Winter is often the time of year when people want to escape out of Ontario. It's a time when people are more likely to be checking out cheap vacations to somewhere warm...like Cuba!
However, what if I told you there were HUNDREDS of incredible cozy cottages you could be checking yourself into this winter for a trip with some of your besties? Some have stunning lake views, while others have freaking saunas! I even included one that is a bit more suburban for those of you who may like to be close to civilization...
I did some digging and was able to narrow it down to the top 24 cottages in Ontario that you need to be booking this winter. I tried to pick ones all over Ontario so you can explore all that our amazing province has to offer! Some of them will even cost you less than the bottle of Skinny Girl while you'll be bringing along with you. Enjoy!
Lake Paradise // Tobermory, Ontario
Sleeps: 8 guests
Price: $226 per night/ $28.50 per person
Features: Fireplace, blankets, pillows, four parking spots
This beautiful cottage in Tobermory, Ontario will have you never wanting to leave. It has a stunning view of the lake (that will be frozen when you go) and is incredibly spacious. It sleeps eight and has a gorgeous fireplace that you're welcome to use. Wake up every morning to beautiful views of the outdoors and make sure you capture a snap of the sunrise. Also, you cannot beat this price!
Sawlog Point // Tiny, Ontario
Sleeps: 8 guests
Price: $175 per night/ $21.75 per person
Features: Firepit, pizza oven, parking, fireplace
Did I have you sold at pizza oven? This stunning cottage in Tiny, Ontario (how cute) is anything but small. In fact, it comfortably sleeps eight people and features incredible amenities such as a stunning firepit outside to keep you warm and tons of parking. The pizza oven is also available to use and seems like a great way to spend time with friends! Just make sure you don't forget the cheese!
Sandy Beach // Georgian Bay, Ontario
Sleeps: 6 guests
Price: $131 per night/ $21.80 per person
Features: Jacuzzi, gas bbq, parking, fireplace
This HUGE cottage in Georgian Bay, Ontario has panoramic views of the water and will give you a real sense of the beauty of this province. You'll be able to enjoy your trip with up to six friends and watch the stunning sunset every night. This cottage has a kitchen that is fully stocked on appliances and you're also welcome to use their bbq so don't stress about having to buy food. In addition, this cottage also features a jacuzzi tub so don't forget to pack all of your bath bombs.
Winter Getaway // Hillsdale, Ontario
Sleeps: 6 guests
Price: $270 per night/ $45 per person
Features: Ice fishing, ski resorts, sledding trails, fireplace
This massive and newly renovated cottage is perfect for those people like me who like to vacation in royalty. Let's be real, this cottage is so big it's a house, but the price will have you thinking otherwise. It features a newly renovated bathroom for when you want to relax, is super close to ski resorts for when you want to be 'sporty', and you can also enjoy ice fishing for when you're hungry and want to make dinner from 'scratch'.
Fancy Villa // Bracebridge, Ontario
Sleeps: 6 guests
Price: $265 per night/ $44 per person
Features: Lakeview, parking, fireplace
This cottage looks like my dream house, to be honest. This beauty has stunning views of the lake, features a gorgeous fireplace and has tons of parking for all of your besties. Make sure you book soon!
Log Cabin // Verona, Ontario
Sleeps: 4 guests
Price: $163 per night/ $40.75 per person
Features: Lake, parking, fireplace
This cabin is made 100% out of logs, which is already super cool. In addition, it's right on the lake which will give you lots of time to enjoy the beauty of nature. If you aren't sold yet, it also has a beautiful fireplace that you and your BFFs can sit around, while you drink that Skinny Girl wine.
1860's Carriage House // Wellington, Ontario
Sleeps: 5 guests
Price: $250 per night/ $50 per person
Features: Bbq, jacuzzi, parking, fireplace
The next cottage for you was actually built in the 1860s - how rustic! This newly renovated space has a gorgeous fireplace and kitchen for you to use! In addition, it has a massive built-in wine rack right beside the fridge. Lastly, the bedroom is absolutely adorable and something out of a fairytale. Can you tell I love it?
Gorgeous Cottage // Niagara-on-the-Lake, Ontario
Sleeps: 7 guests
Price: $200 per night/ $28.50 per person
Features: Minutes from wineries, jacuzzi, parking, free coffee
This cottage is literally nicer than my house and features an incredible bathtub for you to unwind in. Additionally, there's tons of space for you to have dinner with your friends and is minutes from wineries in Niagara. Some of my personal recommendations for you to check out include Pellar Estates, Iniskillin, and Trius!
Honestly, this already is sounding like the perfect getaway!
Log Mansion // Skead, Ontario
Sleeps: 16 guests
Price: $585 per night/ $36.50 per person
Features: Jacuzzi, parking, fireplace, heated floors, lake view
Firstly, is this the world's largest 'cabin'? I can't even.
This massive cabin is made completely out of logs and has beautiful views of the lake for you and your besties to wake up to. This cottage features heated floors so don't bother bringing your slippers and also a massive kitchen so you'll never run out of room for all of the appies you'll be making.
In addition, it sleeps up to 16 people, which means no one has to be left out! Not to mention, it will only cost you $36.50 per night, which is cheaper than the freaking moisturizer I use on my face...
Lau Camp Cottage // Algoma Mills, Ontario
Sleeps: 6 guests
Price: $185 per night/ $30 per person
Features: Lake view, sauna, fireplace, parking
This stunning cottage in Algoma Mills is the perfect rustic getaway. It has beautiful views of the lake and even features a sauna! This cute place seems like the perfect, quaint destination for anyone.
Not to mention, this cottage feels like it's sponsored by The Bay and I can guarantee you there won't a shortage of blankets...
Waterfront Cottage // Iroquois Falls, Ontario
Sleeps: 6 guests
Price: $200 per night/ $33 per person
Features: Lake view, snowmobiling, ice fishing
This waterfront cottage in Iroquois Falls is absolutely massive and at an incredible price. On top of that, this cute cottage is tucked in a great location close to snowmobiling (if that's your thing) and ice fishing, just in case you want to catch your dinner instead of buying it.
Home of the Living Sunset // Tobermory, Ontario
Sleeps: 10 guests
Price: $174 per night/ $17 per person
Features: Lake view, jacuzzi, parking
Okay, even if I don't book this cottage myself I'm definitely to inquire about where they got that stunning mirror in their bathroom.
Home decor aside, this cottage has a beautiful view of the lake and features a jacuzzi for you to use. In addition, it's on a quiet property so you and your BFFs don't have to worry about bugging anyone.
Cosy Cedar Cabin // Penetanguishene, Ontario
Sleeps: 5 guests
Price: $108 per night/ $22 per person
Features: Firepit, parking, fireplace, bbq
This amazing cabin is built completely out of cedar wood and is hidden in a forest for the perfect getaway. It also features a beautiful fireplace that looks like something you'd see in the movies. Lastly, it also features a bbq and a fire pit so you can cook your dinner right outside or even enjoy some smores!
Escape in the City // Toronto, Ontario
Sleeps: 4 guests
Price: $165 per night/ $41 per person
Features: Heritage loft, minutes from Kensington, amazing food nearby
If you're looking for something a little bit more connected to society still than don't hesitate to check out this BEAUTIFUL and super chic place in Downtown Toronto. This place may not have views of a lake or be built out of logs, but it does seem like the perfect getaway for any group of friends. It's also super close to a bunch of amazing restaurants such as Drake Hotel, so you can treat yourself to some classy Lobster Benedict for brunch.
Lakefront in Haliburton // Haliburton, Ontario
Sleeps: 4 guests
Price: $254 per night/ $63.50 per person
Features: Lakeview, fireplace, tons of parking
Live your best life at this cozy cabin in Haliburton! This cute place will give you all those rustic feels and is secluded enough for the perfect trip away.
Right on the River // Callander, Ontario
Sleeps: 4 guests
Price: $159 per night/ $39.75 per person
Features: River view, fireplace, snowmobiling
Okay, if the sunset and bathtub at this place don't have you sold then I don't know what will. This cabin in Callander, Ontario is the perfect getaway for friends as it's super close to a river and has an adorable fireplace perfect for those cute Instagram photos.
Massive house // Sudbury, Ontario
Sleeps: 6 guests
Price: $96 per night/ $16 per person
Features: BBQ, fireplace, huge kitchen
This massive house in Sudbury has all the essentials for the perfect trip away with your BFFs, including access to an ICONIC popcorn machine. In addition, this cute place also features a bbq and fireplace so you can live your best Canadian life and cook dinner over the fire.
Cabin right on the lake // Parry Sound, Ontario
Sleeps: 10 guests
Price: $423 per night/ $42 per person
Features: Lakeview, snowmobiling, fireplace
If there's one place that I'd book this winter it's this cabin in Parry Sound. Not only is the inside stunning, but the lake is steps away from where you'll be staying. In addition, this quaint and quiet place is the perfect retreat for friends looking to de-stress from the hustle and bustle of the big city.
Boujee Cabin // Muskoka, Ontario
Sleeps: 10 guests
Price: $273 per night/ $27 per person
Features: Lakeview, massive kitchen, fireplace
This cabin looks like it's straight out of Pinterest and I'm alive for it. It features a stunning white fireplace, and a massive kitchen so you can cook for yourself and cut Uber Eats right out of the budget for the BFF weekend.
Cabin? More Like Mansion // Parry Sound, Ontario
Sleeps: 11 guests
Price: $331 per night/ $30 per person
Features: Lakeview, skiing, snowmobiling, fireplace
Oh my gosh, this mansion is the 'cabin' that I've always wanted to live in. Located in Parry Sound, this massive place will comfortably house you and eleven of your best friends. In addition, there are tons of opportunities for snowmobiling around this place so you're sure to have a great time!
Home in a Forest // Emsdale, Ontario
Sleeps: 8 guests
Price: $176 per night/ $22 per person
Features: Lakeview, fireplace, near trans Canada trail for snowshoeing
This cute little place cannot be beat considering the price. It has everything you need including a fireplace, it's in the middle of the forest, and there are tons of greats trails around to test out some snowshoeing. Enjoy!
Super Sledding Shack // Kapuskasing, Ontario
Sleeps: 8 guests
Price: $115 per night/ $22 per person
Features: Lakeview, fireplace, tons of parking
This house up in Northern Ontario is the perfect getaway for friends looking for some quiet time. Additionally, it is so big you can make it a trip for up to seven of your closest friends! Warning: it looks super snowy though, so don't forget your snow boots or you may just be stuck inside...
Solitude on Loon Lake // Grand Marais, Ontario
Sleeps: 6 guests
Price: $289 per night/ $48 per person
Features: Fireplace, ice fishing, ski trails
This cabin looks like it's straight out of the Chronicles of Narnia and I'm alive for it. Not only is the outside perfect for a snap on your Instagram feed, but the inside also gives off total cabin vibes (I can't with all the wood panelling).
A Cabin Paradise // Grand Marais, Ontario
Sleeps: 6 guests
Price: $297 per night/ $49.50 per person
Features: Tons of trails, lake view, ice fishing
I saved the best for last with this stunning cabin in Grand Marais, Ontario. Located right on the lake with ice fishing and tons of trails you really can't go wrong with this place! With that being said, I did take a look at the availability and it's filling up fast so make sure you book soon!
