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San Bernardino Winter Rentals & Holiday Homes

Discover winter rentals San Bernardino - We found 159 exact matches

About San Bernardino Winter Rental on SunSkiResorts

Planning a winter vacation in San Bernardino? Discover 159 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in San Bernardino, CA perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Winter accommodations in San Bernardino start at US $307. The most popular properties in San Bernardino include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.

To book your winter vacation homes in San Bernardino, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around San Bernardino and unlock incredible deals.

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Frequently Asked Questions About San Bernardino Winter Rentals

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

The average cost for winter rentals in San Bernardino is $307 per night. SunSki has a wide list of great winter places to stay near San Bernardino 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 San Bernardino that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in San Bernardino on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in San Bernardino to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 159 private swimming pools or indoor pools accommodations near San Bernardino along with other great amenities.

About 159 holiday rentals in San Bernardino 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 San Bernardino for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near San Bernardino with all the best amenities for your next trip.