
Kid-friendly holiday rentals in Cascade-Chipita Park
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Top-rated family-friendly rentals in Cascade-Chipita Park
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Popular amenities for Cascade-Chipita Park family-friendly rentals
Kid-friendly house rentals

Family-Friendly | Cozy Modern | Convenient | USAFA
This space was perfect for our little family to rest and recoup while also enjoying everything Colorado Springs had to offer. Brenna is such a thoughtful, professional, and friendly host. Our family had to navigate some tough travel delays and she went above and beyond to make our first night and morning easier. If/when we return to the Springs we definitely hope to use this space again!

Minutes away USAFA, shopping, parks & restaurants.
We had an amazing stay at this house in Colorado! The environment was so much fun, and the neighborhood felt welcoming and peaceful. After our long days exploring Denver and Colorado Springs, it was such a relief to come back to a comfortable and cozy home. The owner was incredibly trusting and made sure we had everything we needed, which we really appreciated. We highly recommend this place to anyone looking for a great stay in Colorado. It was the perfect home base for our trip!

Retro Rancher by UCCS, hiking & bike trails
I will definitely book again. It was more than enough space.

Quiet, family retreat near Broadmoor
We had an absolutely wonderful stay at this beautiful Airbnb! The place was spotless, stylish, and had everything we needed for a comfortable trip. The location was perfect and close to so many great spots yet still peaceful and relaxing. What really made our experience special, though, was the hosts. They were incredibly nice, welcoming, and went out of their way to make sure we felt at home. From quick communication to thoughtful touches, their hospitality was top-notch. We’d love to come back again and highly recommend this gem!

Old Colorado City- close to Manitou
We stayed for a long weekend and really liked the Airbnb we choose. It was within walking distance of downtown, with all the little shops and food highly recommend Mother Muffs and La baguette bakery and the used bookstore.. The Airbnb was a five minute drive to the garden of the gods as well. House was clean, well kept, and quiet. loved our stay!

Spacious home walkable to Old Colorado City
This place was amazing! We came with five children and my in laws and pups. This place was PERFECT! Tons of space and different living areas. Local restaurants a plus. Backyard to hang out with lighting. Front porch swing perfect for morning coffee and Mountain View’s. Large table for the whole family. Highly recommend!

FRIENDLY: pets/420. Whole house w priv fencd yard.
Sue was a fantastic host. We loved the place, from the cute doggy room in the wall to the neat light switch covers! Her home was perfect for the people and the dogs! She was so helpful and friendly! 10/10 definitely recommend if you have pups or are 420 friendly.

Rockrimmon Retreat Hottub - FirePit - Dog Friendly
Tim's place was a great place to stay. The neighborhood was nice and quiet and was super close to all the outdoor activities we planned to do while there. The house was clean and had all the amenities you could ask for. Nice backyard and hot tub to relax in. Overall a great stay.
Family-friendly apartment rentals

Quite Spacious Apt w/ Game Table, Bball Court
Such a sweet host. He left personal touches that made my stay special. Bed was super comfy and the game room was so cute even if we didn't have time to use it. Great spot.

Picturesque Bluffside Apartment in Home
Check-in was simpel and nice. Communication was very enjoyable. Thank you for your lovely service. We really enjoyed our stay.

The Boulder Place
We LOVED this place, and wish we could’ve stayed longer. The Hosts are amazing, with impeccable taste. Their designated dog station is perfect for your dogs bathroom needs and location is Prime :)- we would definitely book again.

South Platte Fishing Cabin
Scott and Sara are great hosts and it's a very special place! We also loved their dog and kitten, they are very sweet critters

Downtown Old Colorado City with Panoramic Views
We had a great stay at Rosemarie's place, nice location near OCC and views were amazing to wake up to! Her description was spot on and we had a great stay--

Non-smoking/No Pot Private Apartment With Hot Tub
The apartment had everything you will need. Very clean (I’m very picky)and comfortable. Plenty of privacy outside to enjoy the weather. We would stay here again.

Golf Course Mountain View Turn Key Apartment
This was our best Airbnb experience yet. Marlene is SO sweet!

Inviting English Basement Apartment
Peggy and Mark have a wonderful home. They are extremely friendly (in a good way). Everything in the apartment was perfect. Close to the Olympic Training center and nearby hiking! Highly recommended!
Family-friendly apartment rentals

Spacious Condo | Stunning Mountain Views
We really enjoyed our stay and the complementary welcome goodies when we arrived! The mountain view from the living room was top-notch! The host was wonderful at communicating and made sure that we had a great stay. Would recommend to those planning to stay on the outskirts of Colorado Springs!

Lovely 2-Bedroom Condo Near USAFA
Th place was exactly as described with plenty of towels and bedding for the family and the kitchen was perfect for big dinners. Wonderful clean place. Well worth the price.

Colorado Beautiful STR-2340
i can't say enough nice things about Paula and our stay at her condo! she was generous and caring every step of the way and extremely responsive! I was under a lot of stress selling my home here in COS and going through the open house weekend and Paula was a tremendous help! thank you so much gor everything Paula!

Private Spa, Yard, Grill, King Bed | 3min->Trails
Austin was a wonderful host. Responsive in a timely manner, home was clean and had everything we needed. Newer appliances. Comfy beds. Amazing hot tub. Very homey. We even had a little accident with a tablet hitting the wall and he was very understanding thank goodness because I felt horrible that it happened the day we were leaving.

Clean & Cute Condo
Lovely space; clean and well stocked with backup supplies, including kitchen essential condiments. Great central location; quiet respectful neighbors, undercover parking space. The host is a rare individual who gives much time to the community in need, yet will immediately respond to her guests when they reach out with questions upon arrival. Superior accommodations and service.

Furnished Castle Rock Townhome
We stayed here for 2 months in between selling our house and the completion of our new house. The condo served us well for that purpose. All the amenities, laundry, kitchen, bath rooms, closets, garage and TV worked great and had everything we needed. Nice dining area with 6 seats. Shawna was very responsive when the garage door opener quit working and got that fixed quickly. We've lived in Castle Rock for 47 years and the location is very convenient to downtown and shopping. Although this is a large condo complex it's well kept and quiet. Pool was great to for the grand kids. They do allow pets in this condo so expect pet hair. Our only suggestion would be to replace the couch which was pretty tired.

OCC Retreat! Mtn Views AC Private Garage A+ Spot
Our flight coming in on the first day was delayed 12 hrs and our host was very understanding. The AirB&B was spotless and very very clean. Only thing I could say is if your booking in the winter and have an over weight bag keep in mind it’s 14 steps up and it’s VERY slippery when it’s ice. That ice was clear and it was very late and I just about fell backwards on the first step cause it had ice on it. But that was my fault lol it gave us something to laugh at for sure. Philip is a fabulous host I HIGHLY recommend this place. I would definitely stay here again. Thanks for being so wonderful.

Contempo Downtown COS condo. Deck*Yard*Fire pit
Zoey's place was super clean, adorable and well appointed. We were pleased to find coffee and filters, as well as a tea pot. This was the perfect base for the three of us to explore Colorado Springs.
Quick stats about holiday rentals that are kid-friendly in Cascade-Chipita Park
Total rentals
50 properties
Nightly prices starting at
£62 before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Royal Gorge Bridge and Park
- Cherry Creek State Park
- Lake Pueblo State Park
- Mueller State Park
- Cheyenne Mountain State Park
- Cheyenne Mountain Zoo
- Helen Hunt Falls
- Colorado Springs Pioneers Museum
- Red Rock Canyon Open Space
- Patty Jewett Golf Course
- Rocky Mountain Dinosaur Resource Center
- Eleven Mile State Park
- Colorado Wolf and Wildlife Center
- Cave of the Winds Mountain Park
- Castlewood Canyon State Park
- Red Hawk Ridge Golf Course
- Roxborough State Park
- Castle Pines Golf Club
- Arrowhead Golf Course
- Sanctuary Golf Course
- Staunton State Park
- The Club at Ravenna - Colorado Golf Club
- Saddle Rock Golf Course
- Colorado Journey Miniature Golf