Discover winter rentals Upper Beaches - We found 10 exact matches
People Visiting Upper Beaches Also Like
About Upper Beaches Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Upper Beaches, ON perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Upper Beaches. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Upper Beaches and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Upper Beaches Winter Rentals
What are the top rated Winter Rentals in Upper Beaches?
There are a lot of options in Upper Beaches. If you plan on staying in the Upper Beaches area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Upper Beaches:
- 3BR w/Parking Family-Friendly Home Away from Home in The Beaches
- Luxury Home - Upper Toronto Beaches
- Modern Apartment Close To The Beach with Parking
- Cozy Upper Beaches Apartment
- Upper Beaches Apartment
- Urban 2-bed apartment in the Beaches
- Sunny Multi Level House Close To Beach!
- Entire 2 Bedroom Apartment in Upper Beaches
- Oasis 3-bedroom house in the Beaches with AC and WiFi in Toronto
- Cozy Leslieville house
How much does it cost to rent a place to stay near Upper Beaches in the wintertime?
The average cost for winter rentals in Upper Beaches is $137 per night. Vacation Cottage has a wide list of great winter places to stay near Upper Beaches that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Upper Beaches that allow pets?
Yes, here are the top cottage/chalet rentals in Upper Beaches that allow you to bring your pet or dog:
- Toronto Beaches 2 Bedroom Laneway House
- Room 2 at Main St near Subway Station and Beach
- Toronto Beaches Spacious Charming Century Home Close to Downtown and Beaches
- New Luxurious Executive House - Upper Beaches Toronto
- Entire 2 Bedroom Apartment in Upper Beaches
- Luxury Home - Upper Toronto Beaches
- Cozy Leslieville house
- Modern Apartment Close To The Beach with Parking
See all pet-friendly vacation rentals in Upper Beaches on Vacation Cottage
Do you have any winter rentals in Upper Beaches that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Upper Beaches to find what works for you.
Are there winter accommodations in Upper Beaches that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 10 private swimming pools or indoor pools accommodations near Upper Beaches along with other great amenities.
Do any winter holiday rentals in Upper Beaches have hot tubs?
About 10 holiday rentals in Upper Beaches boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Upper Beaches?
Yes, there are many luxury places to stay in Upper Beaches for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Upper Beaches with all the best amenities for your next trip.
