Winter Cottage Rentals in Ontario

If you’re planning a Canadian vacation, our winter cottage rentals in Ontario are your home away from home. As the winter season begins in Canada, we are greeted by blankets of fluffy snow perfect for curling up in one of our Bruce Peninsula cottage rentals. You’ll have a stunning view of the landscape right outside your window, as well as numerous amenities to keep you cozy for your whole stay. You’ll also be right nearby some of the best attractions in the area. While amenities in our cottages may differ, you can expect:

  •  Internet access
  •  Stunning nature views
  •  Full kitchen
  •  Outdoor furniture
  •  Close proximity to attractions
Stuga on the Rock
Sun to Sun Rental
Tobermory
Call For Rates
Stuga on the Rock – 1410
3Beds
2Baths
6Sleeps
Beyond The Hedge
Sun to Sun Rental
Red Bay
Call For Rates
Beyond The Hedge – 1239
3Beds
1Bath
6Sleeps
McCullough Lake
Sun to Sun Rental
Chatsworth
From $286/night
McCullough Lake – 1018
6Beds
3.5Baths
12Sleeps
Dyers Bay Idyll
Fri to Fri Rental
Lions Head
Call For Rates
Dyers Bay Idyll – 727
2Beds
1Bath
6Sleeps
Bradley Harbour
Sat to Sat Rental
Miller Lake
From $129/night
Bradley Harbour – 243
3Beds
1Bath
6Sleeps
Owen Sound
Sat to Sat Rental
Owen Sound
From $186/night
Owen Sound – 332
4Beds
1Bath
6Sleeps
Byrd's Nest
Sat to Sat Rental
Sauble Beach
From $321/night
Byrd's Nest – 1372
4Beds
2.5Baths
8Sleeps
Spry Shores Lake House
Sat to Sat Rental
Lions Head
From $229/night
Spry Shores Lake House – 1099
4Beds
3Baths
8Sleeps
1399
Fri to Fri Rental
Eagle Lake
From $214/night
1399 – 1399
4Beds
2Baths
11Sleeps
Blissful Daze
Sat to Sat Rental
Sauble Beach
From $171/night
Blissful Daze – 1085
2Beds
1Bath
6Sleeps
Tipsy Lane
Sat to Sat Rental
Tobermory
From $177/night
Tipsy Lane – 766
4Beds
1.5Baths
10Sleeps
Our Simcoe Retreat
Fri to Fri Rental
Innisfil
Call For Rates
Our Simcoe Retreat – 1102
4Beds
4Baths
10Sleeps
Summer Haven
Fri to Fri Rental
Southampton
Call For Rates
Summer Haven – 760
3Beds
2Baths
8Sleeps
Inverhuron
Sat to Sat Rental
Tiverton
From $114/night
Inverhuron – 716
3Beds
1.5Baths
8Sleeps
Rainbow Beach
Sat to Sat Rental
Owen Sound
From $157/night
Rainbow Beach – 088
3Beds
2Baths
8Sleeps
Doodle Bear
Sat to Sat Rental
South Bruce Peninsul
Call For Rates
Doodle Bear – 923
2Beds
1Bath
4Sleeps
Harris Lake 3
Sat to Sat Rental
Pointe Au Baril
Call For Rates
Harris Lake 3 – 1002
5Beds
2.5Baths
10Sleeps
Flip Flop Inn
Sat to Sat Rental
Sauble Beach
From $214/night
Flip Flop Inn – 1392
3Beds
1Bath
6Sleeps
Tip-Of-Peninsula
Sun to Sun Rental
Tobermory
Call For Rates
Tip-Of-Peninsula – 469
5Beds
2.5Baths
10Sleeps
Cali
Fri to Fri Rental
Tiny
Call For Rates
Cali – 1343
4Beds
1Bath
8Sleeps
The Grove
Sat to Sat Rental
Huron Kinloss
From $164/night
The Grove – 837
3Beds
3Baths
6Sleeps
Rose Cottage
Sun to Sun Rental
Kincardine
Call For Rates
Rose Cottage – 1413
2Beds
1Bath
5Sleeps
Paradise Pines
Sat to Sat Rental
Miller Lake
Call For Rates
Paradise Pines – 1297
5Beds
3Baths
10Sleeps
The Aqorpions Villa
Sat to Sat Rental
Tobermory
From $714/night
The Aqorpions Villa – 872
5Beds
3.5Baths
10Sleeps
Better At The Beach House
Sat to Sat Rental
Kincardine
Call For Rates
Better At The Beach House – 726
3Beds
2Baths
8Sleeps
Avalon On The Bruce
Sat to Sat Rental
Tobermory
From $171/night
Avalon On The Bruce – 356
3Beds
2Baths
6Sleeps
Kettle Point
Sat to Sat Rental
Lambton Shores
From $100/night
Kettle Point – 572
3Beds
1Bath
6Sleeps
Colpoy's Bay
Sat to Sat Rental
Georgian Bluffs
From $400/night
Colpoy's Bay – 1087
5Beds
5Baths
10Sleeps
Cabin in the woods
Fri to Fri Rental
Tobermory
From $139/night
Cabin in the woods – 688
3Beds
2.5Baths
10Sleeps
Fairwinds Lake House
Sat to Sat Rental
Tobermory
Call For Rates
Fairwinds Lake House – 1231
4Beds
2Baths
10Sleeps
Bluewaters
Sat to Sat Rental
Lion's Head
Call For Rates
Bluewaters – 1334
5Beds
4Baths
10Sleeps
Highview Beachhouse
Fri to Fri Rental
Wiarton SBP
Call For Rates
Highview Beachhouse – 1393
3Beds
2Baths
9Sleeps
PJ's Paradise
Sat to Sat Rental
Lions Head
Call For Rates
PJ's Paradise – 419
2Beds
1Bath
4Sleeps
Luxury Log Cabin
Fri to Fri Rental
Tiny
Call For Rates
Luxury Log Cabin – 1374
3Beds
2Baths
8Sleeps
Mr Cottage
Sun to Sun Rental
Sauble Beach
Call For Rates
Mr Cottage – 1325
4Beds
2Baths
7Sleeps
O'Henry
Sat to Sat Rental
Oliphant
From $500/night
O'Henry – 725
3Beds
3Baths
6Sleeps
Cedarmont
Sun to Sun Rental
Kincardine
Call For Rates
Cedarmont – 781
3Beds
2Baths
8Sleeps
Bliss on the Bluffs and Bay
Fri to Fri Rental
Wiarton
Call For Rates
Bliss on the Bluffs and Bay – 1259
2Beds
1Bath
5Sleeps
Cedars on Huron
Sat to Sat Rental
Pike Bay
From $550/night
Cedars on Huron – 1210
5Beds
2Baths
10Sleeps
Beach Haven
Sat to Sat Rental
Huron Kinloss
From $186/night
Beach Haven – 803
3Beds
1.5Baths
6Sleeps
Great Escape
Sun to Sun Rental
Tiny
From $257/night
Great Escape – 1397
4Beds
2Baths
8Sleeps
Grouse Hill Cottage
Fri to Fri Rental
Priceville
Call For Rates
Grouse Hill Cottage – 1346
3Beds
2Baths
8Sleeps
The Lady Alice
Sat to Sat Rental
Little Current
From $171/night
The Lady Alice – 1288
2Beds
1.5Baths
6Sleeps
Lakehouse on the Bight
Sat to Sat Rental
Tobermory
Call For Rates
Lakehouse on the Bight – 1331
4Beds
2.5Baths
6Sleeps
TGIF Cottage
Sat to Sat Rental
Georgian Bluffs
Call For Rates
TGIF Cottage – 1426
4Beds
3Baths
10Sleeps
Stokes Bay Hideaway
Fri to Fri Rental
Stokes Bay
From $286/night
Stokes Bay Hideaway – 1332
3Beds
2.5Baths
6Sleeps
Stone Beach Blue
Fri to Fri Rental
Lion's Head
From $257/night
Stone Beach Blue – 1404
3Beds
1.5Baths
7Sleeps
The Wicksens
Sat to Sat Rental
Barry's Bay
From $214/night
The Wicksens – 1395
2Beds
2Baths
8Sleeps
Moon Shadow
Fri to Fri Rental
Wiarton SBP
Call For Rates
Moon Shadow – 1400
3Beds
1.5Baths
8Sleeps
1425
Sat to Sat Rental
Howdenval
Call For Rates
1425 – 1425
2Beds
1Bath
6Sleeps
Sauble Waves
Sun to Sun Rental
Sauble Beach
Call For Rates
Sauble Waves – 1380
4Beds
2Baths
8Sleeps
The Blue Beach House
Sat to Sat Rental
Kincardine
Call For Rates
The Blue Beach House – 1424
6Beds
2.5Baths
12Sleeps
The Lake House
Sat to Sat Rental
Lambton Shores
Call For Rates
The Lake House – 1340
4Beds
1.5Baths
8Sleeps
Pub In The Tub
Sat to Sat Rental
Tobermory
From $202/night
Pub In The Tub – 1173
4Beds
2Baths
8Sleeps
1151
Fri to Fri Rental
Kawartha Lakes
Call For Rates
1151 – 1151
4Beds
2Baths
8Sleeps

Things To Do in Ontario, Canada

Our cottages in Ontario are the perfect place to stay if you’re looking to engage in the winter sports of the area. Blue Mountain in Collingwood is a wonderful destination for world-class skiing, golf, and any other outdoor activity you can think of. There’s also tons of dining and shopping here, so it’s an ideal spot for the entire family. The other ski areas in Collingwood, as well as those in Medford, are the place to be whether you are a brand-new skier or have been into the sport for years.

Why Should You Book with Rent Cottage?

At Rent Cottage, we always screen our guests carefully and to ensure your utmost safety and comfort. Our staff is comprised of Bruce peninsula and Ontario locals, so if you ever need a recommendation, we’ve got you covered! We’re happy to help you through the entire booking process and throughout your stay. The majority of our properties are waterfront cottages, giving you a stunning view at any time of the day. At Rent Cottage, we are truly cottage specialists, so you know you’re in good hands! Ready to plan your Ontario getaway? Contact us today to learn more about all of our cottage rentals in Ontario and to start booking.

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