Compare Cottages, Resorts, & Rentals in Winding Trail, Boulder, Colorado, USA
About Winding Trail Vacation Rentals
There are over 679 amazing vacation rentals available in Winding Trail. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Winding Trail.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Winding Trail, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Winding Trail. The average size of places to stay near Winding Trail is approximately 1039.41 ft², with prices averaging US $503 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Winding Trail. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Frequently Asked Questions About Winding Trail?
What are the top cottages, summer homes, and lake houses in Winding Trail?
- ❤️Walk to the Heart of Pearl Street from this Charming Historic Home
- Oasis in the heart of downtown Boulders
- Pied-à-terre In DOWNTOWNS BEST LOCATION n
- Walnut Mews - Quiet Creekside townhome next to Pearl Street
- Chautauqua Park 5 Bedroom Home Blocks from Boulder's Majestic Flatirons
- Historic Downtown Boulder Home
- Clean, Downtown Boulder Luxury. ⛰
- Canyon Urban Oasis in Central Boulder
- BOULDER OASIS - only steps from downtown Boulder
- Best location- Pearl St (downtown), Views/Deck/Garage/Central AC/Gas Fireplace
How many rentals, hotels, or resorts are available in Winding Trail?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 679 properties listed by Vacation Cottage in the Winding Trail area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Winding Trail.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| North Boulder Rental Cottages and Private Getaways in Boulder, Colorado | 77 |
| Glenwood Grove - North Iris Rental Cottages and Private Getaways in Boulder, Colorado | 26 |
| Rural North Boulder Rental Cottages and Private Getaways in Boulder, Colorado | 439 |
| Parkside Rental Cottages and Private Getaways in Boulder, Colorado | 505 |
| Palo Park Rental Cottages and Private Getaways in Boulder, Colorado | 447 |
