Trusted by over 13,641 guests · Save 15% on platform fees · Secured by Stripe
As the crisp air of fall envelops Colorado Springs, the Westside neighborhood becomes a picturesque retreat for travelers seeking a blend of adventure and relaxation. With its stunning views of the Rocky Mountains and vibrant autumn foliage, this area is perfect for exploring local parks, hiking trails, and cultural attractions. Whether you’re planning a family getaway or a solo escape, the charming entire homes in Westside offer a welcoming base for your autumn adventures.
Ideal for families and groups, these spacious properties provide the comfort and amenities needed for a memorable stay. Enjoy cozy evenings by the fireplace or gather around the dining table for a hearty meal after a day of exploration. Consider packing layers to embrace the changing temperatures and take advantage of the nearby outdoor activities, from scenic drives to local festivals celebrating the season.
By booking directly with us, you can skip the middleman and avoid up to 15% in platform fees.
By choosing us, you are securing your dream vacation and contributing to the local economy.
Have a stress-free and enjoyable stay, backed by a 4.8 rating from thousands of guests.
Don't take our word for it - trust the 13641 reviews from our guests.

Valerie
Dec 2025
Expert insights on finding and booking the best entire home vacation rentals in Colorado Springs.
When searching for an entire home rental in Colorado Springs, prioritize space and amenities that suit your group's needs, such as a full kitchen and outdoor areas. Look for homes with easy access to local attractions like Garden of the Gods or Pikes Peak. Consider seasonal features, like fire pits for cozy winter nights or air conditioning for summer comfort.
The best time to visit Colorado Springs is during the spring and fall, when the weather is mild, and outdoor activities are plentiful. Summer attracts many visitors, so booking early is advisable. Winter offers a quieter experience, perfect for enjoying the nearby slopes and holiday festivities, but be prepared for colder temperatures.
Choosing an entire home rental provides more privacy, space, and the comforts of home, such as a kitchen and living area. Families and groups benefit from shared spaces for bonding and relaxation, while enjoying a more personalized experience. Additionally, many rentals are located in residential neighborhoods, offering a local feel away from tourist crowds.
A good family-friendly rental should have ample space, child-safe amenities, and proximity to family-oriented attractions like parks and museums. Look for features like a fenced yard, game rooms, or kid-friendly entertainment options. Consider properties that provide easy access to outdoor activities, ensuring fun for all ages.
Popular neighborhoods for vacation rentals in Colorado Springs include Old Colorado City, known for its historic charm, and the Broadmoor area, which offers stunning views and proximity to luxury amenities. Look for homes in these areas that provide easy access to attractions like hiking trails and local dining. Each neighborhood has its unique vibe, catering to different preferences.
Get special offers and updates sent straight to your inbox by subscribing to our newsletter!