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

Guest suite in Kimberley

4.93 out of 5 average rating, 532 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

Jan 2 – 9

G$34,139 GYD 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

Jun 30 – Jul 7

G$30,394 GYD per night
Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 186 reviews

Newly Built Woodsy Loft Retreat

Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A perfect home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino, all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Sep 27 – Oct 4

G$29,068 GYD 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

4.95 out of 5 average rating, 113 reviews

Beautiful 3 Bdrm House minutes from Blue Mountain!

May 24 – 31

G$33,446 GYD per night
Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 160 reviews

Basecamp

May 2 – 9

G$36,430 GYD per night
Guest favorite

Home in Meaford

4.95 out of 5 average rating, 129 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Dec 3 – 10

G$34,807 GYD 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)

Jun 15 – 22

G$96,533 GYD 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

G$38,399 GYD 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

Aug 10 – 17

G$64,541 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 4 – 11

G$37,560 GYD per night
Guest favorite

Home in Collingwood

4.87 out of 5 average rating, 131 reviews

JJ’s Collingwood bar & games house.

Sep 5 – 12

G$50,379 GYD per night
Superhost

Home in The Blue Mountains

4.92 out of 5 average rating, 164 reviews

Views Mountains Sauna/Shuttle/Pool/Entertainment

Nov 5 – 12

G$148,477 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

Dec 16 – 23

G$42,181 GYD per night
Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 119 reviews

Home Away From Home!

Dec 24 – 31

G$61,951 GYD per night
Guest favorite

Home in Port McNicoll

4.94 out of 5 average rating, 183 reviews

Spectacular Waterfront 3 Bedroom Home!

Apr 26 – May 3

G$60,089 GYD 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 10 – 17

G$30,319 GYD 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

G$80,593 GYD per night
Guest favorite

Cottage in Port McNicoll

4.98 out of 5 average rating, 121 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Sep 22 – 29

G$23,969 GYD per night
Guest favorite

Cottage in Wasaga Beach

4.95 out of 5 average rating, 227 reviews

GATED RESORT COTTAGE

Oct 1 – 8

G$27,199 GYD 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

G$52,779 GYD 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

Apr 24 – May 1

G$39,776 GYD 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

May 29 – Jun 5

G$106,275 GYD per night
Guest favorite

Cottage in Wasaga Beach

4.9 out of 5 average rating, 200 reviews

Cozy Riverfront Cottage Retreat with Dock / Ski

Jul 1 – 8

G$95,788 GYD per night
Guest favorite

Cottage in Wasaga Beach

4.93 out of 5 average rating, 186 reviews

Charming riverside cottage, walk to beach

Oct 6 – 13

G$61,002 GYD per night
Guest favorite

Cottage in Flesherton

4.94 out of 5 average rating, 122 reviews

Cottage Get-Away on the Lake

Jun 15 – 22

G$74,459 GYD per night
Guest favorite

Cottage in Kimberley

4.9 out of 5 average rating, 263 reviews

School House Retreat •Hiking •Pets •Campfire •WiFi

Jan 6 – 13

G$47,442 GYD per night
Guest favorite

Cottage in Grey Highlands

4.93 out of 5 average rating, 134 reviews

Hilltop garden cottage

Dec 11 – 18

G$46,335 GYD per night

Collingwood cabin rentals

Guest favorite

Cabin in Kimberley

4.99 out of 5 average rating, 356 reviews

Kimberley Creek Cabin

Jun 18 – 25

G$39,933 GYD per night
Guest favorite

Cabin in Severn

5.0 out of 5 average rating, 101 reviews

Romantic Cabin In The Woods

May 28 – Jun 4

G$52,491 GYD 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 15 – 22

G$33,480 GYD per night
Guest favorite

Cabin in Elmvale

4.88 out of 5 average rating, 101 reviews

Cozy Cottage #2- Orr Lake, Ontario

Jun 4 – 11

G$39,576 GYD per night
Guest favorite

Cabin in Clarksburg

5.0 out of 5 average rating, 38 reviews

Tiny A-Frame near the Bruce Trail

Aug 1 – 8

G$12,224 GYD per night
Guest favorite

Cabin in Mansfield

4.88 out of 5 average rating, 32 reviews

High Crest Hideaway

Jul 24 – 31

G$22,112 GYD per night
Guest favorite

Cabin in Flesherton

4.96 out of 5 average rating, 70 reviews

MapleHaven Cabin @ Lake Eugenia

May 3 – 10

G$38,620 GYD per night
Guest favorite

Cabin in Kimberley

5.0 out of 5 average rating, 18 reviews

My Creekside Cabin

May 29 – Jun 5

G$42,872 GYD 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 4 – 11

G$44,054 GYD per night
Guest favorite

Cabin in Wasaga Beach

5.0 out of 5 average rating, 10 reviews

Wasaga Beach House

Aug 17 – 24

G$39,980 GYD per night
Guest favorite

Cabin in Wasaga Beach

4.87 out of 5 average rating, 71 reviews

King's Cottage

Aug 27 – Sep 3

G$30,888 GYD per night
Guest favorite

Cabin in Duntroon

4.94 out of 5 average rating, 49 reviews

3 Bedroom Cabin with Hot Tub Near Wasaga Beach

May 8 – 15

G$62,021 GYD 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

G$4,189 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 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