Cottage
10.0(2 Reviews)
2 Bedrooms
4 Guests
Breakfast
Parking
Ocean View
Balcony/Terrace
AU $308/Night
7 Nights - AU $2,156
Tiny Winter Rentals & Holiday Homes
Discover winter rentals Tiny - We found 147 exact matches
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Compare Winter Rental in Tiny
10.0
Ski Chalet
10.0(3 Reviews)
4 Bedrooms
8 Guests
Private Beach
Oceanfront
Hot Tub- Breakfast
AU $1,889/Night
7 Nights - AU $13,224
Cottage
10.0(1 Review)
5 Bedrooms
14 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
AU $994/Night
7 Nights - AU $6,958
Cottage
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $340/Night
7 Nights - AU $2,377
Resort
9.4(27 Reviews)
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $189/Night
7 Nights - AU $1,322
Cottage
9.8(21 Reviews)
2 Bedrooms
4 Guests
- Breakfast
- Parking
- Ocean View
- Balcony/Terrace
AU $374/Night
7 Nights - AU $2,618
Villa
9.1(14 Reviews)
5 Bedrooms
10 Guests
- Private Beach
- Parking
Pool
Skiing
AU $637/Night
7 Nights - AU $4,461
Cottage
8.8(15 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
AU $344/Night
7 Nights - AU $2,406
Villa
9.0(3 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Air Conditioner
Internet
AU $447/Night
7 Nights - AU $3,127
Cottage
6.8(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $350/Night
7 Nights - AU $2,448
Resort
7.9(58 Reviews)
23 Guests
- Parking
- Balcony/Terrace
- View
- Internet
AU $204/Night
7 Nights - AU $1,426
House
10.0(15 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $849/Night
7 Nights - AU $5,944
House
3 Bedrooms
7 Guests
- View
- Air Conditioner
- Internet
Pet Friendly
AU $903/Night
7 Nights - AU $6,320
Cabin
10.0(11 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $654/Night
7 Nights - AU $4,580
Cottage
10.0(11 Reviews)
3 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $368/Night
7 Nights - AU $2,574
House
10.0(9 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $820/Night
7 Nights - AU $5,743
Cottage
10.0(5 Reviews)
5 Bedrooms
10 Guests
Private Pool- Parking
- Pool
Spa
AU $506/Night
7 Nights - AU $3,545
House
10.0(5 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $427/Night
7 Nights - AU $2,989
House
10.0(4 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $1,026/Night
7 Nights - AU $7,184
Cottage
10.0(2 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
AU $289/Night
7 Nights - AU $2,025
House
10.0(2 Reviews)
3 Bedrooms
6 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
AU $255/Night
7 Nights - AU $1,785
New
Cottage
10.0(1 Review)
4 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
AU $2,401/Night
7 Nights - AU $16,804
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
AU $1,128/Night
7 Nights - AU $7,899
Cottage
10.0(1 Review)
4 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
AU $977/Night
7 Nights - AU $6,840
About Tiny Winter Rental on BedroomVillas.com.au
At BedroomVillas, we feature a wide range of listings for accommodations in Tiny, ON that are perfect for your winter trip or seasonal escape. Our listings include hotels, private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that travelers are sure to love. BedroomVillas winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you are escaping the snow or running to it, BedroomVillas helps connect you to the best cabins, bungalows, lodges, and villas, as well as the best places to stay in both sun and ski resorts. BedroomVillas will make your winter getaway an unforgettable experience.
BedroomVillas offers luxury finds for travelers planning on renting a place in Tiny, to enjoy these benefits and to book your winter vacation homes, go to the BedroomVillas filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of incredible winter vacation rentals without hassle. Our interactive map is also available, so you can view destinations spanning the globe or around Tiny and unlock even more amazing deals. Relax with BedroomVillas.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Tiny Winter Rentals
What are the top rated Winter Rentals in Tiny?
There are a lot of options in Tiny. If you plan on staying in the Tiny area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Tiny:
- Sun & Seclusion - All-Season Cottage
- Cozy Georgian Bay Cottage Firepit, Beach, 4-Seasons
- The Quinta at Balm Beach
- Georgian Bay Cottage - 3 bedrooms - 1.5 hrs from Toronto
- Woodland Beach Sunset Haven
- SunPort Beach Resort
- Georgian Bay Cottage - 8-Min Walk to Sandy Beach
- Stylish Sandy Beach 4-Bed Waterfront
- Fall Escape - dazzling colours & stunning beach
- Spacious Retreat in the Pines Walk to Georgian Bay Beaches
How much does it cost to rent a place to stay near Tiny in the wintertime?
The average cost for winter rentals in Tiny is $428 per night. BedroomVillas.com.au has a wide list of great winter places to stay near Tiny that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Tiny that allow pets?
Yes, here are the top cottage/chalet rentals in Tiny that allow you to bring your pet or dog:
- Cozy Beachside Getaway – Steps from Balm Beach!
- Blue Water Dunes Cottage
- cozy cottage by Georgian Bay & sandy beach
- Tiny Beaches/Wasaga/Georgian Bay Cottage for Rent
See all pet-friendly vacation rentals in Tiny on BedroomVillas.com.au
Do you have any winter rentals in Tiny that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Tiny to find what works for you.
Are there winter accommodations in Tiny that have indoor swimming pools?
As of 2026, the data from BedroomVillas.com.au shows that there are over 147 private swimming pools or indoor pools accommodations near Tiny along with other great amenities.
Do any winter holiday rentals in Tiny have hot tubs?
About 147 holiday rentals in Tiny boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Tiny?
Yes, there are many luxury places to stay in Tiny for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Tiny with all the best amenities for your next trip.
