Trusted by over 15,616 guests · Save 15% on platform fees · Secured by Stripe
As the leaves begin to change and the crisp mountain air settles in, Vail, Colorado, becomes a picturesque destination for travelers seeking a cozy fall retreat. This scenic town is renowned for its stunning alpine landscapes, vibrant fall foliage, and a plethora of outdoor activities that cater to all ages. Whether you're looking to explore the numerous hiking trails, indulge in seasonal culinary delights, or simply unwind in a charming mountain home, Vail offers the perfect backdrop for a memorable getaway this fall.
Ideal for families, groups of friends, or couples, our collection of charming mountain retreats provides the comforts of home with the added luxury of nature at your doorstep. Many properties feature amenities such as hot tubs, perfect for relaxing after a day of outdoor adventures. To make the most of your stay, consider planning a day trip to nearby attractions or taking advantage of local farmers' markets to savor the flavors of the season.
By booking directly with us, you can skip the middleman and avoid up to 15% in platform fees.
By choosing us, you are securing your dream vacation and contributing to the local economy.
Have a stress-free and enjoyable stay, backed by a 4.9 rating from thousands of guests.
Don't take our word for it - trust the 15616 reviews from our guests.
Dave Thomas
Sep 2025
Essential insights for finding and booking the best vacation rentals in Vail for your ski getaway.
Look for chalets that offer easy access to ski lifts, cozy fireplaces, and ample storage for gear. Proximity to Vail Village enhances your experience with dining and shopping options. Additionally, consider properties with hot tubs or saunas for post-ski relaxation, as these amenities can significantly enhance your stay.
The best time to visit Vail for skiing is typically from late November to mid-April, with peak conditions in January and February. Early season offers fewer crowds, while spring skiing in March features warmer weather and longer days. For those seeking off-season activities, summer offers beautiful hiking trails and outdoor festivals.
Vacation rentals in Vail often provide more space, privacy, and amenities like kitchens and laundry facilities, which can enhance your experience. They also allow for a more local feel, often situated in residential areas. This can be particularly beneficial for families or groups seeking a home-like atmosphere after a day on the slopes.
Look for rentals with multiple bedrooms, easy access to ski schools, and family-oriented amenities like game rooms or outdoor spaces. Proximity to child-friendly activities, such as sledding hills or ice skating rinks, is also important. Most families appreciate properties that provide safety features, such as child-proofing or gated access.
The Vail Village and Lionshead areas are ideal for vacation rentals, offering convenient access to ski lifts and vibrant après-ski scenes. For a quieter experience, consider East Vail, which provides a more residential feel while still being close to the slopes. Each neighborhood has its unique charm, catering to different preferences for convenience and atmosphere.
Get special offers and updates sent straight to your inbox by subscribing to our newsletter!