
Family-friendly holiday rentals in Security-Widefield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Security-Widefield
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Security-Widefield family-friendly rentals
Family-friendly home rentals with a hot tub

Pineridge Cabin
Very clear instructions on everything. Beautiful views. Cozy and quiet.

Beautiful Log Cabin on 2 Acres w/Hot Tub & WiFi
It was a pleasure to stay at Wayne’s place. It is a great place to go as a launch pad for a Colorado adventure. Thanks Wayne!

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!

Captain Jack's Cottage in Beautiful Cheyenne Cañon
I walked 10 minutes to get to my professional conference at the Broadmoor Hotel. It’s less expensive than the hotel rooms with more freedom and privacy, and with your own hot tub. I walked 15 minutes the other direction to a mountain canyon park, nature station, and a nice trail that follows a stream up the canyon. If you’re not a hiker, take any number of day trips by car to natural beauty and wonders. It’s in a pleasant wooded neighborhood with close neighbors on either side, but it feels very private. It has that rustic arts and crafts mountain cabin feel and is very clean and well maintained. Very comfortable bed. Deer were hanging out in the yard one day.

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!!
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.

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.

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.

Excellent home and central location (STR1036)
Beautiful place. The amenities were great and the neighborhood is peaceful and the location made for a great base to get around to the places we visited. I can’t say enough about how comfortable we felt and the peacefulness of the neighborhood. Looking forward to staying here next time we visit Colorado Springs.

Neighborhood Cottage
This was our second time staying in this cute cottage. The neighborhood is quaint and close to greenway trails and Colorado College. We appreciated being able to bring our dog and enjoyed sitting in the porch.

Cozy Suite w/ Kitchen, Laundry | Downtown, CC, OTC
Had a great stay at Darcie's place! The apartment was well-equipped with everything we needed, and our hosts were great. They gave detailed directions to be sure we found the place without a problem, and were super helpful when our delivery driver ended up at the wrong door. Thanks again for a great stay!
Family-friendly home rentals with Wi-Fi

Mountain Dream
Our stay was relaxing and the cabin/views are absolutely beautiful!! The kitchen was fully stocked making it easy to stay in for a meal if you decide to. We would love to come back some day!

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!

Spectacular Views • Stunning Modern Broadmoor Home
We had a wonderful stay in Colorado Springs. The home had incredible views and was conveniently located near world class hiking and great restaurants. The home is very private and has many spaces to relax—we loved the patio and rooftop deck. The home was perfectly clean and was well-stocked. This is a great place for a large or small group and we loved our stay.

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

Cozy Cottage w/ Hot Tub
If you’re thinking of staying in Manitou Springs, this location is a must. It is secluded while still close to downtown.

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!
Quick stats about holiday rentals that are family-friendly in Security-Widefield
Total rentals
70 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
70 properties include access to Wi-Fi
Destinations to explore
- Colorado Springs Holiday rentals
- Breckenridge Holiday rentals
- Boulder Holiday rentals
- Aurora Holiday rentals
- Winter Park Holiday rentals
- Keystone Holiday rentals
- Downtown Denver Holiday rentals
- Frisco Holiday rentals
- Golden Holiday rentals
- Arvada Holiday rentals
- Westminster Holiday rentals
- Denver Holiday rentals
- Rentals with a fireplace Security-Widefield
- Smoking-friendly rentals Security-Widefield
- Kid-friendly rentals Security-Widefield
- Rentals with a hot tub Security-Widefield
- Pet-friendly rentals Security-Widefield
- Rentals with a washing machine and dryer Security-Widefield
- Rentals with outdoor seating Security-Widefield
- Rentals with a fire pit Security-Widefield
- House rentals Security-Widefield
- Rentals with a patio Security-Widefield
- Fitness-friendly rentals Security-Widefield
- Family-friendly rentals El Paso County
- Family-friendly rentals Colorado
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- Red Rock Canyon Open Space
- Cave of the Winds Mountain Park
- Lake Pueblo State Park
- Castle Pines Golf Club
- Colorado Wolf and Wildlife Center
- Roxborough State Park
- Castlewood Canyon State Park
- Mueller State Park
- Patty Jewett Golf Course
- Eleven Mile State Park
- Red Hawk Ridge Golf Course
- Sanctuary Golf Course
- Helen Hunt Falls
- Colorado Springs Pioneers Museum
- The Rides at City Park
- Rocky Mountain Dinosaur Resource Center
- Walking Stick Golf Course
- Elmwood Golf Course