Compare Vacation Rentals & Rent By Owner Homes in Winding Trail, Boulder, Colorado, USA
About Winding Trail Vacation Rentals
With more than 642 Winding Trail 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 Winding Trail.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winding Trail, 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 Winding Trail. Places to stay near Winding Trail are 1058.25 ft² on average, with prices averaging US $521 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winding Trail with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Winding Trail Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Winding Trail?
- ❤️Walk to the Heart of Pearl Street from this Charming Historic Home
- Oasis in the heart of downtown Boulders
- Walnut Mews - Quiet Creekside townhome next to Pearl Street
- Chautauqua Park 5 Bedroom Home Blocks from Boulder's Majestic Flatirons
- Clean, Downtown Boulder Luxury. ⛰
- Historic Downtown Boulder Home
- Canyon Urban Oasis in Central Boulder
- Best location- Pearl St (downtown), Views/Deck/Garage/Central AC/Gas Fireplace
- BOULDER OASIS - only steps from downtown Boulder
- Sun-filled, Mountain Views, Family Friendly, 3 Min To Downtown Boulder
How many Rentbyowner vacation rentals are available in Winding Trail?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 642 in the Winding Trail 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 Winding Trail.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| North Boulder Vacation Rentals in Boulder, Colorado | 68 |
| Glenwood Grove - North Iris Vacation Rentals in Boulder, Colorado | 310 |
| Rural North Boulder Vacation Rentals in Boulder, Colorado | 439 |
| Parkside Vacation Rentals in Boulder, Colorado | 505 |
| Palo Park Vacation Rentals in Boulder, Colorado | 447 |
