Family-friendly holiday rentals in Gleneagle

Stylish & Serene Escape | Hiking, Dining, & More!

Escape to a peaceful hideaway in the heart of Colorado Springs. Nestled on a forested hill, our suite offers a quiet retreat just minutes from top restaurants, trails, and parks. Sip coffee on your private deck while spotting local wildlife, then set out to explore the Pikes Peak region with ease. Enjoy the perfect blend of nature and city convenience in a safe, quiet neighborhood. ✔ Private entrance ✔ Full bathroom ✔ Kitchenette ✔ Dedicated workspace with high-speed WiFi ✔ Private laundry room

Air Force proximity, fire pit, pool table

Every 10th stay is donated to Habitat for Humanity to help build homes across the Country. Have fun with the whole family at this spacious place. There are 7 bedrooms that comfortably sleep 14 people PLUS a crib and pack and play for your little ones. We have stocked the house to include everything you need for a large group to cook, entertain, and enjoy your time together. Enjoy time in our backyard with our fire pit or grill and outdoor dining for your crew. Must be 25+ to book. No parties.

Black Forest- Pikes Peak Views- Private lower unit

Entire lower level of home with private entry. Breathtaking views of Pikes Peak in the Heart of Black Forest. This is a great quiet location with easy access to I-25, Highway 83 and all of the fun things to do in Colorado Springs. View Pikes Peak and the Air Force Academy from the private lower lever patio! Two bedrooms with Queen Beds, Twin Air Mattress also available. Private Bathroom, Couch, Love Seat, Wifi, TV, Refrigerator. Access to Fitness Equipment. The space does not include kitchen.

Cozy, private, serene getaway in the woods

Serene studio apartment, stand alone structure in a beautiful ponderosa pine forest. This quiet apartment has a king sized bed, full bath with bathtub, a kitchenette with Keurig coffee maker, microwave, toaster oven, mini fridge, sink, dishes etc. There is a desk/ dedicated work space and Wifi. A TV, love seat and coffee table. A private neighborhood walking trail one block away that goes to a pond. Free on site parking. Coded door entry. Provided toiletries and snacks. And sunset view.

Private Lower Level Suite with Peak Views

Clean, cozy, and comfortable private walkout basement apartment with gorgeous views of Pikes Peak and the Air Force Academy. Large bedroom with comfortable queen bed, recently updated full bathroom, kitchenette (please note, no oven or cook top), and large living space with Roku tv, fireplace, and room for more to sleep and hang out. Located in a quiet neighborhood approx. 2 miles from the Air Force Academy, with easy highway access for activities in both Denver and Colorado Springs.

Serene Stay w/ Mountain Views in Downtown Monument

Welcome to your serene private apartment overlooking the mountains in Historic Downtown Monument. This updated, upper unit has 2 bedrooms each with its own en-suite bath, and an open-concept living room/ kitchen. The deck is spacious w/ beautiful Mountain views, perfect for enjoying the Colorado sunshine! Within walking distance of Downtown Monument’s shops and restaurants as well as the Santa Fe Hiking Trail! While USAFA, N CO Springs & other attractions are all a short drive away!

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Private Guest House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for over twenty years. Back then we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. We've dreamed of building this guest house for years and are now proud to announce "We're open for business!" I've been designing and building custom homes for 25 years. This home represents all of my best ideas and style. You're going to love it!

Private, Spacious Basement Suite in N CO Springs

Relaxing, affordable, cozy basement suite in private home with dedicated parking spot. Easy access to I-25 that affords direct travel to Colorado Springs, the AF Academy, Manitou, Castlerock and Denver. Furnished bedroom with walk-in closet, queen bed; additional queen inflatable mattress if needed. Full bathroom, tv, sectional couch w/recliners, dry bar incl microwave, water cooler, toaster oven, dorm fridge, electric kettle and coffee maker.

Breathtaking Mountain Views | Hot Tub | Near USAFA

Amazing mountain views of Pikes Peak and the Air Force Academy Chapel from almost every room in this beautiful home! 7-person hot tub on paver patio! Located at the edge of the forest in Northern Colorado Springs on the border of Monument. 10 minutes from USAFA! Sleeps 12 in beds (up to 16 with queen air mattress and two pack 'n plays). We are family friendly with two pack 'n plays and a highchair. Home is also air-conditioned!

Spacious Lower Level of Private Home near USAFA!

Beautiful, clean, peaceful lower level apartment with master suite, full bathroom, living room with gas fireplace, kitchenette and full access to outdoor space and patio. Just minutes from the Air Force Academy, shopping, hiking and restaurants. Minutes from downtown Colorado Springs. Space has a full living room, private bath, kitchenette and private entry!!!

Colorado Springs Private Guest Suite near the AFA

Retreat to this amazing Black Forest secret! The guest suite, with a private entrance off the main house, is located on 5 wooded acres in Black Forest on the north end of Colorado Springs. It's an ideal location as you are in close proximity to I25, the Air Force Academy, Garden of the Gods, hiking, restaurants, shopping, and so much more!