Collingwood vacation rentals

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Top-rated vacation rentals in Collingwood

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Guest favorite

Guest suite in Kimberley

4.93 out of 5 average rating, 538 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 21 – 28

G$33,336 GYD per night

Guest favorite

Guest suite in Collingwood

4.95 out of 5 average rating, 379 reviews

Simply Suite

Relax and unwind in this simple yet stylish basement suite. We are located a 15 min drive from Wasaga Beach or Blue Mountain. A quick 5 minute drive, or scenic 20 minute walk to the downtown core, shopping and fantastic restaurants. We are a one minute walk to our local trail system to walk, run or bike. Walk to Sunset Point Beach along the beautiful trails. This newly renovated suite offers a small kitchenette with all you need to cook simple meals while relaxing with Netflix by the fire.

Jun 28 – Jul 5

G$19,781 GYD per night

Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 190 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.

Nov 11 – 18

G$30,317 GYD per night

Guest favorite

Guest suite in Collingwood

4.92 out of 5 average rating, 1007 reviews

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.

Jun 13 – 20

G$21,663 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

Welcome to Snowbridge chalet, our sunny, 4-season private retreat. Professionally designed and decorated, the chalet is the perfect getaway for families, only a 10 minute walk or 3 minute drive to all the ski & snowboarding activities and fun of Blue Mountain village. With room enough for 6 guests, our 2 bed, 2 bathroom ground level chalet backs onto Monterra golf course, providing lots of space for outdoor time and bbq's. Includes all the comforts of home for the perfect relaxing escape.

Apr 28 – May 5

G$27,367 GYD per night

Guest favorite

Condo in The Blue Mountains

4.88 out of 5 average rating, 196 reviews

1 Bed, 1 Bath Lovely Open Concept Resort Condo

Come and relax by the mountain and enjoy our renovated open concept living space. Our clean & comfortable studio condo has everything you need for a memorable getaway. We want you to have a fantastic time and have stocked our condo with all the things we expect when we travel. You'll find all the extras that make a place special: 40 inch flat screen T.V., fresh linens, well stocked kitchen, newer furnishings & decor, napoleon fireplace, deep jetted tub & free WiFi, NETFLIX and cable.

May 22 – 29

G$20,225 GYD per night

Guest favorite

Apartment in Wasaga Beach

4.95 out of 5 average rating, 337 reviews

The Upper Deck

The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.

Feb 9 – 16

G$27,512 GYD per night

Guest favorite

Condo in The Blue Mountains

4.89 out of 5 average rating, 346 reviews

Modern Studio ski in/ski out Blue Mountain!

Our gorgeous studio chalet is perfect for two, or a couple with small children! Completely renovated with a 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!

May 30 – Jun 6

G$21,386 GYD per night

Guest favorite

Condo in The Blue Mountains

4.88 out of 5 average rating, 188 reviews

Hidden Haven - Shuttle to Blue Mountain Village

Hidden Haven is located in the peaceful Historic Snowbridge community. Snowbridge is a 2-minute drive, a 20-minute walk, or a quick shuttle ride to the heart of Blue Mountain Village where you will find the ski hills, restaurants, shops, and more. Snowbridge offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, and beautiful walking trails with views of Blue Mountain for guests to use during their stay.

Apr 27 – May 4

G$15,720 GYD per night

Guest favorite

Chalet in The Blue Mountains

4.94 out of 5 average rating, 290 reviews

Immaculate Blue Mountains chalet

Welcome to our cozy chalet located in walking distance of Blue Mountain village. The chalet has been recently updated, including a luxurious king bed. Through winter, enjoy a relaxing evening by the fire, after a day on the slopes. In summer, enjoy time at the pool, after day on the golf course. The chalet is equipped with everything you need for a tranquil getaway. Enjoy free shuttle service to the village. STA Licence # LCSTR20220000127

May 22 – 29

G$22,049 GYD per night

Guest favorite

Guest suite in Meaford

4.95 out of 5 average rating, 167 reviews

The Beach Button

Cute as a Button, this cozy home inspired by beach house vibes is nestled in the quaint town of Meaford. This town offers some of the most amazing waterfront to explore! 2 minutes east is a spacious public beach, 2 minutes towards the west is the beautiful Harbor or step out the door and enjoy a 3min walk down to the lake! This property is also located a scenic 25min to the famous Blue Mountain Ski Resort! and Scandinave Spa!

Sep 9 – 16

G$25,824 GYD per night

Guest favorite

Condo in Collingwood

4.94 out of 5 average rating, 583 reviews

Modern & Chic Sanctuary Suite in Collingwood

Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.

Aug 10 – 17

G$28,306 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Collingwood vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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

Apr 22 – 29

G$35,824 GYD per night

Guest favorite

Home in Collingwood

4.87 out of 5 average rating, 133 reviews

JJ’s Collingwood bar & games house.

Oct 15 – 22

G$45,525 GYD per night

Guest favorite

Home in Collingwood

4.98 out of 5 average rating, 258 reviews

Your All-Seasons Luxury Getaway ★ BlueNorthBnB ★

Oct 24 – 31

G$52,966 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 6 – 13

G$31,250 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

Sep 17 – 24

G$48,991 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 16 – 23

G$119,215 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

Dec 5 – 12

G$74,833 GYD per night

Superhost

Home in The Blue Mountains

4.92 out of 5 average rating, 166 reviews

Views Mountains Sauna/Shuttle/Pool/Entertainment

Nov 4 – 11

G$146,005 GYD per night

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Collingwood cottage rentals

Guest favorite

Cottage in Wasaga Beach

4.91 out of 5 average rating, 204 reviews

Simplicity On The Bay

Sep 2 – 9

G$29,814 GYD per night

Superhost

Cottage in Flesherton

4.81 out of 5 average rating, 271 reviews

Walk to the Beach * Outdoor Sauna * Hot Tub

Apr 22 – 29

G$26,875 GYD per night

Guest favorite

Cottage in Meaford

4.91 out of 5 average rating, 181 reviews

Water's Edge - 4 Season Cottage

Feb 26 – Mar 5

G$90,748 GYD per night

Guest favorite

Cottage in Meaford

4.91 out of 5 average rating, 219 reviews

Birch Meadow Acres

Jun 30 – Jul 7

G$29,528 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

Dec 22 – 29

G$24,704 GYD per night

Guest favorite

Cottage in Tiny

4.95 out of 5 average rating, 194 reviews

Private 40 Acre Cottage with Hot Tub

Jun 2 – 9

G$66,479 GYD per night

Guest favorite

Cottage in Grey Highlands

4.93 out of 5 average rating, 136 reviews

Hilltop garden cottage

Nov 13 – 20

G$45,674 GYD per night

Guest favorite

Cottage in Wasaga Beach

4.95 out of 5 average rating, 228 reviews

GATED RESORT COTTAGE

Jun 5 – 12

G$37,920 GYD per night

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Other great vacation rentals in Collingwood

Guest favorite

Condo in The Blue Mountains

4.94 out of 5 average rating, 175 reviews

The Blue Mountain's Dream Escape (Rivergrass)

Apr 26 – May 3

G$25,713 GYD per night

Guest favorite

Condo in The Blue Mountains

4.95 out of 5 average rating, 711 reviews

Blue Mountain Village| Stunning Mountain View

Nov 24 – Dec 1

G$34,619 GYD per night

Guest favorite

Guest suite in Collingwood

4.86 out of 5 average rating, 330 reviews

The Loft on Elm

May 4 – 11

G$20,150 GYD per night

Superhost

Apartment in Collingwood

4.84 out of 5 average rating, 535 reviews

The Suite Retreat

Feb 5 – 12

G$28,539 GYD per night

Guest favorite

Guest suite in The Blue Mountains

4.92 out of 5 average rating, 217 reviews

Chalet 109, Mountainside Blue Mountains

May 7 – 14

G$27,544 GYD per night

Guest favorite

Dome in Markdale

4.93 out of 5 average rating, 160 reviews

Forest Dome

Jun 15 – 22

G$24,748 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 18 – 25

G$36,799 GYD per night

Guest favorite

Apartment in Meaford

4.98 out of 5 average rating, 291 reviews

Fuller House Airbnb

May 31 – Jun 7

G$15,082 GYD per night

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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$4,179 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.

Collingwood vacation rentals

Top-rated vacation rentals in Collingwood

Vacation rentals for every style

Houses

Chalets

Apartments

Popular amenities for Collingwood vacation rentals

Stay near Collingwood's top sights

Collingwood house rentals

Home in Collingwood

Home in Collingwood

Home in Collingwood

Home in Meaford

Home in Collingwood

Home in The Blue Mountains

Home in The Blue Mountains

Home in The Blue Mountains

Collingwood cottage rentals

Cottage in Wasaga Beach

Cottage in Flesherton

Cottage in Meaford

Cottage in Meaford

Cottage in Port McNicoll

Cottage in Tiny

Cottage in Grey Highlands

Cottage in Wasaga Beach

Other great vacation rentals in Collingwood

Condo in The Blue Mountains

Condo in The Blue Mountains

Guest suite in Collingwood

Apartment in Collingwood

Guest suite in The Blue Mountains

Dome in Markdale

Condo in Collingwood

Apartment in Meaford

Quick stats about vacation rentals in Collingwood

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How is the weather in Collingwood?

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

What is the best time of year to visit Collingwood?

What are the best places to stay in Collingwood?

What are the best places to visit in Collingwood?

What are some hiking trails in Collingwood?

What are some family activities to do in Collingwood?

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

What types of vacation rentals are available in Collingwood?

Are there vacation rentals with a dedicated workspace in Collingwood?

Destinations to explore