
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.

2 bedroom 2 bath house. Pets ok. 420 Friendly.
Cozy & Private 2 bedroom/2 bathroom house! 420 & Pet Friendly! Has a smaller sized dog door leading to fenced in area. Bigger dogs ok, just can't fit through dog door. Private off street parking. Less than 5 mins from anything you need! (Walmart, many restaurants and fast food, gas, pet store, and more) CLEAN 6 person Hot Tub. Nice massage chair. 3 TV's w/ROKU. Washer/Dryer. Queen bed, Full bed, single fold out bed. Couch lays down too. Full kitchen use w/cookware. Coffee supplied. WIFI

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

Perfect for Families Fire Pit BBQ & Mountain Views
★Quiet Peaceful Centrally located ★Fast Wifi, keyless entry with cable TV ★5 Star cleaning disinfecting sanitation ★Short drive to Fort Carson, Cheyenne Zoo, Cheyenne State Park etc ★Walmart 10 min ★5 min. Drive to 1-25 ★Fenced in yard on Corner lot with great neighbors. ★Parking up to 6 vehicles ★Enjoy the park right across the street for morning or evening walks ★Fully equipped spacious kitchen with everything you'll need. ★Fire Pit! ★2nd story deck with amazing views of Cheyenne Mountains!

Family friendly, 4 bedroom, 2 bathroom retreat.
This spacious 4 bedroom, 2 bathroom ranch style home with basement is the perfect Colorado getaway for you! It is equipped with many necessities like Wi-Fi, central air, washer-dryer, BBQ grill, color stamped concrete patio with outdoor furniture, fire pits, 65-inch TV with PS4, and much more. This retreat is located in Fountain, CO which is minutes away from Colorado Springs and other local attractions. Each room is fully furnished. We also have a futon and stored pull out beds if needed.

Welcome Home: Vintage 1894 centrally located
I am pleased to welcome you to Colo Spgs! My place is ideal for a vacation getaway, business trip, or home base for adventure! Be treated to vintage-inspired décor with just the right touches of modern. The home is centrally located with easy access to highways, very close to Colorado College, and minutes from the extensive trail system and outdoor recreation opportunities. This home is not appropriate for children, pets, or parties of any kind. There is no air conditioning or dishwasher.

“SWEET ROSE” Tiny Cottage Walk to GOG+Views+Horses
This may be your sweetest stay yet! No detail has been overlooked in the cozy 225 sq ft space which includes a beautiful antique double iron bed w/plush mattress, romantic and fun retro decor, luxurious linen bedding, a coffee/tea bar, a full kitchen, Wifi, views, a gorgeous yard and off-street parking! Great for 1, cozy for 2! Walk a few blocks to the neighborhood secret trails to Garden of the Gods, visit close by Manitou Springs and enjoy the happy riders passing by. A-STRP-25 0672

Modern 7 BR W/ 8 Beds+Games+Theater+Hot Tub+Wine
Welcome to this very spacious 7 bedroom with 3.5 bathroom family friendly home. This newly updated 3 level home will perfectly accommodate small and large groups who are looking for a comfortable place to stay in Colorado's 2nd largest city. This home has all the amenities you need for your perfect family vacation. It's nicely located and just 10 minutes from the COS airport. Enjoy this home away from home as you explore Colorado Springs and return back to your relaxing Humble Haven.

Cheyenne Mountain Getaway-Entire Lower Level
Our property is located right in the middle of almost everything you want to see when you come to Colorado Springs. Besides a beautiful view of Cheyenne Mountain with Pikes Peak visible in the distance, you’ll be a stone’s throw from The Broadmoor World Arena, Fort Carson, Cheyenne Mountain Zoo, The Olympic Training Center, and the Air Force Academy. You’ll want for nothing as there is a full kitchen, washer and dryer, and a shower and bathtub, as well as ample room for your family.

Historic Craftsman ★ Fire pit┃Waffle Maker┃Near CC
✓LOCATION: Walk to Switchback Coffee┃1.0 mi to Colorado College┃1.5 mi to downtown┃Short drive to Garden of the Gods, Pikes Peak, USAFA ✓OUTDOORS: Sit under the string lights on a private fenced in patio w/smokeless firepit & grill ✓ENTERTAINMENT: Movie loft & living room w/Roku TVs, fast WIFI & games ✓EQUIPPED KITCHEN: Keurig, Chemex, waffle maker, blender, etc ✓FAMILY FRIENDLY: Pack N Play, high chair, stroller, toys, monitors +more ✓Mountain views ✓Complimentary local soda

Cozy costume build tiny home! Amazing experience
Enjoy the lovely cozy tiny home in nature. This spectacular custom made tiny house will be perfect romantic getaway for a couple or a single person. Just 10 minutes away from all the restaurants and shops and 20 minutes from downtown beautiful Colorado Springs, 10 minutes from Air Force Academy. Very unique experience with lots of outdoor activities, hiking trails and relaxing atmosphere. Come and experience the beautiful tiny life and escape the reality in the nature

Mountain Springs Condo - Stocked Kitchen & Laundry
Enjoy this exclusive condo with 2 bedrooms, a full bathroom, and a furnished kitchen. Relax in the living room with a 55" Smart TV. Free parking is available, centrally located near popular sites. Safety and nature converge in this quiet neighborhood with nearby hiking trails. Enjoy amenities: in-unit washer/dryer, WiFi, Youtube TV, & full kitchen. Enjoy our patio with 2 BBQ's. Private access to your condo & no public hallways ensures your safety. A-STRP-25-0869

Off-grid, Earthen home in the forest!
*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet
Popular amenities for Security-Widefield family-friendly rentals
Family-friendly home rentals with a hot tub

Canyon Retreat! 3min to Broadmoor. Hot Tub!

Modern Cottage with Hot Tub, close to Downtown

The Ironwood & Lilac Cottage

Cozy A-Frame Retreat “Hot Tub”w-Views, Monument CO

Walk to Old CO City, King Bed, Fenced in Hot Tub

The Black Forest Estate

»Good Vibes Villa« HotTub┃Waffle Maker┃Fenced Yard

Outdoor Lounge w/Mtn Views from Hot tub + Firepit
Family- and pet-friendly home rentals

Keithley Pines Bristlecone Cabin

Desirable Historic 1899 Cheyenne Canyon Cottage

Charming Home with Mountain Views & Sunny Patio

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

Comfortable Retreat downtown

Airy Boho 2-bedroom flat in the heart of town

Wildflower Cottage | Fenced Yard | 1 mile D-Town

Old North End Carriage Home: Grill, Playroom, Roku
Family-friendly home rentals with a pool

Overlooking Mountain Views | Terrace | Pool access

2 Bedroom Cottage with Kitchen on 3 acres

Quite Spacious Apt w/ Game Table, Bball Court

Urban Float - Private Heated Pool/HotTub & Firepit

Settlers Pass apartment to experience Colorado

Cheerful home w/pool & hot tub in quiet area

Sunshine Mountain , experience true Colorado!

Rustic Historic Colorado Mountain Cabin Pikes Peak
When is the best time to visit Security-Widefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £85 | £76 | £89 | £90 | £103 | £109 | £111 | £112 | £100 | £98 | £99 | £105 |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Security-Widefield

Total holiday rentals
Explore 80 holiday rentals in Security-Widefield

Nightly prices starting at
Security-Widefield holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 2,770 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Security-Widefield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Security-Widefield rentals

4.8 Average rating
Security-Widefield stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a firepit Security-Widefield
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- Rentals with a patio Security-Widefield
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- Pet-friendly rentals Security-Widefield
- Rentals with a hot tub Security-Widefield
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- Rentals with a washing machine and dryer Security-Widefield
- Family-friendly rentals El Paso County
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- Family-friendly rentals United States
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- Cave of the Winds Mountain Park
- Mueller State Park
- Castlewood Canyon State Park
- Colorado Wolf and Wildlife Center
- Roxborough State Park
- Red Rock Canyon Open Space
- The Broadmoor Golf Club
- Lake Pueblo State Park
- Colorado Springs Pioneers Museum
- Helen Hunt Falls
- Pikes Peak - America's Mountain
- The Broadmoor World Arena
- Rocky Mountain Dinosaur Resource Center
- Royal Gorge Route Railroad
- Colorado College
- Miramont Castle Museum
- United States Air Force Academy
- Seven Bridges Trail
- Memorial Park
- Paint Mines Interpretive Park
- Florissant Fossil Beds National Monument




