Big Bear Winter Rentals & Holiday Homes
Discover winter rentals Big Bear - We found 2684 exact matches
About Big Bear Winter Rental on This City Knows
Planning on a winter vacation in Big Bear? Discover 2684 places to stay in Big Bear, for those traveling with their family, friends, in groups, or for a wedding retreat.
At This City Knows, we have a wide range of listings for accommodations in Big Bear, 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. This City Knows winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Big Bear winter accommodation starts at US $367, and the most popular properties in Big Bear 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, This City Knows will make your winter trip memorable.
This City Knows offers a great deal for travelers planning on renting a place in Big Bear, to enjoy these benefits and to book your winter vacation homes, go to This City Knows 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 Big Bear and unlock even more amazing deals.
Frequently Asked Questions About Big Bear Winter Rental
What are the top rated Winter Rentals in Big Bear?
There are a lot of options in Big Bear. If you plan on staying in the Big Bear area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Big Bear:
- Bear Hug Lodge-Spa/BBQ/Game/Fitness rooms. Short distance from both ski resorts
- Woodland Breezes in the woods
- Bearfoot Chalet. BBQ. EV Charger. Spa. 3X2 PROMO
- Game Cabin with 5 PM Late Checkout
- Kookie Bears Cottage
- Ohana Pines Cabin
- Walk to Oktoberfest! Cute, Clean Cabin w/AC
- Romantic Big Bear Cabin - Private Patio, Hot Tub, Fire Table + BBQ | Spring Now!
- Pet Friendly Cozy Up Cabin fenced back yard & fully remodeled single story cabin
- Big Bear Getaway w/Central AC, Hot Tub & Game Room
How much does it cost to rent a place to stay near Big Bear in the wintertime?
The average cost for winter rentals in Big Bear is $367 per night. Thiscityknows has a wide list of great winter places to stay near Big Bear that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Big Bear that allow pets?
Yes, here are the top cottage/chalet rentals in Big Bear that allow you to bring your pet or dog:
- Romantic, Rustic Log Cabin EXCLUSIVELY for Couples/Small Families; 4 PERSON MAX
- 1690 - Catching Serendipity Cabin
- 5 Mi to Big Bear Mtn Resort: Cozy Cabin w/Deck
- Big Bear Cabin w/Fenced Yard: 4 Mi to Snow Summit
See all pet-friendly vacation rentals in Big Bear on Thiscityknows
Do you have any winter rentals in Big Bear that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Big Bear to find what works for you.
Are there winter accommodations in Big Bear that have indoor swimming pools?
As of 2026, the data from Thiscityknows shows that there are over 2684 private swimming pools or indoor pools accommodations near Big Bear along with other great amenities.
