Downtown Monterey Winter Rentals & Holiday Homes

Discover winter rentals Downtown Monterey - We found 183 exact matches

About Downtown Monterey Winter Rental on SunSkiResorts

Planning a winter vacation in Downtown Monterey? Discover 183 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Downtown Monterey, 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 Downtown Monterey start at US $815. The most popular properties in Downtown Monterey 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 Downtown Monterey, 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 Downtown Monterey and unlock incredible deals.

Show more
Show less

Frequently Asked Questions About Downtown Monterey Winter Rentals

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

The average cost for winter rentals in Downtown Monterey is $815 per night. SunSki has a wide list of great winter places to stay near Downtown Monterey 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 Downtown Monterey that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Downtown Monterey on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Downtown Monterey to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 183 private swimming pools or indoor pools accommodations near Downtown Monterey along with other great amenities.

About 183 holiday rentals in Downtown Monterey 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 Downtown Monterey for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Downtown Monterey with all the best amenities for your next trip.