Midland Winter Rentals & Holiday Homes

Discover winter rentals Midland - We found 34 exact matches

About Midland Winter Rental on Varoom

Planning on a winter vacation and need a place to stay in Midland? Discover 34 places to stay in Midland, for those traveling with their family, friends, or in large groups.

At Varoom, we feature a wide range of listings for accommodations in Midland, 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 you would love. Varoom 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, Varoom can connect you to the best cabins, bungalows, and rent by owner homes as well as best places to stay in both sun and ski resorts. Varoom will make your winter trip memorable.

Varoom offers a great deal for travelers planning on renting a place in Midland, to enjoy these benefits and to book your winter vacation homes, go to Varoom filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Midland and unlock even more amazing deals.

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Frequently Asked Questions About Midland Winter Rentals

There are a lot of options in Midland. If you plan on staying in the Midland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Midland:

The average cost for winter rentals in Midland is $204 per night. Varoom has a wide list of great winter places to stay near Midland that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in Midland that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Midland on Varoom

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Midland to find what works for you.
As of 2026, the data from Varoom shows that there are over 34 private swimming pools or indoor pools accommodations near Midland along with other great amenities.

About 34 holiday rentals in Midland boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in Midland for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Midland with all the best amenities for your next trip.