651+ Rental Villas and Private Getaways in Winding Trail |
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  3. Boulder
  4. Winding Trail

Winding Trail Villa Rentals

About Winding Trail Vacation Rentals

There are more than 651 incredible getaway rentals that are available in Winding Trail. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Winding Trail.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Winding Trail, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Winding Trail. Places to stay near Winding Trail are 1068.12 ft² on average, with prices averaging CA $717 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Winding Trail. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Winding Trail

Type Count
Vacation Homes 400
Holiday Apartments 101
Cottages 9
B&B 1
Cabin Rentals 1
Others 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Winding Trail

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Winding Trail with BedroomVillas.

Weather in Winding Trail, CO

View the weather forecast for Winding Trail before booking your Winding Trail Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Winding Trail?

What are the top hotels or resorts in Winding Trail?

We provide an array of great vacation destinations in Winding Trail. If you are looking to stay in or around the Winding Trail area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winding Trail:

How many vacation rentals have private pools in Winding Trail?

We have 8 luxury villas and vacation rentals featuriung a private pool in and near Winding Trail. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Winding Trail is best for families?

Searching for a family-friendly getaway in Winding Trail? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Winding Trail?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 651 in the Winding Trail area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Winding Trail. 

Nearby Neighborhood (5) 
Neighborhood Property Count
North Boulder Rental Villas and Private Getaways in Boulder, Colorado 69
Glenwood Grove - North Iris Rental Villas and Private Getaways in Boulder, Colorado 310
Rural North Boulder Rental Villas and Private Getaways in Boulder, Colorado 439
Parkside Rental Villas and Private Getaways in Boulder, Colorado 505
Palo Park Rental Villas and Private Getaways in Boulder, Colorado 447

People Also Ask

There are 32 hotels in Winding Trail and 502 rentals

Recently Booked Hotels, Resorts, or Rentals in Winding Trail