Los Olivos Winter Rentals & Holiday Homes

Discover winter rentals Los Olivos - We found 66 exact matches

About Los Olivos Winter Rental on SunSkiResorts

Planning a winter vacation in Los Olivos? Discover 66 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Los Olivos 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 Los Olivos start at US $256. The most popular properties in Los Olivos 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 Los Olivos, 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 Los Olivos and unlock incredible deals.

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Frequently Asked Questions About Los Olivos Winter Rentals

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

The average cost for winter rentals in Los Olivos is $256 per night. SunSki has a wide list of great winter places to stay near Los Olivos 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 Los Olivos that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Los Olivos on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Los Olivos to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 66 private swimming pools or indoor pools accommodations near Los Olivos along with other great amenities.

About 66 holiday rentals in Los Olivos 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 Los Olivos for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Los Olivos with all the best amenities for your next trip.