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 Kimberley
4.86 out of 5 average rating, 338 reviews

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

AustinRating, 5 stars1 month ago
Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.
Guest favourite
Cottage in Tiny
4.95 out of 5 average rating, 227 reviews

Private 40 Acre Cottage with Hot Tub

KassandraRating, 5 stars2 months ago
We had an amazing winter stay at this cabin! While the driveway was a bit tricky due to the winter conditions, the host was extremely responsive and gave us helpful instructions to navigate it. The cabin itself was cozy and well-equipped, making it a great place to unwind after a day of skiing. We especially loved the hot tub, it was the perfect way to relax after hitting the slopes! The space is peaceful and private, and we enjoyed exploring the walking trails and the pond. The cabin was well-stocked with everything we needed, including coffee, spices, and even a Roku TV for when we wanted to unwind indoors. Overall, it was a fantastic getaway, and would visit again!
Top guest favourite
Cottage in Severn Bridge
5 out of 5 average rating, 132 reviews

CozyPeaceful LakeCottage HotTub Canada

HaileyRating, 5 stars2 days ago
We had a great stay at Sarah and Stu's cottage. The cottage itself was the perfect size and everything was exactly as described. Sarah and Stu were very responsive and helped us with whatever we needed. We were celebrating a special occasion and Sarah left us a nice welcome gift. We wouldn't hesitate to book again!
Guest favourite
Cottage in Washago
4.96 out of 5 average rating, 128 reviews

Riverfront Cottage with HotTub

ErinRating, 5 stars2 months ago
This was our second time staying at Jamie’s cottage and it was just as wonderful as the first time. It is such a beautiful location and the cottage is warm and cozy with the amazing fireplace. It was a perfect spot to watch all the snow fall gently out the big windows, looking out over the river. So peaceful! We ended up having to leave early and it made us all so sad, especially our kids, so we’ve already mentally made plans to go back next winter. Jamie was super communicative and we really just enjoyed our time so much.
Guest favourite
Cottage in Innisfil
4.9 out of 5 average rating, 210 reviews

Utopia Villa and Spa

MahsaRating, 5 stars2 weeks ago
We had a wonderful stay at this amazing cottag. very clean and spotless. The place was well-equipped with lots of entertainment options and fun activities for everyone. One of the highlights for us was definitely the hot tub — it was such a relaxing experience, especially in the peaceful and beautiful environment. We’re already planning to come back, and next time we’ll definitely stay for more than two days to fully enjoy everything the cottage has to offer. I highly recommend this place to anyone looking for a cozy and quiet getaway. It’s the perfect spot to unwind and recharge. Thank you for such a memorable experience Shahrzad.
Superhost
Cottage in Innisfil
4.9 out of 5 average rating, 170 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

TierneyRating, 5 stars2 weeks ago
Kris' property is stunning! We arrived to passcode checkin, with ease. The property was clean and ready for us and exactly what we expected. Beautiful views, comfortable cozy corners around the property to relax. Would definately go back for R&R again.
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 stars3 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!
Guest favourite
Cottage in Midland
4.88 out of 5 average rating, 208 reviews

House on the Hill, HotTub, Relaxation, Bike Trails

NicholasRating, 5 stars2 weeks ago
Stayed at Robert’s place a few times now. Great location close to everything.

Pet-friendly cottage rentals

Superhost
Cottage in Meaford
4.95 out of 5 average rating, 96 reviews

Woodski Mountain Retreat w/Pool & 3+ Private Acres

OdetteRating, 5 stars2 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 Coldwater
4.97 out of 5 average rating, 38 reviews

Charming 3BR Cottage on Tranquil Lake 🐦🛶🎣🏊‍♀️

KaiRating, 5 stars8 months ago
My group and I had an excellent stay at the cottage. The lake is beautiful and the property is as well; inside and out. The location is quiet, yet not too secluded, making the overall experience very peaceful. The home was also very clean, functional, and had even more amenities than we were even expecting! Definitely would visit again. Thanks Jenny and Bob!
Guest favourite
Cottage in Tiny
4.97 out of 5 average rating, 36 reviews

2 Bedroom Plus Bunkie Woodland Beach Cottage

JenRating, 5 stars6 months ago
Our family had an enjoyable Thanksgiving weekend at Carol's property. The cabin was cozy and charming, the bunkie was super cute and the deck and fire pit were amazing spots to hang out at. It's a short walk to the water and a convenience store/lcbo. Our only issue was that we didn't stay long enough!
Superhost
Cottage in Flesherton
4.95 out of 5 average rating, 38 reviews

Four Season Waterfront Cottage on Lake Eugenia

SoleRating, 5 stars8 months ago
Our family had a fantastic vacation at Paula and Chris’s cottage on Lake Eugenia. This beautifully rustic and well-loved cottage is perfectly equipped for guests of all ages and interests. Although the weather started off cold and rainy, and not good for swimming at first, we took the opportunity to explore the nearby Bruce Trails, just a short 5-10 minute drive away, where we enjoyed spectacular views. Back at the cottage, the fire pit made our evenings cozy and memorable, and the hot tub was an amazing bonus while we waited for the weather to improve. Once the sun came out, the kids couldn’t wait to jump into the lake, and they had an absolute blast! The Lily pad was amazing- hours and hours of uninterrupted fun. Lake Eugenia is a stunning spot perfect for swimming and just the right size for exploring by canoe or kayak. A big thank you to Chris and Paula for being such wonderful hosts!
Superhost
Cottage in Penetanguishene
4.83 out of 5 average rating, 29 reviews

3 Bdrm Family Cottage Private Beach, Thunder Beach

ElaineRating, 5 stars9 months ago
We absolutely loved the cottage it was perfect for our week at the beach. The beach itself was just steps away and was absolutely beautiful with calm,clear water and friendly neighbours. There is a strong sense of community in the area. We really loved the outdoor shower which was a family favourite. We will defiantly come back to this cottage again and again if we can.
Guest favourite
Cottage in Meaford
4.94 out of 5 average rating, 51 reviews

Charming 3bdrm cottage on Georgian Bay!

MontgomeryRating, 5 stars7 months ago
Very enjoyable stay. Beautiful cottage. Excellent host. We would definitely stay here again.
Superhost
Cottage in Innisfil
4.64 out of 5 average rating, 22 reviews

Cozy 2 bdrm cabin steps from beach

LeeRating, 5 stars6 months ago
Second time staying at Rachel's- lovely cottage and a great location. Rachel was extremely helpful and easy to communicate with. Thanks again!
Guest favourite
Cottage in Tiny
4.87 out of 5 average rating, 45 reviews

Balm Beach Cottage: Hot Tub/GameRoom/more!

JuliaRating, 5 stars1 month ago
We really loved our stay here. We have a 6 and 2 year old and this cottage was the perfect size for the 4 of us. I like that it’s all one level, and floors are a clean hardwood. The road in front of the cottage is so quiet and feels private. A great place to kick the ball around and jump in puddles. Hot tub and games room made this place extra special. Would love to come visit in the summer, and enjoy the beach type amenities that are just a short walk away.

Private cottage rentals

Superhost
Cottage in Wasaga Beach
4.84 out of 5 average rating, 25 reviews

The River's Edge - Cottage 1: The Riverbank House

PratikRating, 5 stars2 months ago
Great experience. Jeff was proactive and made sure we are all comfortable during the bad weather. The location is perfect and lots to do around. Absolutely loved the stay and a great get away. Looking forward to visit during the summer.
Guest favourite
Cottage in Southgate
4.9 out of 5 average rating, 105 reviews

Thistle And Pine Cottage

EvelynRating, 5 stars2 months ago
We had a wonderful stay! The cottage was so cute and cozy and had everything we needed! We had lots of snow during our visit, and loved getting to enjoy the peaceful and private property. We even dug out the campfire pit for a winter fire! Even with all the snow, we were warm and comfortable, with the portable heater coming in handy to warm up after trekking through the snow! Jaclyn was so thoughtful and helpful as a host! We were very well taken care of! I would highly recommend staying here if you want a relaxing, peaceful, and cozy getaway surrounded by nature!
Guest favourite
Cottage in Wasaga Beach
4.96 out of 5 average rating, 271 reviews

GATED RESORT COTTAGE

AndrewRating, 5 stars1 month ago
I recently had the pleasure of staying in this charming cottage for a few days, and it was the perfect getaway. From the moment I arrived, I felt like I had entered a peaceful retreat, far from the hustle and bustle of daily life. The cottage itself was cozy and beautifully maintained, offering a comfortable space to relax and unwind. One of the standout features was the indoor pool, which added a touch of luxury to my stay. It was clean, well-heated, and offered the perfect escape after a day of exploring the area. Whether I was taking a morning dip or winding down in the evening, it truly enhanced the experience. The surrounding area was just as lovely—quiet, scenic, and full of charming spots to explore. Whether I was taking a walk around the cottage or venturing out to nearby attractions, there was always something new to enjoy. All in all, this cottage provided the perfect balance of relaxation, comfort, and adventure. It was a much-needed escape, and I left feeling refreshed!
Top guest favourite
Cottage in Orillia
5 out of 5 average rating, 25 reviews

Luxury lakefront cottage escape

MayRating, 5 stars1 month ago
A most delightful stay! We rented Wendy and Jeff’s place for a week. The place looked exactly like the photos--beautifully decorated, modern yet cozy and impeccably clean. The cottage is located at the end of a peninsula, with spectacular views in every direction. It was private and peaceful. Thoughtful little details throughout the cottage make this place stand out. We especially love the helpful notecards with instructions on how to operate the coffee machine and other amenities. The kitchen and bathrooms were also well-stocked. All these things add up to a very comfortable and wonderful experience. We highly recommend !
Guest favourite
Cottage in Tiny
4.98 out of 5 average rating, 57 reviews

Edmore Cottage at Tiny Beaches

JessicaRating, 5 stars1 month 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 Coldwater
4.99 out of 5 average rating, 69 reviews

Cottage on the Rocks - with Hot Tub and Sauna!

DougRating, 5 stars5 days ago
Our visit was for my 65th birthday and included 8 adults and 2 dogs. The home was clean and spacious with stunning views of the lake. The kitchen was perfect for our group and the large living room with a massive couch easily accommodated everyone. The hot-tub was very clean and we all loved the fire pit on those chilly evenings. Alex was easy to communicate with and we would definitely book this location again. We also loved that it was just under 2 hours from home.
Guest favourite
Cottage in Coldwater
4.88 out of 5 average rating, 34 reviews

4 Season Private Cottage on Gloucester Pool

KristineRating, 5 stars1 month ago
Beautiful, bright & welcoming space. Had everything we needed to enjoy our girl's weekend. Kitchen was well stocked with dishes, pans & good knives. Having two fridges was a bonus. Location was private & quiet. Great space for a larger group. Would definitely return.
Top guest favourite
Cottage in Georgina
4.99 out of 5 average rating, 157 reviews

Granny's Cottage

FasehullahRating, 5 stars6 days ago
Great place, great hosts.

Quick stats about cottage rentals in Collingwood

  • Total rentals

    10 properties

  • Nightly prices starting at

    £45 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