Winding Trail Villa Rentals

Compare Villas, Resorts, & Rentals in Winding Trail, Boulder, Colorado, USA

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10.0 (1 Review)
2 Bedrooms 4 Guests
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9.6 (14 Reviews)
2 Bedrooms 4 Guests
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9.3 (4 Reviews)
2 Bedrooms 4 Guests
New
1 Bedroom 2 Guests
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9.0 (1 Review)
2 Bedrooms 4 Guests
From GB £217 per night
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8.7 (82 Reviews)
6 Bedrooms 16 Guests
9.2 (9 Reviews)
2 Bedrooms 4 Guests
From GB £1,111 per night
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New
4 Bedrooms 10 Guests
10.0 (212 Reviews)
1 Bedroom 2 Guests
10.0 (210 Reviews)
1 Bedroom 4 Guests
From GB £376 per night
New
4 Bedrooms 10 Guests
10.0 (144 Reviews)
2 Bedrooms 5 Guests
New
1 Bedroom 2 Guests
From GB £330 per night
10.0 (137 Reviews)
2 Bedrooms 4 Guests
From GB £148 per night
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9.3 (148 Reviews)
7 Bedrooms 14 Guests
10.0 (127 Reviews)
2 Bedrooms 5 Guests
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9.2 (109 Reviews)
82 Bedrooms 21 Guests
10.0 (119 Reviews)
1 Bedroom 2 Guests
From GB £159 per night
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8.9 (479 Reviews)
131 Bedrooms 32 Guests
From GB £238 per night
10.0 (82 Reviews)
1 Bedroom 2 Guests
From GB £188 per night
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8.8 (268 Reviews)
191 Bedrooms 74 Guests
10.0 (64 Reviews)
2 Bedrooms 4 Guests
From GB £128 per night
8.7 (429 Reviews)
21 Bedrooms 21 Guests
10.0 (56 Reviews)
1 Bedroom 2 Guests
From GB £208 per night
10.0 (45 Reviews)
2 Bedrooms 4 Guests
From GB £274 per night
10.0 (41 Reviews)
1 Bedroom 3 Guests
10.0 (38 Reviews)
2 Bedrooms 4 Guests
10.0 (34 Reviews)
1 Bedroom 2 Guests
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8.7 (127 Reviews)
13 Bedrooms 19 Guests
From GB £155 per night
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8.5 (198 Reviews)
156 Bedrooms 41 Guests
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8.4 (600 Reviews)
124 Bedrooms 35 Guests
New
4 Bedrooms 5 Guests
10.0 (3 Reviews)
1 Bedroom 3 Guests
From GB £126 per night
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8.2 (204 Reviews)
170 Bedrooms 21 Guests
From GB £100 per night
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8.1 (648 Reviews)
22 Bedrooms 10 Guests
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8.1 (347 Reviews)
93 Bedrooms 20 Guests
10.0 (2 Reviews)
1 Bedroom 2 Guests
From GB £402 per night
8.0 (148 Reviews)
30 Bedrooms 43 Guests
10.0 (2 Reviews)
1 Bedroom 4 Guests
From GB £200 per night
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7.8 (707 Reviews)
38 Bedrooms 17 Guests
From GB £102 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
From GB £180 per night
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7.6 (108 Reviews)
211 Bedrooms 24 Guests
From GB £199 per night
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New
252 Bedrooms 51 Guests
From GB £654 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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10.0 (1 Review)
3 Bedrooms 6 Guests
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8.8 (4 Reviews)
4 Bedrooms 8 Guests

About Winding Trail Vacation Rentals

There are more than 647 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 1065.33 ft² on average, with prices averaging GB £390 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.

Frequently Asked Questions About Winding Trail?

What are the top hotels or resorts in Winding Trail?

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 647 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 66
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