1. USA
  2. Virginia
  3. Winchester
  4. Ski Chalets

Winchester Ski Chalets Rentals & Holiday Homes

Find the best ski chalets in Winchester - We found 7 exact matches

About Winchester Ski Chalets on Float Homes

Ski-chalets are a popular choice in Winchester. At Floathomes, we offer more than 7 ski chalets near Winchester to suit your budget and preferences. These chalets are a great option for those looking for a place to stay while enjoying their skiing and snowboarding adventures in the winter, or hiking in the summer. Floathomes vacation homes are perfect for families, groups, friends, or wedding retreats, and they come with great amenities.

Floathomes offers several luxury chalets to those who love outdoor travel experiences. The site provides dog-friendly & self-catering ski chalet rentals near Winchester, so you can take on all of your adventures with ease, then come back to your rental for more pleasure and comfort.

If you love chalet skiing with patio options or private chalets, there are more than 7 of them available near Winchester. Some examples of these chalets include romantic chalets, mountain chalets, catered ski chalets, and self-catering ski chalets. Your vacation gets better as you book your holiday chalet with Floathomes for your next trip.

Floathomes has a large list of Airbnb, VRBO, Floathomes-style ski chalets, holiday rentals, and vacation homes that could be the perfect option for your next trip. Get ready for your next getaway by booking a top-rated chalet in Winchester with views of the beautiful scenery & the best activities to engage with. So whether you are looking for a romantic place for the weekend, a spacious chalet for your family or friends, or something for yourself alone, you are one click away from getting all these on Floathomes.

Show more
Show less

Ski Chalets: Explore Top Destinations

Frequently Asked Questions About Winchester Rental Ski Chalets

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

There are many ski chalets available in Winchester; however, here are the most popular ski chalets listed in Winchester:
FloatHomes.com offers availability throughout the year, but you can book pre-Christmas, mid-January, or before and after the school break at Easter are the best times for renting in Winchester.
At Float Homes most of our ski chalets are perfect for families. Check out the complete list of ski chalets in Winchester to find what works for you.
Yes, there are 7 self-catering family ski chalet in Winchester that have hot tubs & other amenities.
There are more than 7 luxury ski chalets for families or group in or near Winchester, with other amenities available according to data 2026 from Float Homes.
Yes, there are more than 7 pet friendly ski chalets that are available in Winchester.
We have a list of top-rated ski chalets for families to stay at Christmas or New Year's holiday near Winchester.