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.

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Top guest favourite
A gravel driveway leads to a single-story house, which features a covered front porch with steps. The house is surrounded by trees and open space, providing a sense of privacy. A BBQ grill is positioned nearby for outdoor cooking.
Home in Colorado Springs
4.96 out of 5 average rating, 224 reviews

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

Top guest favourite
A serene bedroom features a spacious bed adorned with neutral bedding and a textured throw blanket. Natural light enters through sheer curtains, illuminating a stylish mirror and a small plant on a bedside table. An open doorway leads to a kitchenette area in the background.
Guest suite in Colorado Springs
4.93 out of 5 average rating, 241 reviews

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

Guest favourite
The exterior of a two-story home is shown, featuring a spacious fenced yard with green grass and decorative landscaping. A large patio area is visible, along with a second-story deck accessed by stairs. A shaded area with an umbrella is present, creating inviting outdoor space.
Home in Colorado Springs
4.91 out of 5 average rating, 187 reviews

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!

Guest favourite
A ranch-style home features a beige exterior with brick accents. The driveway leads to a two-car garage. A covered porch displays two plants and a pair of chairs, providing a welcoming spot. Sunlight brightens the scene under a clear blue sky.
Home in Fountain
4.94 out of 5 average rating, 140 reviews

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.

Top guest favourite
The entrance to the home is framed by lush greenery and features a welcoming pathway lined with plants. A light-colored door with decorative accents is flanked by large windows, showcasing a bright and inviting atmosphere. The yard is well-maintained, enhancing the charm of the setting.
Home in Colorado Springs
4.95 out of 5 average rating, 206 reviews

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.

Top guest favourite
A quaint cottage is framed by towering elm trees, creating a serene outdoor space. The exterior features a light-colored stucco finish and a welcoming front door adorned with a decorative panel. Flower pots are placed near the entrance, enhancing the natural setting.
Home in Garden of the Gods
4.94 out of 5 average rating, 261 reviews

“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

Superhost
The living room is furnished with a gray sofa, matching chairs, and an accent chair featuring a patterned design. A coffee table serves as the room's focal point, and a 52" smart TV is visible on a wooden stand. Natural light filters through the window, illuminating the space.
Home in Colorado Springs
4.83 out of 5 average rating, 145 reviews

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.

Top guest favourite
A comfortable living space features a brown leather sofa and a recliner, arranged around a wooden coffee table. A patterned area rug lies beneath, while wall art and decorative items enhance the ambiance. A corner fireplace adds warmth to the room.
Home in Stratmoor Hills
4.97 out of 5 average rating, 198 reviews

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.

Top guest favourite
A secluded patio area features four Adirondack chairs arranged around a smokeless firepit, with a warm fire burning brightly. A stone wall provides privacy and greenery from nearby trees enhances the tranquil environment.
Home in Colorado Springs
4.94 out of 5 average rating, 407 reviews

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

Top guest favourite
A custom-built tiny home is nestled in nature, framed by tall trees against a vibrant sunset. The structure features large windows, presenting a warm wooden exterior. The surrounding landscape includes open fields and distant mountains, with soft grass covering the ground.
Tiny home in Colorado Springs
4.99 out of 5 average rating, 139 reviews

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

Guest favourite
A living room features a plush sofa with a round coffee table and a large Smart TV. Natural light fills the space through a nearby window, complemented by tasteful wall decor. The cozy bedroom showcases a comfortable bed with a patterned coverlet and bedside lamps.
Apartment in Colorado Springs
4.93 out of 5 average rating, 136 reviews

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

Top guest favourite
The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.
Earthen home in Colorado Springs
4.99 out of 5 average rating, 198 reviews

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

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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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