40 Cottages You Can Rent For A Perfect Winter Weekend Away From Toronto
Comfy, cozy, and relaxing!
It's finally winter time, Canada's most dreaded season! There really are a lot of reasons to hate the winter time; like every time you walk outside you feel like a literal popsicle, by 4 in the afternoon it's pitch black outside, plus your chances of slipping and falling in front of a massive group of strangers on the street goes up exponentially.
While these are all great reasons to stay indoors all winter long and pray for the warm months of summer to come quicker, there's also a lot of reasons to love winter too!
You might not believe me but picture this: after each snowfall your neighbourhood looks like a winter wonderland, at the end of a long hard day of work you can cozy up by the fire with a mug of hot cocoa, and you can take a trip up north any day to enjoy winter sports like skiing and snowboarding!
That doesn't sound too bad right? Well, if the winter months are now starting to grow on you, it's the perfect time to gather your friends, family or S/O and take a weekend getaway from the city. Make the most of the winter paradise that is Ontario and rent one of these adorable cottages!
Page 1 of 5, Click "NEXT"
River Front Cottage
Why You Should Go: This cozy cottage in Ganonoque is the perfect place for a weekend getaway. It was built back in 1887 as a farm house and it was recently renovated into a gorgeous cottage near the Thousand Islands area.
Luxury Cottage Getaway
Why You Should Go: This newly renovated cottage is located in Point Clark, just a short walk from the beach and lighthouse. The cottage comes with all the luxuries you could ever need: wifi, cable and a smart flat screen TV!
Massive Garden Property
Why You Should Go: This gorgeous garden property farm house is a massive 26.5 acres! It's located in Dashwood, Ontario just a 10 minute drive from the cute beach town of Grand Bend.
Victorian Mansion Getaway
Why You Should Go: This stunning Victorian style mansion was built 140 years ago and is a historic landmark in the town of Gananoque. You can stay in a private room with an ensuite bathroom with luxurious amenities in this hotel-style getaway!
Rejuvenating Nature Retreat
Why You Should Go: This cozy cabin located in Rideau Lakes offers visitors a chance to unplug from reality and experience a real nature retreat. Spend your days bird watching, hiking, snowshoeing and so much more!
Remote Lakeside Cottage
Why You Should Go: Stay the weekend in this remote cabin in the woods perfect for a winter getaway. Located in Northern Ontario you can spend your days birdwatching, cross country skiing, and hiking then spend your evenings watching the sunset, stargazing, and getting cozy by the fireplace!
Rustic 'Gingerbread House' Cabin
Why You Should Go: This adorable little cabin is dubbed The Gingerbread House for a reason! It's charming, rustic and completely off the grid giving you the perfect weekend getaway from the city. Get cozy in front of the fireplace with some hot cacao and read your favourite book.
Secluded Forest Cabin
Why You Should Go: This cozy forest cabin is located on a 100 acre property near Algonquin Park. Explore the hiking trails that lead to frozen waterfalls, hills for sledding, and cozy indoor fireplace. It's the perfect place for a romantic cottage getaway!
Page 2 of 5, Click "NEXT"
Private Bunky In The Woods
Why You Should Go: This unique space lets you stay in a comfortable bunky deep in the woods to get completely off the grid. Surrounded by nature trails you can hike through the winter wonderland landscape and then come back and warm up next to an indoor wooden stove. A lake lies a 15 minute walk away and you have access to hot water for showers.
Quaint Country Retreat
Why You Should Go: This cute home is located in the town of Tamworth close to Kingston, Ontario. It is located on the main street close to restaurants and shops! It's a beautiful place to come to relax and get creative during the winter months.
Private Island Glamping
Why You Should Go: Stay the weekend on entire private island to yourself for just $75/night!! The island is 70 acres and features a bunky to sleep in on the shore. There is an abundance of nature to explore while you're there making it the perfect outdoor oasis!
Cozy Waterfront Cottage
Why You Should Go: This luxury lodge is just a seconds walk from Georgian Bay. It can fit up to 10 people and has access to wifi and views of the sunset right from the window!
Rustic Beaver Valley Cabin
Why You Should Go: This peaceful cabin with take you completely off the grid for a nature getaway. It's located just a 2 hour drive from Toronto with the gorgeous Bruce Trail just outside the door. Stay and explore a true winter wonderland!
Waterfront Family Cottage
Why You Should Go: This large family-sized cottage is located on the beautiful Severn River. The cottage is newly renovated and has 3 bedrooms with views of the river from the windows.
Cozy Dream Cottage On The Water
Why You Should Go: This cozy waterfront cottage is located directly on Georgian Bay with the water just steps from the back door. It has 1 private bedroom but can hold up to 4 guests on a pullout living room couch!
Sunset View Cottage
Why You Should Go: This quaint cottage is located directly on Eugenia Lake not far from Collingwood and Blue Mountain ski hills. It offers stunning lake views with breathtaking sunsets every night!
Page 3 of 5, Click "NEXT"
Picturesque Muskoka Cottage
Why You Should Go: This picturesque cottage is located in the quaint town of Gravenhurst, just a 5 minute walk from Muskoka Lake. It includes 1 bedroom, 1 bathroom and breakfast!
Cozy Collingwood Home
Why You Should Go: This cozy home in Collingwood is perfect for a ski getaway. This chalet is located just 8 minutes away from the Blue Mountain slopes with bus and shuttle services that stop on the street!
Romantic Country Getaway
Why You Should Go: This adorable apartment is the perfect way to escape the city for a romantic getaway. It is located on a 100 acre farm in Keene, Ontario just 10 minutes from Rice Lake.
Modern Suite In 1800s Building
Why You Should Go: The Tonic Suite on the second floor this 1800s building was redesigned to give you a modern, luxurious stay. Located in Gananoque, it's just a short walk to the St. Lawrence River where numerous restaurants, cafes and shopping is!
Georgian Bay Cottage
Why You Should Go: This cute little cottage is the perfect getaway, located in Awenda Provincial Park! It's just a short walk to the public beaches of Georgian Bay and tons of winter hiking trails surround the cottage.
Hidden Valley Chalet
Why You Should Go: This hidden cabin is the perfect place for you and 3 friends to stay for a weekend getaway. It's located close to sites like Algonquin Park, Deerhurst Resort and Hidden Valley Highlands Ski Area!
Rustic Winter Cabin
Why You Should Go: This cute, off the grid cabin in Northern Ontario is the perfect place to escape during the winter. It includes all the basic necessities, including drinking water and firewood in the winter.
Year Round Lakeside Cottage
Why You Should Go: This adorable year round cottage is located up North close to Sudbury, Ontario. It has access to trails surrounding the cottage for snowy hikes and a indoor fireplace to get cozy after a day of exploring!
Page 4 of 5, Click "NEXT"
Charming Muskoka Cottage
Why You Should Go: This cozy cabin is located right on Silver Lake in Parry Sound. The cottage comes equipped with 2 bedrooms, wifi, a flat screen TV and a satellite!
Peaceful Cottage Retreat
Why You Should Go: This cozy cabin is perfect for a winter retreat from the city. This cottage is located on the Magnetawan River in Maple Island, Ontario. You can spend your days hiking, snowmobiling, and hiking then unwind in the evening by a cozy fireplace while watching TV.
Log Cabin Escape
Why You Should Go: This Muskoka log cabin is the perfect place to escape during the winter months. It's a private spot for a two person getaway with a gorgeous maple syrup farm located right next door.
Romantic Winter Paradise
Why You Should Go: Stay in a secluded cabin near Collingwood which is a short drive from Blue Mountain ski hills. This log cabin comes equipped with all of the luxury amenities you could ever need!
Peaceful Country Retreat
Why You Should Go: This refurbished church property is the perfect place for a luxury retreat from the city. The property is massive with a separate guest cottage for additional sleeping spots, an indoor gas fireplace, an HD flat screen TV, and high speed internet!
Wine Country Oasis
Why You Should Go: This quaint cottage is located in the heart of Prince Edward County. It's a cozy place for a couple, friends or a family to stay as it looks out over Wellers Bay.
Cozy Lakefront Cottage
Why You Should Go: Located just 2.5 hours from Toronto, this cozy cottage is the perfect winter getaway. It sits on the edge of Whitestone Lake and offers tons of fun activities all year round!
Charming Log Cabin
Why You Should Go: This adorable log cabin is located on Lake Chandos in the Kawarthas. It's a fun escape during all 4 seasons of the year, especially during winter when the area turns into a stunning winter wonderland!
Page 5 of 5, Click "NEXT"
Cozy Winter Cottage
Why You Should Go: This quaint little cottage is the perfect winter escape, located in the beautiful area of Niagra-On-The-Lake. You'll be just down the street from the area's centre with all the stores, cafes and restaurants at your finger tips.
Nature Oasis Retreat
Why You Should Go: This cozy cabin is the perfect secluded getaway for a winter escape from the city. It's located in St. Mary's, Ontario which is just 2 hours from Toronto. It has access to tons of hiking trails in the surrounding area so you won't be bored during those winter days.
Why You Should Go: This up-scale location in Niagra-On-The-Lake is equipped with all the luxury amenities you could need. Enjoy an escape from the city in a modern and fun cottage!
Luxury Waterfront Vacation
Why You Should Go: Escape to cottage country at this Muskoka cabin! Located on a 3 acre property you'll have tons of space to explore the natural beauty around you. The cabin itself has 5 bedrooms that can fit multiple familys/friends.
Why You Should Go: This adorable little cottage is located in the heart of the beautiful town of Niagra-On-The-Lake. Just steps from your door you'll find numerous world renowned restaurants, cafes and a fun shopping area!
Secluded Forest Cabin
Why You Should Go: This cozy cabin is secluded in the forests of Parry Sound, offering you a peaceful and romantic getaway. It's close to wildlife, hiking trails, and a waterfront!
Modern Muskoka Cottage
Why You Should Go: This cozy Muskoka cottage can fit up to 8 guests and is perfect for your winter getaway. It's located just minutes away from Lake Rosseau and is full of all the best amenities you could ask for.
Luxury Lakefront Retreat
Why You Should Go: While this luxury cottage is a little pricier, it can fit a full 8 guests! Located in the heart of the Haliburton Highlands only 2.5 hours from Toronto, you'll find a beautiful cottage waiting for you.