California Winter Rentals & Holiday Homes
Discover winter rentals California - We found 101 exact matches
About California Winter Rental on Sailings Canada
Planning on a winter vacation in California? Discover 101 places to stay in California, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Sailings Canada, we have a wide range of listings for accommodations in California, CA that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. Sailings Canada winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
California winter accommodation starts at US $960, and the most popular properties in California are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, Sailings Canada will make your winter trip memorable.
Sailings Canada offers a great deal for travelers planning on renting a place in California, to enjoy these benefits and to book your winter vacation homes, go to Sailings Canada 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 California and unlock even more amazing deals.
Frequently Asked Questions About California Winter Rental
What are the top rated Winter Rentals in California?
There are a lot of options in California. If you plan on staying in the California area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in California:
- Private Yacht in San Francisco
- Unique floating home on Richardson Bay
- Classic Traditional trawler family friendly with large screen TV and WIFI,
- Perfect 1-bedroom boat in awesome Sausalito for a unique stay
- Koket Resort- Houseboat Bliss on the Delta
- NEW!Avail MLK & Pres. Week! Stunning Studio Floating Home!SF&Sausalito!WiFi
- Luna De Mar, 40' of Luxury Ocean and Zen
- Amazing Floating Home! Modern, Elegant, Fun!
- Magical Sausalito Floating Home
- Luz de Luna. 50' of Luxury And Zen in The Ocean, Most Beautiful Natural Tune
How much does it cost to rent a place to stay near California in the wintertime?
The average cost for winter rentals in California is $960 per night. Sailings has a wide list of great winter places to stay near California that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in California that allow pets?
Yes, here are the top cottage/chalet rentals in California that allow you to bring your pet or dog:
- The West Star Yacht Staycation on the water
- Lakefront Villa with 180 degree view private dock and boats
- Romantic Getaway with Sauna, fireplace and great seal watching
- Romantic Getaway with Sauna, fireplace and great seal watching
See all pet-friendly vacation rentals in California on Sailings
Do you have any winter rentals in California that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in California to find what works for you.
Are there winter accommodations in California that have indoor swimming pools?
As of 2026, the data from Sailings shows that there are over 101 private swimming pools or indoor pools accommodations near California along with other great amenities.
