Compare Vacation Rentals & Rent By Owner Homes in Winter Park, Colorado, USA
About Winter Park Vacation Rentals
With more than 2329 Winter Park vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Winter Park.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winter Park, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Winter Park. Places to stay near Winter Park are 1058.7 ft² on average, with prices averaging GB £306 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winter Park with prices often at a 30-40% discount versus the price of a hotel. Just 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 vacation rentals in Winter Park?
- *Downtown* Private Hot Tub, Garage, Fireplace & Washer/Dryer
- 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
- Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation.
- Luxury Condo 414 I Pool I Club House I Hot Tub I Best Price I Discounted Attractions
- Zephyr Mtn Lodge Slopeside - True ski-in/ski-out at WP base - many UPGRADES
How many Rentbyowner vacation rentals are available in Winter Park?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 2329 in the Winter Park area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winter Park.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Rendezvous Vacation Rentals in Winter Park, Colorado | 166 |
| Old Town Vacation Rentals in Winter Park, Colorado | 84 |
| Bear Crossing Vacation Rentals in Winter Park, Colorado | 30 |
| Elk Court Cabins Vacation Rentals in Winter Park, Colorado | 3960 |
| Hideaway Village South Vacation Rentals in Winter Park, Colorado | 3995 |
