Holiday rentals in Collingwood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Collingwood

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

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Guest favourite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 202 reviews

Blue Mountain Getaway!

ErinRating, 5 stars1 month ago

Had a wonderful girl's weekend here. The place was so clean and had everything we needed. Nice and walkable to The Village. Sue was very responsive and gave great local recommendations. Enjoyed having a physically printed book which showcased the features of the unit as well as reminders and stay recommendations. I definitely would not hesitate to book again.

Superhost

Home in Tiny

4.68 out of 5 average rating, 224 reviews

Private log cottage on 2 acres

BernieRating, 5 stars1 month ago

Amazing!!!! Been coming to Natalia’s beautiful cottage for years and it’s never a disappointment. She’s renovated the cottage and replaced the furniture with newer furniture. Communication is the best, she responds within the hour sometimes even within minutes. She’s super accommodating!

Guest favourite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

CourteneyRating, 5 stars4 days ago

Thank you Avisa for hosting us. Our family came over to visit from Ireland and we had an amazing stay at the cottage. It was beautiful, looked exactly like the photos. The family really enjoyed it. It was very spacious and peaceful. Everything we needed was provided and the kitchen is well equipped to cook up a meal. The games room was huge it kept us all entertained and the hot tub was very relaxing. We really had a great stay and we will be back for sure for another stay. Thank you very much!!

Guest favourite

Cottage in The Blue Mountains

4.92 out of 5 average rating, 142 reviews

Luxury Chalet in Blue Mountains with HotTub Sauna

JuliaRating, 5 stars1 month ago

Perfect for our family getaway. With 13 people ages 3-71 we appreciated the large areas to gather and smaller corners to get a little quiet when needed. Lots of amenities for various ages on the property as well as in the area. Clean and well stocked kitchen and bathrooms. Thanks for being a great host Jakub

Superhost

Apartment in Innisfil

5 out of 5 average rating, 4 reviews

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

MitchellRating, 5 stars3 months ago

When we walked into Jacqueline's place it was like wow!!! Open concept,bright and loved the decor and the top to floor windows. Jacqueline was very accomadating and very responsive. Would highly recommend her place and we will definitely be back in the future!!! Thanks for being a wonderful host

Guest favourite

Apartment in The Blue Mountains

4.95 out of 5 average rating, 856 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

CarelRating, 5 stars1 week ago

We had a wonderful stay! Dom and Christine were very accommodating and responsive to any inquiries I had. The place was beautiful, comfortable and the Canadian inspired decor added to the experience. Five stars!

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 107 reviews

Waterfront home, city/sunset view & steps to beach

JimmyRating, 5 stars2 months ago

We really enjoyed our stay here. The place was exactly as described, spacious, and had a ton of amenities. Even in the winter, we could always find things to do at the home, and the location was great as it was in a nice and quiet neighbourhood but also it was easy to access activities in the surrounding areas/mountains/resorts. Also, Curtis was a very responsive and positive host; he was very clear with his instructions and quick to answer any questions we had. Great experience!

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Collingwood holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Collingwood's top sights

Sunset Point Park117 locals recommend

Bent Taco85 locals recommend

Loblaws74 locals recommend

The Tremont Cafe73 locals recommend

Gibson & Company69 locals recommend

Tesoro Restaurant68 locals recommend

Other great holiday rentals in Collingwood

Guest favourite

Flat in Oro-Medonte

4.94 out of 5 average rating, 17 reviews

Two units in Horseshoe Valley

PatriciaRating, 5 stars2 months ago

Great spot, very clean wonderful communication

Guest favourite

Home in Wasaga Beach

4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

TawnyaRating, 5 stars1 month ago

Such a great place to stay after skiing at Blue Mountain! Definitely recommend.

Guest favourite

Cottage in Waubaushene

4.94 out of 5 average rating, 18 reviews

Waubaushene Getaway

DavidRating, 5 stars6 months ago

Lilliana was a great, super friendly and the property was really clean, felt right at home. looking forward to booking with her again in the future.

Home in Innisfil

4.75 out of 5 average rating, 4 reviews

Amazing Innisfil Home ~ Relax & Unwind in Comfort

EvanRating, 5 stars2 months ago

Just returned from our stay and everything was great. This was my first time renting with Airbnb and Mitul made it very easy and straightforward. The house is very nice, kitchen fully equipped, and everything nice and clean upon our arrival. The area seems very quiet and the neighbors very friendly. Will definitely hope the place is available the next time I need a place to stay in the area.

Flat in Innisfil

4.82 out of 5 average rating, 33 reviews

Romantic Getaway At FH!

AlexRating, 5 stars7 months ago

Amazing accommodation from start to finish...communication was prompt and clear, check-in process was easy to follow, cleanliness was top notch, amenities had everything you could ask for, and location, location, location. The only minor downside was the size of the shower. Aside from that, literally everything else was fantastic during our weekend getaway. Would return in a heartbeat!

Apartment in The Blue Mountains

4.82 out of 5 average rating, 22 reviews

3BR Ski In/Out Blue Mountain Resort | Balcony

MeganRating, 5 stars2 months ago

This is a great place to stay, right near the village and easy access to the Silver Bullet chair lift. The place was clean and the hosts were proactive about checking in to make sure everything was going well. The kitchens pots/pans/plates were dirty still when we got in but didn’t impact our stay much. Overall, had a great experience here and would love to go back.

Superhost

Home in Wasaga Beach

4.88 out of 5 average rating, 50 reviews

COZY Cottage steps away from the beach.

SharonRating, 5 stars5 months ago

Andreina was a great host. I booked her place for a guest of ours and she was quick to answer any questions and was really accommodating to our guest who had pets. Her place was in a great location, private but not too far from town. The house was just as the pictures said and kept really clean, she made our guest feel right at home! I would recommend her place and I look forward to working with her again in the future!!

Guest favourite