
Family-friendly vacation 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.
Vacation 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

Woodland Escape~3Acres of CO Mt. life~Min to town
Great house and surroundings! Host is very responsive and helpful.

Hot Tub * Large Kitchen * Great Views * Hiking
Grayson’s house was in a wonderful spot with great views! The amenities here were top notch! I would highly recommend looking into Grayson’s house if you are looking to stay around the Colorado Springs area! Grayson was very flexible with an early check in with us and had everything we needed for the long weekend! We will definitely be staying here again in the future!

Mountain Retreat w/ Hot Tub - 500+ 5 star reviews!
Ingrid and Robert are the definition of Superhosts. They gave us and our pup such a warm welcome and were incredibly kind, thoughtful, flexible, accommodating, responsive, yet respectful of our privacy. They truly go above and beyond. It is evident that they love hosting people in their cozy and spotless space above the garage. They included everything you might need for a great stay. Some of the thoughtful extras: a personalized welcome sign, gate opener, a quick tour of the space, bathrobes, cozy bedding, a guidebook with helpful instructions and local recommendations, breakfast items, and even freshly ground coffee. The location was perfect — minutes from Santa’s Workshop, Pike’s Peak, Garden of the Gods, and Manitou Springs. The area was beautiful and we thoroughly enjoyed our time. We only wish we had more time to stay. Thank you, Ingrid and Robert, for a truly unforgettable experience! We look forward to visiting again!!

Guesthouse 420 patio, romantic setting.
What a wonderful place! Before we arrived Debbie got ahold of us asking when we might arrive. She asked because if we were arriving after dark they wanted to leave lights on for us, very considerate. Upon arrival Debbie greeted us and showed us how to use the hot tub, turning on and adjusting jets, adjusting the heat, opening and closing the cover. On the first night of our stay there was a power outage. They hooked up a generator and were able to restore power to the lights and tv. Before they were able to get the generator going they brought us flashlights and a small battery powered light we could hang on the wall. The place matched the pictures online perfectly, it was exactly what we expected. The only exception was the flowers weren’t blooming but it’s February 😁. The Airbnb was very clean and comfortable, the hosts were awesome, the hot tub was fantastic and we very highly recommend staying with Deane and Debbie. They went above and beyond to make us feel right at home!

The Mountain Hideaway- Views, Spa, Adventure
Absolutely beautiful spot! The home was clean, peaceful, and well-equipped. The view was spectacular. Comfy beds, quiet neighborhood, plus a hot tub. Highly recommend!

Stunning Mtn Views, Spacious, Hot Tub, Fire Pit!
The place was very nice. We love the Hot Tub and Arcades game. Kids enjoy it. We will booked again if we go there in the future.

Perfect Getaway! Mountain Views-Hot Tub-Fireplace
We felt right at home the moment that we arrived. Julie's home was immaculate and extremely cozy. The mountain views are unbeatable and we even had some deer come through the yard the morning we checked out. Thank you so much for making your home accessible to visitors. Staying here was a real treat.

Rockrimmon Retreat Hottub - FirePit - Dog Friendly
Great stay!! Such a wonderful neighborhood and THE best beds I've EVER slept in from my multiple stays in air BnBs. Cool place and the hosts were SUPER kind and helpful. 🤍
Family- and pet-friendly home rentals

Downtown Victorian Home, Fenced In Yard with Grill
Nice quiet place, great personal touches.
Rustic Bunkhouse in Black Forest
Kathleen was the kindest host I have stayed with so far and it's hosts like her that make Airbnb so wonderful. Her home was beautiful and we loved experiencing it during our stay. Her kitchen is ready to cook with, she prepped the bathroom with extra towels, overall she was very considerate for our needs. The cabin is situated around an incredible forest that was so incredible and peaceful to look at. It was truly what we needed to get away from the city. I'm so glad I stayed with Kathleen and I'd be happy to stay again:)

Quaint and Historic Studio Cabin
I had a wonderful stay at Rebecca's sweet cabin. It was warm and cozy, with everything I needed to settle in each evening. I was out all day and looked forward to coming back at night. The cabin had a good hot shower, a full kitchen and a comfortable bed with soft quilts and plenty of pillows. I slept well and woke to a family of deer walking by the deck in the early morning. I would definitely come back again.

Lodge at Pinecone Hollow-sleeps 4+ & 420 friendly
This is the 2nd time that we have rented from Cheryl and Dan. They are very friendly and will help you with anything that you need. They keep to themselfs. Staying here is well worth it. Beautiful surroundings.

Hillcrest Chalet | Spa | Slide | King Bed | USAFA
Austin is an incredible host who was responsive and extremely understanding when our arrival/departure plans had to adjust due to our three young children as well as two cats. Our family LOVED staying at his beautiful house for two months while waiting for our own place to get ready. Austin got us a brand new refrigerator during our stay and the kitchen had all necessary amenities for our long stay. The hot tub was fantastic and the area is quite peaceful. Our children loved being walking distance from Cottenwood Creek Park and the weather here allowed for plenty of visits even during g February-March. Thank you again for a fantastic stay and we will definitely recommend this place as well as Austin when our family and friends visit from out of town!

☀The Historic Farmhouse☀ Firepit, Hot tub, Grill
As soon as I walked into the home, it brought back memories of my childhood living on our farm! The kitchen sink where mom gave the little ones baths to (not liking)washing the dishes! The white woodwork just like we had, had me thinking back on the memories of mom giving it all a coat of fresh paint! I would definitely come back for a most memorable stay! Thank you!

Desirable Historic 1899 Cheyenne Canyon Cottage
Crystal was an excellent host, whose description of the listing was surprisingly accurate given what some other reviews complained about. My wife and I found the space exceedingly comfortable and cozy. There are plenty of blankets if you do happen to get chilly, but we visited in the middle of a typical Colorado spring snowstorm and were plenty comfortable both in the bedroom and shared living space. Furthermore, we had no issues whatsoever with the hot water or the size of the bathroom, despite running and hiking in the beautiful surroundings. Fantastic stay all around!

Old Colorado City Gem
This place is a true gem, comfortable, private, and you can walk anywhere in Old Colorado City with ease. I stayed for 5 weeks and didn't want to leave. You can see Pikes Peak from the front porch, and hiking is beyond abundant. I would stay here again in a heartbeat. Beth is a fantastic host and this is a fantastic place to stay.
Family-friendly home rentals with Wifi

Stunning home close to evrythng, Book now! before
Brandon was friendly and responsive. Home is just like the pictures and very clean. Home is close to a lot of restaurants and businesses. Has great views of the mountains and about one hour away from Denver. Would recommend.

Private Mountain Dream Home, Amazing City Views
Terry and Tommy responded to all my requests immediately every single. Very respectful and proactive every single time. Their home is amazing with amazing views overlookimg the whole city. was able to see deer very often. I hope when I return their home is available so we can stay there again. Thank you Terry and Tommy.

Still Water Ranch-private, beautiful location!
We had a very peaceful stay in this cabin. The space itself is very roomy and clean. The kitchen is fully equipped and the beds were comfortable. The outside space was in a beautiful setting and there was an incredible view of the stars on a clear night. We would gladly stay again!

Charming 1 Bedroom Victorian near Downtown & CC
Quaint neighborhood for a beautiful historic home! Beautiful ambiance and classic feel.

Captain Jack's Cottage in Beautiful Cheyenne Cañon
Great stay! Hot tub is a nice touch. Bathroom small though, difficult sharing a house with three people with one toilet and shower. Good location near Broadmoor

Spacious Private Suite
I stayed at this Airbnb for about three weeks and absolutely loved every minute of it! The space was clean, comfortable, and had everything I needed to feel right at home. The host was incredibly welcoming, responsive, and made sure my stay was smooth from start to finish. I truly appreciated the attention to detail and the peaceful atmosphere—it was the perfect place to relax and recharge. I wouldn’t hesitate to stay here again and highly recommend it to anyone looking for a great place with an even better host!

Olympic Training Close to major attractions AC
Fran was great! Location was perfect. Very clean

Springs Hideaway 2 BR Spacious suite
Our stay here was set in a very relaxing environment, it was peaceful and pleasant. We saw deer in the morning right outside the outside sitting area which is always a blessing. Great location for our stay. We would come back again.
Quick stats about vacation rentals that are family-friendly in Security-Widefield
Total rentals
70 properties
Nightly prices starting at
ﺩ.ﺇ184 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
Wifi availability
70 properties include access to wifi
Destinations to explore
- Colorado Springs Vacation rentals
- Breckenridge Vacation rentals
- Boulder Vacation rentals
- Winter Park Vacation rentals
- Aurora Vacation rentals
- Keystone Vacation rentals
- Downtown Denver Vacation rentals
- Frisco Vacation rentals
- Copper Mountain Vacation rentals
- Golden Vacation rentals
- Fraser Vacation rentals
- Denver Vacation rentals
- Rentals with a hot tub Security-Widefield
- Rentals with a fireplace Security-Widefield
- Smoking-friendly rentals Security-Widefield
- Rentals with a fire pit Security-Widefield
- Fitness-friendly rentals Security-Widefield
- Pet-friendly rentals Security-Widefield
- Kid-friendly rentals Security-Widefield
- Rentals with a washer and dryer Security-Widefield
- Rentals with a patio Security-Widefield
- House rentals Security-Widefield
- Rentals with outdoor seating 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
- Colorado Wolf and Wildlife Center
- Eleven Mile State Park
- Roxborough State Park
- Colorado Golf Club Living
- Cave of the Winds Mountain Park
- Cheyenne Mountain Zoo
- Red Hawk Ridge Golf Course
- Castlewood Canyon State Park
- Patty Jewett Golf Course
- Cheyenne Mountain State Park
- Red Rock Canyon Open Space
- Helen Hunt Falls
- Sanctuary Golf Course
- Castle Pines Golf Club
- Mueller State Park
- The Rides at City Park
- Lake Pueblo State Park
- Colorado Springs Pioneers Museum
- Walking Stick Golf Course
- Elmwood Golf Course
- Rocky Mountain Dinosaur Resource Center