Family-friendly vacation rentals in Security-Widefield

Inviting English Basement Apartment

Feel very much at home on a quiet street in downtown Colorado Springs. Enjoy your private side door entrance to the apartment, a porch swing and rockers, a fire in the outdoor fireplace or a comfy leather couch in front of the big screen. Easily accommodate five and bring the kids. Parks, trails, a restaurant and coffee houses just steps away! Free and ample street parking for up to 2 vehicles. The apartment is in compliance with the Colo Spgs Short term rental ordinance, permit number STR-0115

Neighborhood Cottage

This is a charming 1 bedroom cottage with the best of what the Old North End in Colorado Springs has to offer. In addition to the 1 queen bed, there is a pull out queen couch for additional guests, allowing 4 people total. Recently completely remodeled. Full kitchen with full sized refrigerator, stove, Caesarstone countertops, subway tile backsplash and a lovely farm sink. Front patio and back patios offer options for enjoying the great outdoors in Colorado. The cottage is 500 sq ft total.

The Haven at Ivywild

Enjoy staying in a modern hideaway nestled in the heart of the Ivywild neighborhood. Walk just 1 block down to the popular Ivywild School. Drive 5 minutes to downtown, and less than 10 minutes to Cheyenne Cañon, the Broadmoor, the zoo, Old Colorado City and Manitou. You're in an ideal spot to explore much of the fantastic food, drink, hiking, and sights that CO Springs has to offer. Or sit back and enjoy a beautiful view of the front range mountains while relaxing on the patio. Permit: STR-0691

Cozy furnished studio with all the amenities.

Nicely furnished freshly painted studio above 2 car detached garage located close to downtown, North Cheyenne Canon & Fort Carson in newer neighborhood with shared patio. Includes: central air and heat, washer and dryer in unit, full kitchen including built-in microwave, mini fridge, 2 burner cooktop, coffee maker & larger convection toaster/oven. Good sized bath with shower. Private setting with separate entrance. Great park 1 block away with picnic table, gazebo & fantastic mountain views!

Stunning 4-Bedroom Mountain Retreat w Pano Views

Modern 4 bd/3 ba home with panoramic city views, 5-acre mountainside lot. Great for family reunions! Colorado Springs license STR-0393 *2 floors, 3 king bedrms (2 w/ private bath) & 1 bdrm w/ 2 queens *Fully equipped designer kitchen, Wolf range, huge dining table * 2 decks overlooking the City, Weber BBQ, fire table *Central Heat & AC, NatGas Fireplace (Oct 2024) *Huge living rm w 60” TV, DirecTV, high-speed WiFi Located at entrance to N. Cheyenne Canon. 12 mins to Broadmoor or OCC

Sunny House in Bonnyville

Updated with a modern feel, this mid-century house has everything you need to feel right at home while visiting. Two blocks from a grocery store, coffee shops, a park, trails, and a small shopping center for anything else you need. Six minute drive to the heart of downtown or the Olympic Training Center. Less than 10 minutes to Garden of Gods and UCCS. About 15 minutes to Manitou Springs, the Air Force Academy, and most other destinations like Cheyenne Mountain Zoo, and Pike's Peak.

Coal Train Inn

Fort Carson is nearby!! Cute, remodeled, 1 bedroom guesthouse is conveniently located near Ft Carson, and just minutes to downtown Colorado Springs. Lots of restaurants and shopping nearby and just 3 minutes from I-25, the gateway to the Rockies. Hike Cheyenne Canyon, Helen Hunt Falls, or Garden of the Gods. Visit the 5 Star Broadmoor Resort, or gamble in Cripple Creek (1 hr). So much to see and do! Our guest guide found inside the guesthouse will give you more ideas of things to do!

Nestled in scenic Bear Creek Canyon.

This cozy cabin in the foothills is only minutes from Old Coloado City, Manitou Springs, Garden of the Gods and down town Colorado Springs. Located just a few minute walk from section 16 trail head on one side and Bear Creek Regional Park on the other. Built in 1899 this is one of only 22 homes in Bear Creek Canyon. This cabin has high speed internet and cable, 50 inch TV and dvd player for nights inside. A great seating area and green house for enjoying beautiful views outside.

Private 1 bdr apartment downtown Colorado Springs

Centrally located 1 bedroom/1bath apartment. Tastefully decorated with all the amenities of being at home. Enjoy your private apartment with a full kitchen, bathroom, living room, and washer/dryer. We are located in the Old North End of Colorado Springs. Downtown is just 1 mile away and within 15 minutes of hundreds of outdoor adventures. Perfect for families visiting students at Colorado College, the Air Force Academy, and UCCS. COS permit #STR-0529