Ski Chalet Rentals in Winter Park, CA: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Ski-Chalet Rentals
  3.  USA

  4.  California

  5.  Big Bear Lake
  6.  Winter Park

Refine your search

Price per night

Amenity Filter

Rating

111 Best Ski-Chalet Rentals in Winter Park (Starting from $152)

Moonridge R n R- Cozy Single Level Central Chalet Home
Moonridge R n R- Cozy Single Level Central Chalet Home
Ski Chalet
Big Bear Lake, CA, USA
0.4k from Winter Park center

Accommodations, Cabins, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family, Ski resorts

2 Bedrooms4 Guests
5.0

Review score

2 reviews

$408
Average price / night
Check Availability
Ski Resort Relaxation at Crestwood Summit Big Bear
Ski Resort Relaxation at Crestwood Summit Big Bear
Ski Chalet
Big Bear Lake, CA, 9215, United States
0.3k from Winter Park center

Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$261
Average price / night
Check Availability
Soaring Pines by Big Bear Vacations Central Cozy Estate Chalet
Soaring Pines by Big Bear Vacations Central Cozy Estate Chalet
Ski Chalet
Big Bear Lake, CA, USA
0.6k from Winter Park center

Accommodations, Cabins, Cottages, Lodgings, Vacation rentals, Places to stay, Family, Ski resorts

5 Bedrooms16 Guests
New to Booking
$1477
Average price / night
Check Availability
Luxury Big Bear Cabin | Walk to Snow Summit & Hiking Trails | Book Now
Luxury Big Bear Cabin | Walk to Snow Summit & Hiking Trails | Book Now
Ski Chalet
Big Bear Lake, CA, 92315, United States
0.3k from Winter Park center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms16 Guests
5.0

Review score

2 reviews

$794
Average price / night
Check Availability
2214-Cozy Pines home
2214-Cozy Pines home
Ski Chalet
Winter Park, Big Bear Lake, California, USA
0.8k from Winter Park center

Pet Friendly, Kitchen, Parking, Hot Tub, Internet, Child Friendly

3 Bedrooms8 Guests
New to Booking
$269
Average price / night
Check Availability
Snow Summit. Huge 6BR Chalet w/ Game Room, Spa.
Snow Summit. Huge 6BR Chalet w/ Game Room, Spa.
Ski Chalet
Big Bear, CA, 92315, United States
0.4k from Winter Park center

Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms16 Guests
10.0

Exceptional

5 reviews

$901
Average price / night
Check Availability
Green Canoe Cabin- Hot Tub- Smart TVs- BBQ- Relaxing Central Moonridge Chalet
Green Canoe Cabin- Hot Tub- Smart TVs- BBQ- Relaxing Central Moonridge Chalet
Ski Chalet
Big Bear Lake, CA, USA
1.0k from Winter Park center

Accommodations, Cabins, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Family, Ski resorts

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$458
Average price / night
Check Availability
Slopeside Cabin B - Game room | Hot tub | Parking
Slopeside Cabin B - Game room | Hot tub | Parking
Ski Chalet
Big Bear Lake, CA, 92315, United States
0.7k from Winter Park center

Balcony, Barbecue, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

4 Bedrooms9 Guests
8.4

Very Good

8 reviews

$373
Average price / night
Check Availability
Cozy Summit- Cozy Central Resort Chalet- Minutes to Activities
Cozy Summit- Cozy Central Resort Chalet- Minutes to Activities
Ski Chalet
Big Bear Lake, USA
1.0k from Winter Park center

Accommodations, Cabins, Cottages, Lodgings, Vacation rentals, Places to stay, Family, Ski resorts

4 Bedrooms8 Guests
3.0

Review score

1 reviews

$461
Average price / night
Check Availability
Perfect Mountain Modern Chalet-5 min to the slopes
Perfect Mountain Modern Chalet-5 min to the slopes
Ski Chalet
Big Bear Lake, CA, 92315, United States
0.7k from Winter Park center

Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$621
Average price / night
Check Availability
Mountain & Ski Slope View Cabin 3bd/3bth Sleeps 10
Mountain & Ski Slope View Cabin 3bd/3bth Sleeps 10
Ski Chalet
Big Bear Lake, CA, USA
1.0k from Winter Park center

Cheap, Accommodations, Parking, Spa, Cabins, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms10 Guests
8.2

Very Good

5 reviews

$364
Average price / night
Check Availability
Stunning Chalet w/ Central AC. Close to Lake and Village- Spa, Fireplace and BBQ
Stunning Chalet w/ Central AC. Close to Lake and Village- Spa, Fireplace and BBQ
Ski Chalet
Big Bear Lake, CA, 92315, United States
0.8k from Winter Park center

AC, Arcade, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms5 Guests
10.0

Exceptional

42 reviews

$440
Average price / night
Check Availability
Ski View Chalet by Big Bear Vacations Central Moonridge Hillside Retreat
Ski View Chalet by Big Bear Vacations Central Moonridge Hillside Retreat
Ski Chalet
Big Bear Lake, USA
1.1k from Winter Park center

Accommodations, Cabins, Cottages, Lodgings, Vacation rentals, Places to stay, Family, Ski resorts

2 Bedrooms3 Guests
8.7

Fabulous

3 reviews

$228
Average price / night
Check Availability
Modern Luxury Retreat - Sacred Stone Big Bear
Modern Luxury Retreat - Sacred Stone Big Bear
Ski Chalet
Big Bear Lake, CA, 92315, United States
1.1k from Winter Park center

Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
New to Booking
$438
Average price / night
Check Availability
Centrally Located large 3 Bedrm/Available EV Charg
Centrally Located large 3 Bedrm/Available EV Charg
Ski Chalet
Big Bear Lake, CA, USA
1.1k from Winter Park center

Cheap, Accommodations, Parking, Cabins, Cottages, Lodgings, Places to stay, Self-catering, Ski resorts

3 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$275
Average price / night
Check Availability
Private Sauna & Jacuzzi + BBQ Deck
Private Sauna & Jacuzzi + BBQ Deck
Ski Chalet
Big Bear Lake, CA, 92315, United States
1.2k from Winter Park center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
New to Booking
$345
Average price / night
Check Availability
Oak Nesting - Great chalet style cabin at the end of the street with rustic stone gas log fireplace!
Oak Nesting - Great chalet style cabin at the end of the street with rustic stone gas log fireplace!
Ski Chalet
Big Bear Lake, CA, USA
1.2k from Winter Park center

Accommodations, Parking, Cabins, Cottages, Lodgings, Vacation rentals, Places to stay, Ski resorts

2 Bedrooms4 Guests
3.0

Review score

1 reviews

$226
Average price / night
Check Availability
Log Spa Chalet at Bear Mountain
Log Spa Chalet at Bear Mountain
Ski Chalet
Big Bear, CA, 92315, United States
1.2k from Winter Park center

Balcony, Barbecue, Crib, Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.2

Superb

5 reviews

$384
Average price / night
Check Availability
Maltby Modern Log Cabin Relaxing Chalet Retreat
Maltby Modern Log Cabin Relaxing Chalet Retreat
Ski Chalet
Big Bear Lake, CA, USA
1.2k from Winter Park center

Accommodations, Cabins, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Family, Ski resorts

3 Bedrooms6 Guests
New to Booking
$238
Average price / night
Check Availability
Casa Moonridge • Updated A-Frame•Spa
Casa Moonridge • Updated A-Frame•Spa
Ski Chalet
Big Bear Lake, CA, 92315, United States
1.7k from Winter Park center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$334
Average price / night
Check Availability
Spacious family home, significant neighborhood, pool table, hot tub, great views
Spacious family home, significant neighborhood, pool table, hot tub, great views
Ski Chalet
Big Bear Lake, CA, 92315, United States
1.8k from Winter Park center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms16 Guests
9.6

Exceptional

54 reviews

$812
Average price / night
Check Availability
Family Friendly/Couples Retreat/Cozy Chalet/Fenced Patio/Ski Slope View/Fire Pit
Family Friendly/Couples Retreat/Cozy Chalet/Fenced Patio/Ski Slope View/Fire Pit
Ski Chalet
Big Bear Lake, CA, 92315, United States
1.8k from Winter Park center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

8 reviews

$152
Average price / night
Check Availability
Moonridge Ski & Zoo Chalet w/Hot tub +GmRm+ Mt.Views +4 BR+ 4 Bath+BBQ+Fire Pit
Moonridge Ski & Zoo Chalet w/Hot tub +GmRm+ Mt.Views +4 BR+ 4 Bath+BBQ+Fire Pit
Ski Chalet
Big Bear Lake, CA, 92315, United States
2.0k from Winter Park center

Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$536
Average price / night
Check Availability
Sunset Chalet - Hot Tob, Game Room, Pool Table, Arcade Games
Sunset Chalet - Hot Tob, Game Room, Pool Table, Arcade Games
Ski Chalet
Big Bear Lake, CA, 92315, United States
2.0k from Winter Park center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
8.0

Good

3 reviews

$330
Average price / night
Check Availability
Modern Relaxation at Castle Glen Gem Big Bear Lake
Modern Relaxation at Castle Glen Gem Big Bear Lake
Ski Chalet
Big Bear Lake, CA, 92315, United States
2.0k from Winter Park center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
New to Booking
$333
Average price / night
Check Availability
The Wee Hoose (in The Village, spacious and comfy)
The Wee Hoose (in The Village, spacious and comfy)
Ski Chalet
Big Bear Lake, CA, 92315, United States
2.1k from Winter Park center

Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$260
Average price / night
Check Availability
The Space Chalet
The Space Chalet
Ski Chalet
Big Bear, CA, 92314, United States
2.2k from Winter Park center

Dryer, Heater, Internet, Laundry, No Smoking, Washer

5 Bedrooms18 Guests
New to Booking
$737
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Ski-Chalet Rentals in Winter Park.

Stay Near Winter Park's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Winter Park Ski-Chalet Rentals on the Map

Frequently Asked Questions

You can explore 111 verified ski chalets in Winter Park. These include a range of options from catered lodges to self-catered cabins suitable for different group sizes and budgets.

Ski chalet prices in Winter Park vary depending on the season, location, and level of service. Rates typically start from around $152 per night, with higher prices during peak ski weeks and for premium catered properties.

A catered chalet in Winter Park usually includes meals prepared by a host, while a self-catered chalet gives you the flexibility to cook your own meals or dine out. The choice depends on whether you prefer convenience or independence during your stay.

Yes, some chalets in Winter Park offer ski-in/ski-out access, allowing you to reach the slopes directly from the property. Others may be located within a short walk or shuttle ride to the lifts.

Many ski chalets in Winter Park include wellness amenities such as Fireplace/Heating, Wellness Facilities, and Child Friendly, which are popular for relaxing after a day on the slopes.

In Winter Park, some chalets can be booked by the room, while others are available for exclusive use. Shared chalets can be a good option for smaller groups, while full chalet rentals offer more privacy for larger parties.

Some chalet providers offer assistance with arranging lift passes and equipment rentals in advance. Checking the property details or contacting the host can help you organize these services before arrival.