Compare Villas, Resorts, & Rentals in Winter Park, Colorado, USA
About Casai's Private Villas and Holiday Rentals in Winter Park
Discover more than 2463 vacation rentals available in Winter Park. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winter Park.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winter Park, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winter Park. On average, places to stay near Winter Park offer 1091.61 ft², with nightly prices averaging CA $670.
With Casai, finding and comparing holiday rentals in Winter Park is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Winter Park, CO
Frequently Asked Questions About Winter Park?
What are the top holiday rentals in Winter Park?
- The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
- Newly Updated TopFlr Views Of FootHills River Private Balcony Hideaway Park
- Enjoy a front row seat to all Winter Park downtown activities!
- Updated Winter Park Condo w/Indoor Heated Pool!
- THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!
- 5th-Floor With Beautiful Views Full Kitchen Elegant New Italian Sleeper Sofa
- Zephyr Mtn Lodge Slopeside - True ski-in/ski-out at WP base - many UPGRADES
- Downtown WP Condo 414 I Pool I Club House I Hot Tub I Great Views I Discounted Attractions
- WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH
- Enjoy the vibe of the village of Winter Park- steps from 3BR ultra-clean condo!
How many Casai.ca holiday rentals are available in Winter Park?
As of 2026, Casai boasts over 2463 properties listed in the Winter Park area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winter Park.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Rendezvous Vacation Rentals in Winter Park, Colorado | 153 |
| Old Town Vacation Rentals in Winter Park, Colorado | 74 |
| Bear Crossing Vacation Rentals in Winter Park, Colorado | 26 |
| Elk Court Cabins Vacation Rentals in Winter Park, Colorado | 3455 |
| Hideaway Village South Vacation Rentals in Winter Park, Colorado | 3524 |
