Family-friendly holiday rentals in Colorado Springs

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

Mt Views, Deck & Grill. Walk to Coffee & Ice Cream

Currently ranked in the top 5% in Colorado Springs, this vacation rental offers exceptional value & excellent ratings! Watch the video tour & see for yourself why guests love staying here. Enjoy stunning Views of the Front Range Mtns. from this spacious, duplex-style property w/ easy access to the Powers corridor, featuring a numerous of shops, restaurants & exciting recreational activities; Climbing gym, Miniature golf & an IMAX theater! Conveniently located near a Greenbelt & Pocket Parks.

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

Family-friendly with stunning views and great yard

No cleaning fee! Welcome to The Purple Cottage. Fully-stocked craftsman kitchen, spacious and private backyard, and beautiful views await you. 5 minutes to downtown Colorado Springs and Old Colorado City, 11 min to Garden of the Gods, 20 min to Colorado Springs airport and the Air Force Academy. Two bedrooms and one bathroom on each floor. Perfect for a family vacation or getaway with friends. Discounts for week-long and month-long stays! Colorado Springs permit STR-0467

2 King Masters! Mtn Views *Close To AF Academy

Beautiful Custom Colorado Springs Home On 3 Acres. 2 King Master Bedrooms - separate areas of the house. Gourmet Kitchen, Large Dining & Relaxing Private Patio. 12 Minutes To Air Force Academy, 25 Minutes To Garden Of The Gods, 45 Minutes To Denver. Just north of the Air Force Academy. We often have guests here that are going to weddings/events at the Flying Horse, Younger Ranch, Spruce Mountain and Larkspur. Xbox, Foosball, Movies and board games. You'll love it!

5BR Retreat w/ Hot Tub, Gym, & Cheyenne Mtn Views!

This is the ideal 5 BDRM vacation rental on a 0.51-acre lot with stunning mountain views. Remodeled for vacationers, this property accommodates up to 12 guests. Enjoy amenities like a gym, hot tub, BBQ grill, firepit, scenic viewpoint, smoker’s patio, and playground. We’ve been awarded Super-Host status 25 times in 7 years with hundreds of glowing guest reviews. There must be a reason for that—please check the reviews! Short-Term Rental Permit Number: STR-0110

Idlewild Ridge Ranch House

Wonderful 1920s cabin on 20 acres...backs up to National Forest. 70 min to Breckenridge for skiing, 30 minutes to Cripple Creek for adult fun, 45 min to Colorado Springs with all the great attractions. Best is being with those your love by the woodstove with hot chocolate and a board game! Your kids will love it and your fur babies have two large fenced areas to run around the cabin with a dog door for them to feel right at home!

Hot Tub Springs Dream House w/ 5 KINGS - Sleeps14!

Experience a fun immaculate dream home designed with trendy mid-century decor. You'll find this home with lots of space for both kids & adults! This home was completely remodeled from head to toe, everything is new, clean, & cozy. Enjoy our 65" TV, Foosball, Ping Pong, Xbox one, & Arcade game station. No fighting over who gets the king bed - we have 5 (also 2 other bunk beds)! Duvet covers are washed after each guest stay!

Winter SALE! Beautiful Farmhouse Retreat

Casa Claudio Colorado is centrally located and close to downtown Colorado Springs, Air Force Academy, Garden of The Gods, Manitou Springs, located in Old Colorado City, and only 20 minutes to the Colorado Springs airport. You’ll love this completely renovated condo. It is great for couples, solo adventurers, business travelers, and families (with kids).