Thousand Oaks Winter Rentals & Holiday Homes

Discover winter rentals Thousand Oaks - We found 163 exact matches

About Thousand Oaks Winter Rental on SunSkiResorts

Planning a winter vacation in Thousand Oaks? Discover 163 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Thousand Oaks, 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 Thousand Oaks start at US $465. The most popular properties in Thousand Oaks 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 Thousand Oaks, 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 Thousand Oaks and unlock incredible deals.

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Frequently Asked Questions About Thousand Oaks Winter Rentals

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

The average cost for winter rentals in Thousand Oaks is $465 per night. SunSki has a wide list of great winter places to stay near Thousand Oaks 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 Thousand Oaks that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Thousand Oaks on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Thousand Oaks to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 163 private swimming pools or indoor pools accommodations near Thousand Oaks along with other great amenities.

About 163 holiday rentals in Thousand Oaks 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 Thousand Oaks for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Thousand Oaks with all the best amenities for your next trip.