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
Beach House Retreat
Sun to Sun Rental
Camlachie
From $229/night
Beach House Retreat – 957
6Beds
2Baths
10Sleeps
Sauble River
Sat to Sat Rental
Sauble Beach
From $171/night
Sauble River – 1207
3Beds
1.5Baths
8Sleeps
Barrow Bay Retreat
Sat to Sat Rental
Lion's Head
From $143/night
Barrow Bay Retreat – 1347
3Beds
1Bath
6Sleeps
Fairwinds Lake House
Sat to Sat Rental
Tobermory
From $400/night
Fairwinds Lake House – 1231
4Beds
2Baths
10Sleeps
Casa Trisquel
Fri to Fri Rental
Wiarton
From $143/night
Casa Trisquel – 1337
2Beds
1Bath
6Sleeps
The Woodchuck
Fri to Fri Rental
Lion's Head
From $129/night
The Woodchuck – 1257
3Beds
1.5Baths
7Sleeps
Mr Cottage
Sun to Sun Rental
Sauble Beach
From $179/night
Mr Cottage – 1325
4Beds
2Baths
7Sleeps
Isthmus Bay
Fri to Fri Rental
Lions Head
From $214/night
Isthmus Bay – 1156
4Beds
2Baths
12Sleeps
Mary Lake
Sat to Sat Rental
Huntsville
From $200/night
Mary Lake – 1184
3Beds
1Bath
6Sleeps
Cole Hill
Fri to Fri Rental
Georgian Bluffs
From $271/night
Cole Hill – 1329
3Beds
2Baths
6Sleeps
McCullough Lake
Sun to Sun Rental
Chatsworth
From $200/night
McCullough Lake – 1018
6Beds
3.5Baths
12Sleeps
1344
Sun to Sun Rental
Shallow Lake
From $333/night
1344 – 1344
5Beds
2.5Baths
10Sleeps
Great Escape Cottage
Sat to Sat Rental
Sauble Beach
From $143/night
Great Escape Cottage – 1307
3Beds
1Bath
8Sleeps
Dyers Bay Dream
Sat to Sat Rental
Lions Head
From $171/night
Dyers Bay Dream – 727
2Beds
1Bath
8Sleeps
Inverhuron
Sat to Sat Rental
Tiverton
From $114/night
Inverhuron – 716
3Beds
1.5Baths
6Sleeps
The Whippoorwill
Sat to Sat Rental
Lion's Head
From $243/night
The Whippoorwill – 1193
3Beds
2.5Baths
6Sleeps
The Aqorpions Villa
Sat to Sat Rental
Tobermory
From $499/night
The Aqorpions Villa – 872
5Beds
3.5Baths
14Sleeps
Better At The Beach House
Sat to Sat Rental
Kincardine
From $286/night
Better At The Beach House – 726
3Beds
2Baths
8Sleeps
Tipsy Lane
Sat to Sat Rental
Tobermory
From $126/night
Tipsy Lane – 766
4Beds
1.5Baths
10Sleeps
Olde Vic
Sat to Sat Rental
Kincardine
From $143/night
Olde Vic – 1333
2Beds
1Bath
6Sleeps
Owen Sound
Sat to Sat Rental
Owen Sound
From $143/night
Owen Sound – 332
4Beds
1Bath
6Sleeps
Beyond The Hedge
Sun to Sun Rental
Red Bay
From $143/night
Beyond The Hedge – 1239
3Beds
1Bath
8Sleeps
Long Lake
Sun to Sun Rental
McDougal
From $343/night
Long Lake – 1174
3Beds
2Baths
7Sleeps
Forest View Log Cabin
Fri to Fri Rental
Tobermory
From $171/night
Forest View Log Cabin – 1009
4Beds
2Baths
8Sleeps
Lion's Den
Fri to Fri Rental
Lions Head
From $243/night
Lion's Den – 974
4Beds
2.5Baths
8Sleeps
O'Henry
Sat to Sat Rental
Oliphant
From $400/night
O'Henry – 725
3Beds
3Baths
6Sleeps
Lakehouse on the Bight
Sat to Sat Rental
Tobermory
From $171/night
Lakehouse on the Bight – 1331
4Beds
2Baths
6Sleeps
1151
Fri to Fri Rental
Kawartha Lakes
From $121/night
1151 – 1151
4Beds
2Baths
8Sleeps
Blue Aurora
Fri to Fri Rental
Tobermory
From $257/night
Blue Aurora – 1345
3Beds
2.5Baths
8Sleeps
Cedarmont
Sun to Sun Rental
Kincardine
From $168/night
Cedarmont – 781
3Beds
2Baths
8Sleeps
Stokes Bay Shores Waterfront
Sat to Sat Rental
Stokes Bay
From $228/night
Stokes Bay Shores Waterfront – 1332
3Beds
2.5Baths
6Sleeps
1349
Sat to Sat Rental
Lion's Head
From $200/night
1349 – 1349
4Beds
2Baths
8Sleeps
Doodle Bear
Sat to Sat Rental
South Bruce Peninsul
Call For Rates
Doodle Bear – 923
2Beds
1Bath
6Sleeps
Paradise Pines
Sat to Sat Rental
Miller Lake
From $143/night
Paradise Pines – 1297
3Beds
1.5Baths
8Sleeps
Pub In The Tub
Sat to Sat Rental
Tobermory
From $152/night
Pub In The Tub – 1173
4Beds
2Baths
9Sleeps
Smooth landing
Sat to Sat Rental
Tobermory
From $243/night
Smooth landing – 817
3Beds
2.5Baths
6Sleeps
The Grove
Sat to Sat Rental
Huron Kinloss
From $152/night
The Grove – 837
3Beds
3Baths
6Sleeps
Kettle Point
Sat to Sat Rental
Lambton Shores
From $100/night
Kettle Point – 572
3Beds
1Bath
6Sleeps
Cabin in the woods
Sun to Sun Rental
Tobermory
From $121/night
Cabin in the woods – 688
3Beds
2.5Baths
10Sleeps
Solarena
Sun to Sun Rental
Oliphant - SBP
From $214/night
Solarena – 1354
3Beds
2.5Baths
6Sleeps
Luksa Lodge
Sat to Sat Rental
Restoule
From $354/night
Luksa Lodge – 1248
6Beds
2.5Baths
17Sleeps
Lofty Pines Lodge
Sat to Sat Rental
Red Bay SPB
From $129/night
Lofty Pines Lodge – 1342
3Beds
1Bath
6Sleeps
Colpoy's Bay
Sat to Sat Rental
Georgian Bluffs
From $386/night
Colpoy's Bay – 1087
5Beds
5Baths
10Sleeps
Spry Shores Lake House
Sat to Sat Rental
Lions Head
From $171/night
Spry Shores Lake House – 1099
4Beds
3Baths
8Sleeps
Bluewaters
Sat to Sat Rental
Lion's Head
From $257/night
Bluewaters – 1334
5Beds
4Baths
10Sleeps
The Lady Alice
Sat to Sat Rental
Gore Bay
From $200/night
The Lady Alice – 1288
2Beds
1.5Baths
6Sleeps
Sara
Sat to Sat Rental
Sauble Beach
From $164/night
Sara – 1341
3Beds
2Baths
8Sleeps
Cali
Fri to Fri Rental
Tiny
From $286/night
Cali – 1343
4Beds
1Bath
8Sleeps
Captains Rest
Sat to Sat Rental
Tobermory
From $143/night
Captains Rest – 1186
4Beds
2Baths
8Sleeps
Avalon On The Bruce
Sat to Sat Rental
Tobermory
From $143/night
Avalon On The Bruce – 356
3Beds
2Baths
6Sleeps
Miller Lake Cottage
Sat to Sat Rental
Miller Lake
From $300/night
Miller Lake Cottage – 513
3Beds
1Bath
8Sleeps
Tip-Of-Peninsula
Sun to Sun Rental
Tobermory
From $300/night
Tip-Of-Peninsula – 469
5Beds
2.5Baths
10Sleeps
Northern Roots Cabin
Sun to Sun Rental
Miller Lake
Call For Rates
Northern Roots Cabin – 1025
3Beds
1Bath
9Sleeps
The Blue Jays Nest
Sat to Sat Rental
Stokes Bay
From $186/night
The Blue Jays Nest – 1264
3Beds
2Baths
6Sleeps
Rainbow Beach
Sat to Sat Rental
Owen Sound
From $121/night
Rainbow Beach – 088
3Beds
2Baths
8Sleeps
Studio Suite Lower Level
Sat to Sat Rental
Pike Bay
From $100/night
Studio Suite Lower Level – 1293
1Bed
1Bath
4Sleeps
Bliss on the Bluffs and Bay
Fri to Fri Rental
Wiarton
From $143/night
Bliss on the Bluffs and Bay – 1259
2Beds
1Bath
5Sleeps
Summer Haven
Fri to Fri Rental
Southampton
From $229/night
Summer Haven – 760
3Beds
2Baths
8Sleeps
Harris Lake 3
Sat to Sat Rental
Pointe Au Baril
From $214/night
Harris Lake 3 – 1002
5Beds
2.5Baths
10Sleeps
The Lake House
Sat to Sat Rental
Lambton Shores
From $214/night
The Lake House – 1340
4Beds
1.5Baths
8Sleeps
1346
Sat to Sat Rental
Priceville
From $283/night
1346 – 1346
3Beds
2Baths
8Sleeps
Bradley Harbour
Sat to Sat Rental
Miller Lake
From $114/night
Bradley Harbour – 243
3Beds
1Bath
6Sleeps
Henwood
Sat to Sat Rental
Lion's Head
Call For Rates
Henwood – 1338
3Beds
2Baths
6Sleeps

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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