Collingwood vacation rentals

Book unique cabins, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Collingwood

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

Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 201 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Nov 17 – 24

ﺩ.ﺇ444 per night
Guest favorite

Home in Collingwood

4.87 out of 5 average rating, 106 reviews

Bright & Cozy Getaway by the Lake In Collingwood

Walking distance to Georgian Bay & minutes drive to Blue Mountain Resort/Collingwood city center Skiing, golfing, cycling trails, exploring historical downtown, & an incredible array of culinary options! ✔Master Ensuite w/Large Spa Tub ✔65-inch TV w/ Netflix, Crave, Cable ✔Hi-Speed WiFi: Multiple Device Steaming & Video Conferencing ✔Fully-Stocked Kitchen w/ Stainless Steel Appliances ✔2-Car Garage + 2 Car Driveway Parking ✔2 Queen-Sized Beds ✔Washer/Dryer ✔AC ✔All Units Main Floor Accessible

May 9 – 16

ﺩ.ﺇ491 per night
Guest favorite

Guest suite in Kimberley

4.93 out of 5 average rating, 533 reviews

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

Oct 16 – 23

ﺩ.ﺇ595 per night

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

Collingwood house rentals

Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 160 reviews

Basecamp

Jun 6 – 13

ﺩ.ﺇ641 per night
Guest favorite

Home in Collingwood

4.95 out of 5 average rating, 114 reviews

Beautiful 3 Bdrm House minutes from Blue Mountain!

May 3 – 10

ﺩ.ﺇ587 per night
Guest favorite

Home in The Blue Mountains

4.96 out of 5 average rating, 297 reviews

Modern Rustic Retreat (walk to village/hill)

Apr 12 – 19

ﺩ.ﺇ1,182 per night
Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 255 reviews

Your All-Seasons Luxury Getaway ★ BlueNorthBnB ★

Apr 24 – May 1

ﺩ.ﺇ674 per night
Guest favorite

Home in The Blue Mountains

4.95 out of 5 average rating, 147 reviews

Serene mountainside home View/Shuttle Bus/Pool

Jun 14 – 21

ﺩ.ﺇ1,052 per night
Guest favorite

Home in Duntroon

4.89 out of 5 average rating, 171 reviews

Country Retreat with views of Georgian Bay

Sep 5 – 12

ﺩ.ﺇ658 per night
Guest favorite

Home in Collingwood

4.87 out of 5 average rating, 131 reviews

JJ’s Collingwood bar & games house.

Sep 6 – 13

ﺩ.ﺇ885 per night
Guest favorite

Home in Meaford

4.95 out of 5 average rating, 129 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Feb 14 – 21

ﺩ.ﺇ697 per night
Superhost

Home in The Blue Mountains

4.92 out of 5 average rating, 164 reviews

Views Mountains Sauna/Shuttle/Pool/Entertainment

Oct 21 – 28

ﺩ.ﺇ2,607 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

Jan 5 – 12

ﺩ.ﺇ591 per night
Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 119 reviews

Home Away From Home!

Sep 3 – 10

ﺩ.ﺇ1,088 per night
Guest favorite

Home in Port McNicoll

4.94 out of 5 average rating, 183 reviews

Spectacular Waterfront 3 Bedroom Home!

Oct 26 – Nov 2

ﺩ.ﺇ1,253 per night

Collingwood cottage rentals

Guest favorite

Cottage in Wasaga Beach

4.91 out of 5 average rating, 203 reviews

Simplicity On The Bay

Sep 2 – 9

ﺩ.ﺇ532 per night
Guest favorite

Cottage in Meaford

4.91 out of 5 average rating, 180 reviews

Water's Edge - 4 Season Cottage

Jun 20 – 27

ﺩ.ﺇ1,415 per night
Superhost

Cottage in Port Severn

4.86 out of 5 average rating, 129 reviews

Cottage "Down By The Bay"

Jun 11 – 18

ﺩ.ﺇ300 per night
Guest favorite

Cottage in Port McNicoll

4.98 out of 5 average rating, 121 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Nov 10 – 17

ﺩ.ﺇ417 per night
Guest favorite

Cottage in Wasaga Beach

4.95 out of 5 average rating, 228 reviews

GATED RESORT COTTAGE

Oct 1 – 8

ﺩ.ﺇ478 per night
Guest favorite

Cottage in Tiny

4.95 out of 5 average rating, 193 reviews

Private 40 Acre Cottage with Hot Tub

Apr 27 – May 4

ﺩ.ﺇ927 per night
Guest favorite

Cottage in Innisfil

4.83 out of 5 average rating, 237 reviews

Cozy cottage nestled in the forest, near the beach

Apr 20 – 27

ﺩ.ﺇ364 per night
Guest favorite

Cottage in Meaford

4.91 out of 5 average rating, 219 reviews

Birch Meadow Acres

Jan 6 – 13

ﺩ.ﺇ510 per night
Guest favorite

Cottage in Kimberley

4.87 out of 5 average rating, 305 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

Jun 17 – 24

ﺩ.ﺇ1,906 per night
Guest favorite

Cottage in Wasaga Beach

4.9 out of 5 average rating, 200 reviews

Cozy Riverfront Cottage Retreat with Dock / Ski

Oct 30 – Nov 6

ﺩ.ﺇ1,026 per night
Superhost

Cottage in Waubaushene

4.87 out of 5 average rating, 386 reviews

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

May 10 – 17

ﺩ.ﺇ977 per night
Guest favorite

Cottage in Wasaga Beach

4.93 out of 5 average rating, 186 reviews

Charming riverside cottage, walk to beach

Jan 26 – Feb 2

ﺩ.ﺇ1,277 per night

Collingwood cabin rentals

Guest favorite

Cabin in Mulmur

4.95 out of 5 average rating, 111 reviews

Cedar Cove Cabin & Country Retreat with Beach

Jan 4 – 11

ﺩ.ﺇ580 per night
Guest favorite

Cabin in Kimberley

4.99 out of 5 average rating, 356 reviews

Kimberley Creek Cabin

Jan 20 – 27

ﺩ.ﺇ701 per night
Guest favorite

Cabin in Owen Sound

4.97 out of 5 average rating, 224 reviews

Cozy 'Off the Grid" Rustic Cabin

Aug 31 – Sep 7

ﺩ.ﺇ522 per night
Guest favorite

Cabin in Severn

5.0 out of 5 average rating, 101 reviews

Romantic Cabin In The Woods

May 14 – 21

ﺩ.ﺇ704 per night
Guest favorite

Cabin in Innisfil

4.9 out of 5 average rating, 307 reviews

Lake Simcoe Cottage & Hot Tub

May 1 – 8

ﺩ.ﺇ847 per night
Guest favorite

Cabin in Priceville

4.97 out of 5 average rating, 144 reviews

The Scarlet Yurt Cabin, stay cozy w/warm fireplace

Aug 22 – 29

ﺩ.ﺇ588 per night
Guest favorite

Cabin in Elmvale

4.88 out of 5 average rating, 101 reviews

Cozy Cottage #2- Orr Lake, Ontario

Sep 15 – 22

ﺩ.ﺇ695 per night
Guest favorite

Cabin in Clarksburg

5.0 out of 5 average rating, 38 reviews

Tiny A-Frame near the Bruce Trail

Jul 26 – Aug 2

ﺩ.ﺇ215 per night
Guest favorite

Cabin in Mansfield

4.88 out of 5 average rating, 32 reviews

High Crest Hideaway

Jun 21 – 28

ﺩ.ﺇ388 per night
Guest favorite

Cabin in Flesherton

4.96 out of 5 average rating, 70 reviews

MapleHaven Cabin @ Lake Eugenia

Dec 9 – 16

ﺩ.ﺇ753 per night
Guest favorite

Cabin in Kimberley

5.0 out of 5 average rating, 18 reviews

My Creekside Cabin

May 29 – Jun 5

ﺩ.ﺇ753 per night
Guest favorite

Cabin in Meaford

4.84 out of 5 average rating, 19 reviews

Skipping Rock Log Cabin | Get A Wave From It All

Apr 2 – 9

ﺩ.ﺇ774 per night

Quick stats about vacation 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

ﺩ.ﺇ73 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 200 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 270 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