favorite

Home in Meaford

4.95 out of 5 average rating, 133 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Nov 13 – 20

G$35,671 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 14 – 21

G$32,546 GYD per night
Guest favorite

Home in The Blue Mountains

4.96 out of 5 average rating, 298 reviews

The Mountain Cedar Chalet 2min walk to village

Jan 24 – 31

G$120,032 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 25 – Oct 2

G$62,907 GYD per night
Guest favorite

Home in Duntroon

4.89 out of 5 average rating, 171 reviews

Country Retreat with views of Georgian Bay

Apr 6 – 13

G$38,351 GYD per night
Guest favorite

Home in Collingwood

4.87 out of 5 average rating, 133 reviews

JJ’s Collingwood bar & games house.

Mar 4 – 11

G$65,429 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 10 – 17

G$30,019 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$89,422 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

Sep 24 – Oct 1

G$23,194 GYD per night
Guest favorite

Cottage in Meaford

4.91 out of 5 average rating, 219 reviews

Birch Meadow Acres

May 2 – 9

G$28,779 GYD per night
Guest favorite

Cottage in Wasaga Beach

4.95 out of 5 average rating, 229 reviews

GATED RESORT COTTAGE

Sep 16 – 23

G$27,568 GYD per night
Guest favorite

Cottage in Kimberley

4.9 out of 5 average rating, 266 reviews

School House Retreat •Hiking •Pets •Campfire •WiFi

Apr 9 – 16

G$36,077 GYD per night
Guest favorite

Cottage in Tiny

4.95 out of 5 average rating, 196 reviews

Private 40 Acre Cottage with Hot Tub

Jul 27 – Aug 3

G$88,330 GYD per night
Superhost

Cottage in Waubaushene

4.86 out of 5 average rating, 391 reviews

Modern Chalet w/ Hot Tub on Trail - Ski/Hike/Run

Jun 20 – 27

G$55,123 GYD per night

Other great vacation rentals in Collingwood

Guest favorite

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 443 reviews

Sierra Lane - Closest to Village - Fully Equipped

May 10 – 17

G$31,434 GYD per night
Guest favorite

Apartment in Meaford

4.96 out of 5 average rating, 274 reviews

Sunrise and Bayview with Kayaks & Bikes

Jan 30 – Feb 6

G$25,691 GYD per night
Guest favorite

Guest suite in Collingwood

4.86 out of 5 average rating, 138 reviews

Collingwood's Cozy Casa

Jul 8 – 15

G$22,093 GYD per night
Guest favorite

Condo in Collingwood

4.89 out of 5 average rating, 453 reviews

The Moose Lodge - Modern Condo in Collingwood

Jun 27 – Jul 4

G$29,096 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$37,520 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 26 – Nov 2

G$36,702 GYD per night
Guest favorite

Dome in Markdale

4.93 out of 5 average rating, 160 reviews

Forest Dome

Jun 29 – Jul 6

G$24,918 GYD per night
Guest favorite

Condo in The Blue Mountains

4.88 out of 5 average rating, 198 reviews

1 Bed, 1 Bath Lovely Open Concept Resort Condo

Jul 10 – 17

G$28,026 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$4,170 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