Cottage holiday rentals in Collingwood

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Popular amenities for cottage rentals in Collingwood

Cottage rentals with a hot tub

Superhost
Cottage in Tiny
4.78 out of 5 average rating, 178 reviews

Lakefront Private Beach, Waterfront Family GBay

BaljitRating, 5 stars8 months ago
It was very nice stay.. we loved it here, thank u Patrick
Guest favourite
Cottage in Innisfil
4.86 out of 5 average rating, 138 reviews

Spacious family cottage 45 mins from GTA!

JohnRating, 5 stars1 week ago
Very peaceful and beautiful place to stay. The house is a great size for a family looking to relax and unwind.
Superhost
Cottage in Tiny
4.86 out of 5 average rating, 116 reviews

The Bay View Cottage w/hot tub

JenniferRating, 5 stars3 weeks ago
Really lovely spot! The cottage is super clean, well laid out, with lots of outdoor space and tons of amenities, from the hot tub, indoor/outdoor games, etc. The neighbourhood is very quiet and peaceful, and just a few minutes walk to beach access. Really enjoyed our stay, and appreciated the hosts frequent communication and clear instructions. We hope to return!
Guest favourite
Cottage in Meaford
4.94 out of 5 average rating, 52 reviews

Entire Cottage with Hot Tub, near Beach

AlexandraRating, 5 stars1 month ago
What a beautiful home in a quiet and peaceful neighbourhood. The windows let in wonderful natural light, you can also see bits of the Georgian bay through the windows. We woke up to a quiet neighbourhood with birds chirping. The place is well stocked with everything you need! We especially loved the hot tub, which was ready to use with clear instructions. Karen is exceptionally responsive and communicative. This place had everything you need and more! It’s a short drive to the downtown with wonderful restaurants. Highly recommend!
Superhost
Cottage in Meaford
4.98 out of 5 average rating, 42 reviews

Skipping Rock Cottages: Ultimate Lakeside Retreat

ArielRating, 5 stars5 months ago
The property was absolutely gorgeous and perfect for four families traveling together to ski at Blue Mountain! We did two families in each house and there was always a place to go for fun and quiet if desired. The rooms were well furnished with comfortable bedding, blankets and extra pillows. The kitchens were both really well stocked -literally every appliance and tool we could have desired for cooking for the whole weekend. We really appreciated the full stock of detergent, soaps etc which made keeping things clean the whole weekend easy! The yard is great, adorable playhouse and the view of Lake Huron (and sound of the waves!) was just gorgeous. The sauna and hot tub were a hit for all. The kids loved the game room. Thank you so much for an unforgettable weekend of family, friendship and fun!
Guest favourite
Cottage in Innisfil
4.94 out of 5 average rating, 109 reviews

Innisfil retreat: Hot Tub, Sauna, fire pit

DelaneyRating, 5 stars2 weeks ago
Great host! He went above and beyond. Beautiful, home and area.
Top guest favourite
Cottage in Severn Bridge
4.96 out of 5 average rating, 127 reviews

CARL in Muskoka: Waterfront Cottage with Hot Tub

Sarah LynnRating, 5 stars4 months ago
My friends and I stayed here for a winter weekend away and it was just what we needed/wanted in a little cottage. Great location for those coming from the GTA and nice and close for those in Simcoe. Once we got there we felt right at home! The hosts had cleared the walking paths and back deck of any recent snow fall which made it nice and easy to get inside and enjoy the grounds. They went above and beyond by having the wood burning stove going for us when we checked in which made CARL that much more cozy and welcoming. Communication and instructions were very clear and detailed from start to finish which made the whole rental process easy and enjoyable. My friends and I look forward to coming back to CARL in the future!
Superhost
Cottage in Waubaushene
4.85 out of 5 average rating, 156 reviews

Georgian Bay with Hot Tub & Sauna, on Tay Trail !

MilesRating, 5 stars1 week ago
Space suited our needs great for a group of 4, place was nice tidy and clean. Hot tub was a nice touch after a long day. Thank you.

Pet-friendly cottage rentals

Superhost
Cottage in The Blue Mountains
4.81 out of 5 average rating, 16 reviews

Blue Cottage Five minutes walk to ski lift

PattyRating, 5 stars5 months ago
A lovely home for our family Christmas getaway. Lots of room and enough bedrooms and seating (dining and lounging) for our family, grandchildren and pups. A unique little spot so close to Blue Mountain and the village. We had great walks. A short drive into Collingwood for all essentials and food.
Guest favourite
Cottage in Meaford
4.95 out of 5 average rating, 97 reviews

Woodski Mountain Retreat w/Pool & 3+ Private Acres

OdetteRating, 5 stars3 months ago
We had an amazing stay at this cozy cottage for the weekend! It was beautifully decorated, super clean, and had everything we needed. The peaceful location was perfect for relaxing, yet close to nearby attractions. Our host was thoughtful and communicative, making sure we had a great experience. We can’t wait to return!
Guest favourite
Cottage in Tiny
4.95 out of 5 average rating, 150 reviews

Cozy 4 Season Family Cottage

MaryamRating, 5 stars1 week ago
I stayed here for two nights and had a lovely experience. The atmosphere was peaceful, the location was convenient. Everything was clean and well-maintained, making it a comfortable and relaxing short getaway. Definitely worth considering for a quick escape!
Superhost
Cottage in Washago
4.88 out of 5 average rating, 128 reviews

Vintage Farmhouse Lakeview and Golfers Cottage

KyleRating, 5 stars3 weeks ago
Great host, very responsive/helpful. House and furniture were very clean. Perfect for a family getaway.
Guest favourite
Cottage in Waubaushene
4.81 out of 5 average rating, 151 reviews

The Cottage on Coldwater; where bay & trail meet.

LeashaRating, 5 stars7 months ago
Great little spot to get away for the weekend at an economical price. Was duck season so lots of gun action in the morning which was a bit annoying but nobody’s fault. Close to the beach and nice walking trail nearby. We had a great visit.
Superhost
Cottage in Creemore
4.76 out of 5 average rating, 422 reviews

Cottage on the Noisy River/Blue Mountain/Wasaga

ClareRating, 5 stars3 weeks ago
This was a wonderful cottage experience. The river is beautiful and the interior of the cabin is comfortable and is equipped with everything you need. The wifi was dysfunctional during my stay and cell reception was spotty. Both of these things were fine with me as my intention was to be fairly unreachable lol. Fabulous place, would absolutely stay again.
Top guest favourite
Cottage in Meaford
4.95 out of 5 average rating, 85 reviews

New and Cozy Cottage Minutes to Georgian Bay!

VanessaRating, 5 stars3 days ago
Anthony’s rental was extremely clean, modern and well decorated! We really appreciated that he was quick at responding during our stay for any questions. The location is an easy drive to blue mountain and the house was also extremely spacious which made a great stay, would highly recommend! However, we couldn’t find certain kitchen amenities that were listed such as bbq skewers in the kitchen + the oil (not an issue since there are nearby stores).
Guest favourite
Cottage in Flesherton
4.94 out of 5 average rating, 138 reviews

All-Season Cottage on the Lake

JudithRating, 5 stars3 months ago
Great place in a beautiful location! Perfect for our two families to get together and enjoy the outdoors in winter. The kitchen is well-supplied and it’s great to have towels and sheets provided. Carrie is friendly, flexible and well organized. Thanks so much!

Private cottage rentals

Superhost
Cottage in Tiny
5 out of 5 average rating, 7 reviews

Lakeview Cottage

DavidRating, 5 stars9 months ago
We are so grateful for the absolutely perfect week we had at this beautiful, peaceful, well-appointed, comfortable cottage. The space was very clean, welcoming and bright, but cozy! We hope to return as soon as possible!
Top guest favourite
Cottage in Tiny
4.98 out of 5 average rating, 58 reviews

Edmore Cottage at Tiny Beaches

JessicaRating, 5 stars2 months ago
We had a wonderful stay at Cassidy and Stephen’s cottage! The place is beautifully decorated, very well equipped, and ideally located. It had everything we needed for a comfortable stay. Perfect for families, with plenty of toys and books for the kids to enjoy. The communication with Cassidy and Stephen was very smooth throughout our stay. Highly recommended for a cozy and family friendly getaway.
Top guest favourite
Cottage in Meaford
5 out of 5 average rating, 30 reviews

Georgian Bay Waterfront Cottage Meaford

BrennaRating, 5 stars2 weeks ago
Lovely cottage right on the water. Couldn’t have asked for better access. The lawn is shared which I hadn’t realized from the photos but very easy to share and enjoy the bay. Adorable setting with everything you need for 2 people for comfortable stay. Georgian trail a short walk from the place was perfect for bike ride and runs. Sunrise was beautiful over the water.
Guest favourite
Cottage in Wasaga Beach
4.86 out of 5 average rating, 37 reviews

Wasaga Beach 1 BR basement -BBQ/POOL/AC

SimonRating, 5 stars3 months ago
Clean, cozy, and quiet. Thank you Vidhya!
Guest favourite
Cottage in Tiny
5 out of 5 average rating, 12 reviews

Cottage in Tiny

AnnellieRating, 5 stars9 months ago
This is a gem find. It was so comfortable and situated 3 minute walk from a beautiful beach. The kitchen was very well equipped the fire pit, the BBQ the outdoor sitting areas were awesome. The beds were comfortable and we slept so well. There is a huge TV with so many channels and content to watch. So easy to settle into a movie after dinner. Very comfortable sitting area. We were 3 adults and we all had space to have some downtime and also to enjoy our company. We would swim and go for 5 km beach walks and drive to very cute small towns and discover the tasty bakeries and cool stores. Everyone we met was so lovely and very relaxed. We had a wonderful time and recommend this pace to everyone. Peaceful, fully equipped, comfortable and 3 minutes from a beautiful beach! What can be better. Thanks Miguel for your clear communications and your helpful suggestions. We had a blast!
Top guest favourite
Cottage in Innisfil
4.97 out of 5 average rating, 39 reviews

The Gingerbread Guest House

SarahRating, 5 stars3 weeks ago
Totally recommend! (But I don't want the secret to get out too much, because we'll definitely be booking again!). Michael and his partner were responsive, kind and went out of their way to help us. We had a question about the TV and they came over to help right away. Great amenities and small touches in the house: in the kitchen (everything we'd need), bathroom (extra toiletries), and even blankets on the couch! The house is beautiful and all the furniture from living room to dining room and bedrooms is quite comfortable! A bonus for a relaxed girls weekend. No complaints and we were blown away by the coziness of it all. It's in a lovely little neighbourhood too - great for strolling, near the lake.
Top guest favourite
Cottage in Meaford
4.96 out of 5 average rating, 50 reviews

The Avalon - Entire home steps to Meaford Harbour

YeissonRating, 5 stars1 week ago
100% I recommend it
Top guest favourite
Cottage in Mulmur
5 out of 5 average rating, 83 reviews

The Squire's Cottage

PhillipRating, 5 stars4 weeks ago
Charming, ideal, and beyond our hopes for a beautiful serine trip for relaxation and recharging. Fully recommended and we’ll be back!

Quick stats about cottage rentals in Collingwood

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹5,138 before taxes and fees

  • Total number of reviews

    270 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Collingwood
  6. Cottage rentals