
Family-friendly holiday rentals in Cimarron Hills
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Top-rated family-friendly rentals in Cimarron Hills
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Cimarron Hills family-friendly rentals
Family-friendly home rentals with a hot tub

Hillcrest Chalet | Spa | Slide | King Bed | USAFA
When we arrived the lawn needed cutting. Austin came over and worked into the evening to clean it up. Likewise, the wi-fi was spotty near the end of our stay but again Austin came over and made it right. Overall everyone had a great time and the place worked out well. If I need another place in Colorado Springs I will be sure that Austin is overseeing it.

Mountain Retreat w/ Hot Tub - 500+ 5 star reviews!
Ingrid’s place was exactly what I needed — an amazing getaway that was placed in the majestic mountains of Colorado. Everything was perfect and my mom and dog also had a great stay. Would definitely recommend and would love to stay here again!

Guesthouse 420 patio, romantic setting.
What a hidden gem!! The place was beautifully landscaped and welcoming. Off-street parking was nice as well. The place was very clean and had everything we could possibly need inside. It was located in a safe and quiet neighborhood, but within minutes of a grocery store. Also within 15-20 minutes of Garden of the Gods, Cave of the Winds, and other attractions. Would highly recommend and we are hoping to stay here again the next time we visit Colorado Springs! Deane was a great host and very pleasant to visit with. Thanks!!

The Mountain Hideaway- Views, Spa, Adventure
This place was beautiful inside and out. The views were incredible. She added so much detail and it was perfect. Thank you for the bottle of wine! I wish we could have stayed longer. Even the beds and pillows were so comfortable I didn’t wanna get up. A bear ran across the street while we were driving up the hill so that was both exciting and terrifying lol. Honestly I’d give 10 stars if I could!

Stunning Mtn Views, Spacious, Hot Tub, Fire Pit!
The remote check-in/out was very easy and I found it as a plus. The house was as pictured and described. Everything that you may need has been thought of and provided. The furnishings were plentiful and comfortable. The backyard is set up nicely. We had some windy and rainy conditions for our stay. This limited our outdoor time, but we were able to enjoy the fire pit and dining table. The basement game room was very nice was a great addition considering the weather. Multiple games of Ping-Pong were played as well as on the arcade machine. We would stay here again if available during future visits to the area.

Rockrimmon Retreat Hottub - FirePit - Dog Friendly
This place was beautiful! It was very clean, and had all the amenities you could think of. The host was responsive. The beds were super comfortable! I liked that it had a garage to park your car. Our entire family loved our stay. I also felt super safe and the location was great!!

Luxurious, Impeccable, Hot tub, Old Colorado City
I was very happy with my stay, location was great, the house was very clean and well organized with all the necessary amenities needed. I would definitely stay again next trip to Colorado Springs.. I was very comfortable, felt safe, was very quiet so much better than a hotel.

5BR Retreat w/ Hot Tub, Gym, & Cheyenne Mtn Views!
Perfect spot for our family. Close to interstate for travel to Denver or the Rockies, but in a quiet neighborhood. House had everything we needed and host was proactive and very responsive. Would absolutely stay here again.
Family- and pet-friendly home rentals

Keithley Pines Bristlecone Cabin
We loved staying here! The hosts left us cute notes, dog treats and a bottle of wine. There was firewood avail for the fireplace and a great porch to relax on. This cabin was very clean and we were provided with great recommendations for food and things to do. Our stay was peaceful and we had everything we needed. We were a 30 min walk from down town and a 9 min drive to the Garden of the Gods, 15 min to downtown Colorado Springs. Great trip!!

Downtown Victorian Home, Fenced In Yard with Grill
We felt right at home quickly in this home; it was a great place to live for a few weeks. I've been in pet-friendly properties that were OBVIOUSLY pet-friendly (and dirty), but this home was SO clean. The kitchen was easily the best-appointed kitchen I've had in an Airbnb; it was easy and a pleasure to cook and eat meals in the home. Wifi worked great. Excellent coffee shops, breweries, and restaurants are within walking distance. It was a five-star stay for us, but there are a few things that are worth pointing out, in case any of these are important to you: -If you are a homebody who watches TV in the evenings, you may wish for a larger TV. -I'd call the neighborhood "transitional." It was very quiet and we felt safe, but rough-looking in places. -The listing and the instructions need to be updated: some minor amenities missing (grill not usable, no patio umbrella, no shed use) and trash instructions were confusing. Note: did not ask host to address any of the above. We were happy!

Family-friendly with stunning views and great yard
We stayed at the purple cottage for a girls' weekend and our favorite parts were the outdoor space, which featured many places to relax and enjoy the view, and the location, which just seemed to be ten minutes or less from everywhere we wanted to visit. The cottage had everything we needed for a relaxing getaway. It was clean, spacious and very quiet. We enjoyed our stay and Rachel was a friendly, responsive host.
Rustic Bunkhouse in Black Forest
We had a great time. We travel to Colorado to see our son and often it is running to planned outings. We relaxed for two days o enjoy the outdoors and one another. Best visit yet!

Lodge at Pinecone Hollow-sleeps 4+ & 420 friendly
Hodge Podge Lodge had so many fun things to do. From the board games, old arcade game, air hockey table, Keurig coffee in every living & entertainment space, WiFi (although minimal), beautiful trails, look out point, swings & so much more!

Desirable Historic 1899 Cheyenne Canyon Cottage
Our stay at the cottage was a peaceful as you can get. Close to restaurants, and the open space behind the cottage is great for hiking. Lots of memories will remain with us for a long time.

Still Water Ranch-Private quiet farm house
Love this place! Will definitely book again when I return to Colorado.

Old Colorado City Gem
Beth‘s house is spotlessly clean and she was very quick to respond to any questions. The house is very spacious and was very comfortable. The beds and bedding are very comfortable. The neighborhood is in old Colorado city and walkable to the main shopping and restaurant area. We felt very safe in the area and it’s a friendly neighborhood. The off street parking was great. We loved sitting on the porch when we weren’t out and about or the patio, which is also very nice. It was without a doubt one of the best Airbnb‘s I have stayed at and would definitely stay again when visiting my daughter in Colorado Springs.
Family-friendly home rentals with wifi

Stunning 4-Bedroom Mountain Retreat w Pano Views
The house was perfect for our family so we could celebrate our son’s graduation. Thank you!

Updated cottage with private yard (STR-0949)
Very clean and great location. Multiple coffee shops within walking distance which was nice!

Private Lower Level Suite with Peak Views
Good location for us to move between events in castle rock and Colorado Springs. We had our 15 month old with us and really appreciated the high chair, crib, and toys!

Turquoise Door, Spacious Duplex, 3 Kings near AFA
We stayed here due to its proximity to our daughter’s home, and we are so happy we did. The house was clean, bright, and comfortable with foosball, cornhole, and other games for all to play. The small deck overlooking the backyard made it even nicer. Parking is so simple right out front, and it’s so easy to hop on a roadway to take you anywhere around the Springs. A large supermarket is only 2 blocks away—very convenient. Definitely a nice place to stay while in Colorado Springs.

Helen Hunt Hideaway - Downtown
Great place to stay! Jennifer was extremely helpful to communicate with and we had a wonderful stay.

Cozy and convenient~ Downtown #STR-1307
This is a beautiful home and very welcoming.

Mountain Life but Close to Attractions
Such a cozy place! Had everything we needed for our few days in colorado springs! Was so relaxing to come back after a long day of adventuring! Very comfortable bed & loved having the amenities to make our own food while here! Highly recommend this place if spending a few days in colorado springs! Super close distance to many popular attractions we enjoyed! Will stay again!

Spacious Private Suite - Woods and Wildlife
Pam's place is a hidden gem, be ready to be greeted by the local deer when you pull up. For 3 bedrooms, all the kitchen you could need for a short stay, and the incredible trails right out the back door - this stay couldn't be beat! Quiet neighborhood, centrally located. We will absolutely stay again next time we are in the Colorado Springs area!
Quick stats about holiday rentals that are family-friendly in Cimarron Hills
Total rentals
80 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
4.2K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
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- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- Red Rock Canyon Open Space
- Arrowhead Golf Course
- Cave of the Winds Mountain Park
- Lake Pueblo State Park
- Colorado Wolf and Wildlife Center
- Castle Pines Golf Club
- Roxborough State Park
- Castlewood Canyon State Park
- Mueller State Park
- Red Hawk Ridge Golf Course
- Patty Jewett Golf Course
- Eleven Mile State Park
- Helen Hunt Falls
- Sanctuary Golf Course
- Colorado Springs Pioneers Museum
- The Rides at City Park
- Rocky Mountain Dinosaur Resource Center
- The Club at Ravenna - Colorado Golf Club
- Walking Stick Golf Course
- Elmwood Golf Course