Vail Winter Rentals & Holiday Homes
Discover winter rentals Vail - We found 5422 exact matches
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- Balcony/Terrace
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- Balcony/Terrace
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- Pet Friendly
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About Vail Winter Rental on Lions Head Vail
Planning on a winter vacation in Vail? Discover 5422 places to stay in Vail, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Lions Head Vail, we have a wide range of listings for accommodations in Vail, CO 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. Lions Head Vail winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Vail winter accommodation starts at US $1,164, and the most popular properties in Vail 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, Lions Head Vail will make your winter trip memorable.
Lions Head Vail offers a great deal for travelers planning on renting a place in Vail, to enjoy these benefits and to book your winter vacation homes, go to Lions Head Vail 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 Vail and unlock even more amazing deals.
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:
- NEW REMODEL - Romantic & Relaxing, cozy Vail get-a-way or Steadman retreat.
- WALK to both Villages & Lionshead Gondola
- 3bdrm/2bath Sleeps 6 Vacation in the Mountains! Private Hot Tub
- 100 ft. to Gondola! Balcony, Fireplace, Views, Parking! Heart of Lionshead!
- SunVail 24D - Pristine Condo, 2 Hot Tubs & Heated Pool
- 3BR w/loft @ 9 Vail Rd in the Heart of Vail Village, Parking, Hot Tub & Pool!
- Beautiful Family Retreat - Sleeps 10 - RENOVATED - HOT TUB, FIREPIT, ON BUS
- Superb 3 BR Townhome in Cascade Village w/Bikes, Shared Spa, Sauna & Cold Plunge
- Luxury Condo with Gorgeous Views of Vail and Ski Slopes
- Cozy 2 BR/2BA Apt - Steps from Ski School and the Village w/2 parking spaces!
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 $1,164 per night. Lionsheadvail 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:
- Spectacular Remodeled 5 Bedroom Matterhorn home w/ Hot Tub and Ski Lockers!
- Walk to Vail Village Restaurants, Shops & Lifts - Epic Views, Top Rated Condo!
- Lionshead Center/Ski-in Ski-out
- Gorgeous home in Quiet East Vail
See all pet-friendly vacation rentals in Vail on Lionsheadvail
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 Lionsheadvail shows that there are over 5422 private swimming pools or indoor pools accommodations near Vail along with other great amenities.
