Discover Your Perfect Winding Trail Vacation Homes

Best Vacation Homes in Winding Trail

10.0 (2 Reviews)
Apartment
65 mยฒ Apartment โˆ™ 2 bedrooms โˆ™ 6 guests
  • 699 ftยฒ Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
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Winding Trail Luxury Rentals

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Why Choose Rent By Owner for your Winding Trail Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Winding Trail Vacation Rentals

Where are the best neighborhoods to stay in Winding Trail?

When exploring Winding Trail in Boulder, Colorado, youโ€™ll find a neighborhood that offers a peaceful yet accessible setting for your stay. This area provides the perfect balance of natural beauty and convenient amenities, making it an ideal choice for travelers seeking comfort and tranquility. Staying here allows you to enjoy the scenic surroundings while remaining close to local attractions and outdoor activities. Whether you're looking for a cozy retreat or a longer-term stay, this community offers a welcoming environment that enhances your experience in Boulder.

Parkside

Nestled close to the scenic parks and vibrant community life, this area offers a peaceful retreat while remaining near key attractions in Boulder. You can enjoy convenient access to outdoor activities and local amenities, making it an ideal choice for your stay.

View 505+ Rentals in Parkside

Palo Park

Situated within easy reach of Boulderโ€™s natural beauty, Palo Park provides a quiet neighborhood setting with close proximity to walking trails and recreational spaces. Itโ€™s perfect for those seeking a tranquil escape combined with easy access to the area's outdoor offerings.

View 447+ Rentals in Palo Park

North Boulder

Known for its charming neighborhoods and lively local scene, North Boulder is an excellent base for exploring the regionโ€™s cultural and outdoor highlights. Here, youโ€™ll find a blend of relaxed living and convenient access to the cityโ€™s amenities.

View 67+ Rentals in North Boulder

Rural North Boulder

Surrounded by picturesque landscapes, Rural North Boulder offers a serene environment away from the hustle and bustle, ideal for experiencing the natural beauty of the area. This destination provides a peaceful setting for your Boulder adventure.

View 439+ Rentals in Rural North Boulder

Glenwood Grove - North Iris

Located in a friendly neighborhood close to parks and local shops, Glenwood Grove - North Iris is perfect for travelers wanting a comfortable, accessible stay in Boulder. Youโ€™ll enjoy the neighborhoodโ€™s welcoming atmosphere while being near key attractions in the region.

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Best Times to Visit Winding Trail

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit allows you to fully enjoy the natural beauty and outdoor activities that define this destination, making it easier to select ideal vacation rentals here when the season aligns with your interests.

Peak Season Highlights

summer
Summer (June - August)

During the summer months, this area experiences warm weather and longer daylight hours, making it ideal for outdoor activities and exploring nature.

Average Temperature Daytime: 75ยฐF to 85ยฐF - Nighttime: 50ยฐF to 60ยฐF
autumn
Fall (September - November)

Autumn is a beautiful time to visit when the region's foliage is at its peak, providing stunning scenic views and pleasant temperatures for outdoor pursuits.

Average Temperature Daytime: 60ยฐF to 70ยฐF - Nighttime: 40ยฐF to 50ยฐF

Off-Season Highlights

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Winter (December - February)

The winter season brings cooler temperatures suitable for cozy stays and winter sports, although some outdoor activities may be limited by snow conditions.

Average Temperature Daytime: 30ยฐF to 45ยฐF - Nighttime: 15ยฐF to 25ยฐF
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Spring (March - May)

Spring offers milder weather and blooming landscapes, making it a quieter time to enjoy the area's natural beauty without the summer crowds.

Average Temperature Daytime: 50ยฐF to 65ยฐF - Nighttime: 30ยฐF to 40ยฐF

Weekly Weather Forecast for Winding Trail

How to Book Your Winding Trail Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, youโ€™ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partnerโ€™s website.

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Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Hereโ€™s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas perfect for relaxing or dining al fresco amidst the natural beauty of the area.
  • Take advantage of private patios or decks that provide scenic views of the surrounding landscape.
  • Make use of outdoor grilling stations to prepare meals while soaking in the fresh mountain air.
  • Benefit from access to lush gardens or landscaped yards ideal for outdoor activities or peaceful strolls.
  • Utilize outdoor fire pits that create cozy gatherings under the starry Colorado night sky.
  • Explore nearby trails and pathways directly accessible from your rental for hiking or biking adventures.
  • Relax on expansive lawns or open spaces designed for family games and recreational fun in nature.

Top Attractions Around Winding Trail

What attractions are nearby?

During your stay, you can explore a variety of outdoor activities nearby, including hiking and biking on scenic trails and enjoying the stunning natural beauty that makes this destination perfect for adventure enthusiasts and nature lovers alike.

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Family Activities

  • Hiking at Chautauqua Park: Experience family-friendly trails with stunning views of the Flatirons, perfect for exploring the natural beauty of this area.
  • Visit Boulder Dushanbe Teahouse: Enjoy a cultural escape together by sampling locally loved teas and treats in this beautifully crafted teahouse in the region.
  • Exploring Boulder Creek Path: Take a leisurely walk or bike ride along this scenic trail that follows Boulder Creek, offering easy access for all ages.
  • Discovery at the Boulder Valley Museum: Engage with the history of here through hands-on exhibits and interactive displays tailored for family fun and education.
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Adult Activities

  • Hiking along the Boulder Creek Path: Enjoy a scenic hike through the region's lush landscapes and picturesque views, perfect for outdoor enthusiasts staying nearby.
  • Exploring Chautauqua Park: Discover the area's natural beauty and historic charm with tranquil walks and breathtaking vistas at this popular destination.
  • Sampling local craft brews: Experience the vibrant craft beer scene that thrives in the region, offering a variety of breweries to unwind after a day of adventure.
  • Visiting the Boulder Museum of Contemporary Art: Immerse yourself in the area's cultural scene by exploring innovative exhibits in this contemporary art space.

Winding Trail Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Trails: Take advantage of the regionโ€™s scenic hiking and biking paths to experience the areaโ€™s natural beauty firsthand.
  • Plan Transportation in Advance: Arrange your transportation options early, whether renting a car or using local shuttles, to easily access all that this destination offers.
  • Discover Nearby Dining: Sample the local cuisine at nearby eateries to enjoy authentic flavors unique to the region's culinary scene.
  • Pack Thoughtfully: Bring layers and outdoor gear suited for the area's climate and activities to stay comfortable during your stay.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the flexibility to explore Boulder and its scenic surroundings at your own pace, directly from your Winding Trail accommodation.
  • Public Transit: The area's bus services provide convenient and eco-friendly transportation options for getting around Boulder without the need for a personal vehicle.
  • Bike Rentals: Biking is an excellent way to enjoy the region's trails and parks while staying active during your stay at one of the nearby vacation rentals.
  • Taxi and Rideshare Services: Easy access to taxis and rideshare apps like Uber and Lyft ensures quick and reliable transportation throughout the area, ideal for exploring Boulder comfortably.

Local Customs Options

  • Respect for Nature: Locals highly value the natural beauty here, encouraging visitors to follow Leave No Trace principles during outdoor activities.
  • Community Events: Participating in neighborhood gatherings and seasonal festivals offers a wonderful way to connect with residents and experience local traditions.
  • Local Art Appreciation: Supporting regional artists and visiting community galleries allows you to embrace the area's vibrant creative spirit.
  • Outdoor Etiquette: When exploring the scenic trails and parks, it's important to stay on designated paths and yield to hikers and wildlife, respecting the regionโ€™s outdoor customs.

Frequently Asked Questions About Winding Trail?

What are the top vacation rentals in Winding Trail?

There are a lot of options in Winding Trail. If you plan on staying in the Winding Trail area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winding Trail:

How many vacation rentals have private pools in Winding Trail?

There are 9 vacation rentals with private pools near Winding Trail. Top-rated RBO homes that have access to a swimming pool include:

Which vacation homes in Winding Trail are best for families?

If you are looking for a family-friendly vacation home in Winding Trail, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winding Trail:

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 628 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.โ€ฏ

Winding Trail Top Rated Vacation Rentals

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