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Charming hillside rentals in Colorado Springs

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About This Collection

As the vibrant colors of fall paint the landscape in Colorado Springs, the Hillside neighborhood emerges as a serene escape for travelers seeking both adventure and relaxation. This season, the crisp mountain air invites outdoor enthusiasts to explore the nearby trails, while the charming local shops and cozy cafes provide the perfect spots to unwind. With its breathtaking views and proximity to nature, Hillside is an ideal destination for a refreshing getaway.

Whether you're planning a family vacation, a romantic retreat, or a group adventure, our collection of cozy homes in Hillside offers something for everyone. Enjoy amenities like spacious living areas for gatherings, fully equipped kitchens for home-cooked meals, and outdoor spaces perfect for soaking in the autumn scenery. As you prepare for your trip, consider packing layers to stay comfortable while exploring the stunning fall foliage and take advantage of local events that celebrate the season's beauty.

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What Our Guests Have To Say

Don't take our word for it - trust the 13167 reviews from our guests.

Katherine
Would recommend

Katherine

5
·

Oct 2025

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Frequently Asked Questions

Expert insights on finding the best vacation rentals in Colorado Springs for an unforgettable getaway.

When searching for a vacation rental in Colorado Springs, prioritize location, amenities, and accessibility to attractions like Garden of the Gods. Look for properties with outdoor spaces to enjoy the stunning mountain views and consider options with kitchens for convenience. A key factor is proximity to hiking trails, especially if visiting during the spring and summer months.

The best time to visit Colorado Springs is during late spring to early fall, when the weather is mild and outdoor activities abound. Peak tourist season typically runs from June to August, so consider booking in advance. For a quieter experience, late September to October offers beautiful fall foliage and fewer crowds, making it ideal for families and nature lovers.

Choosing a mountain cabin provides a unique experience with more privacy, stunning views, and the opportunity to immerse yourself in nature. Unlike hotels, cabins often come equipped with kitchens and outdoor spaces, allowing for a more home-like atmosphere. This is particularly appealing for families or groups looking to enjoy a cozy retreat after a day of exploring.

A good family-friendly rental in Colorado Springs should offer spacious living areas, a safe outdoor space, and proximity to family attractions like the Cheyenne Mountain Zoo. Look for amenities such as game rooms, kid-friendly furnishings, and easy access to parks. Most families find that rentals with multiple bedrooms and bathrooms enhance comfort during their stay.

For vacation rentals in Colorado Springs, consider the Old Colorado City area for its historic charm and local shops, or the Broadmoor neighborhood for upscale accommodations near stunning landscapes. The Manitou Springs area is also popular, offering a quaint atmosphere and access to hiking. Each neighborhood provides unique experiences, so choose based on your preferred activities and ambiance.

Contact
bookings@renjoy.com719-223-4996
25 S. Sierra Madre St.
Colorado Springs, CO 80903
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