Vail Winter Rentals & Holiday Homes
Discover winter rentals Vail - We found 5176 exact matches
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Frequently Asked Questions About Vail Winter Rental
What are the top rated Winter Rentals in Vail?
There are a lot of options in Vail. If you plan on staying in the Vail area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Vail:
- Heart of Vail Village!European Elegance,Walk to Gondola,Free Ski Locker & HotTub
- True Bavarian Chalet lower level private hot tub ! amazing Mt.Views
- VAIL CASCADE/ON RIVER/LUX 7BD SLEEPS up to 16, MULTI FAMILIES WALK TO CHAIR 20
- Steps to Gondola Forest Road Chalet with Jacuzzi & Wood Burn Fireplace
- Magnificent Lodge with Cinema, HotTub, BBQ, Billiards, Vail Solaris Garage!
- East Vail Mountain Home - VRBO Rated 5 Star Guest Favorite ToV STR Lic. # 026398
- 3bdrm/2bath Sleeps 6 Vacation in the Mountains! Private Hot Tub
- 100 ft. to Gondola! Balcony, Fireplace, Views, Parking! Heart of Lionshead!
- Vail - Beautifully remodeled 2BR/2Bath - on Bus route to Vail village
- Perfect Location - Steps to Gondola Walking/Bike Path Close to Restaurants Shops
How much does it cost to rent a place to stay near Vail in the wintertime?
The average cost for winter rentals in Vail is $1,197 per night. Ownerdirect has a wide list of great winter places to stay near Vail that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Vail that allow pets?
Yes, here are the top cottage/chalet rentals in Vail that allow you to bring your pet or dog:
- Updated Condo Walk to Vail Village and Ski Shuttle!
- One Minute Walk to Gondola & Born Free Lift - Diamond Rated, Heart of Lionshead
- All Seasons Great Condo that is close to Gondola by RedAwning
- Remodeled 2 Bedroom East Vail Condo 6G with Hot Tub Market Free Shuttle
See all pet-friendly vacation rentals in Vail on Ownerdirect
Do you have any winter rentals in Vail that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Vail to find what works for you.
Are there winter accommodations in Vail that have indoor swimming pools?
As of 2026, the data from Ownerdirect shows that there are over 5176 private swimming pools or indoor pools accommodations near Vail along with other great amenities.
