Family-friendly vacation rentals in Security-Widefield

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Security-Widefield

  • Total vacation rentals

    Explore 80 vacation rentals in Security-Widefield

  • Nightly prices starting at

    Security-Widefield vacation rentals start at G$6,274 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,950 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Security-Widefield vacation rentals include wi-fi 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!

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 favorite
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, 250 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 favorite
Bungalow in Colorado Springs
4.99 out of 5 average rating, 217 reviews

Spotless Cozy Stay - Near Downtown & Mem Hospital

Private bungalow near downtown Colorado Springs, perfect for couples, families, remote workers, and business travelers. Relax with a Queen memory foam bed, fully equipped kitchen, coffee bar, fast Wi-Fi, Smart TV, A/C, and private BBQ patio. Walk to Memorial Hospital Central, parks, trails, and coffee. Minutes from Garden of the Gods, Manitou Springs, Colorado College, the Olympic Training Center, dining, and top attractions. MESSAGE ME and I will help you plan your trip! Hosted by local owners

Guest favorite
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, 191 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!

Top guest favorite
A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 117 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

Guest favorite
A spacious living area features a large, light-colored couch and love seat, complemented by a coffee table with a cozy throw. Large windows allow natural light to fill the room, and the open kitchen showcases modern appliances and a dining table with chairs.
Home in Fountain
4.86 out of 5 average rating, 109 reviews

Game Room and Rooftop Deck, Stylish 3 Bedroom Home

Welcome to our beautiful and stylish home in peaceful Fountain, Co. Modern, luxurious, comfortablewith space for friends and family. Located close to Fort Carson and downtown Colorado Springs. Perfect for those looking to have all of the amenities of home while exploring Southern Colorado. Guests will be able to enjoy a relaxing environment complete with a rooftop deck and firepit. End your nights overlooking the neighborhood and scenery of the mountains enjoying fresh air and a cozy fire.

Top guest favorite
A spacious living area is characterized by warm-toned walls and a wood ceiling, featuring large windows that invite natural light. A cozy seating arrangement includes a sofa and upholstered chairs, while a fireplace offers a central focal point. Decorative wooden elements enhance the rustic charm.
Home in Fountain
4.96 out of 5 average rating, 103 reviews

Country Barn House

Enjoy our country barn house close to city living. We have a beautiful location in fountain halfway between Pueblo CO and Colorado Springs CO. Not to far from Fort Carson and only 5 min from PPIR (Pikes Peak International raceway). Walking trails close by for a quick stroll. Fully equipped house with 2 queen beds for sleeping, fully equipped kitchen, and washer/dryer. The whole house is yours minus the garage but lots of outside parking. Enjoy the mountain view’s of pikes peak.

Top guest favorite
A spacious living room is presented, featuring high vaulted ceilings and large windows allowing natural light to fill the space. The area includes gray sofas with vibrant blue and green accents, a decorative area rug, and original artwork on the walls, enhancing the inviting atmosphere.
Home in Colorado Springs
4.89 out of 5 average rating, 118 reviews

Mandala Manor Hot Tub Oasis

This stunning vacation home features super stylish decor, vaulted ceilings, custom paintings, covered patio, fenced backyard with built in dog-run, and extra amenities for families with children, pets* and 420 vacationers. Located minutes from the Colorado Springs Airport, Schriever and Peterson Air Force Bases, and 20 minutes to downtown Colorado Springs, this location is out of the way but still a great gateway to everything Colorado Springs has to offer. *pet fee applies

Guest favorite
A hot tub bubbles gently under a covered patio, with a sturdy table and benches visible in the background. The inviting water reflects soft light, while the overhead covering provides shade and protection from the elements.
Home in Colorado Springs
4.94 out of 5 average rating, 177 reviews

Cozy Family Home near Ft Carson/Broadmoor

Inviting & cozy family home + hot tub just 8 minutes from Fort Carson and 15 minutes to the beautiful Broadmoor area! Jump on I-25 and in just a short drive, get to Garden of Gods, Cave of Winds, Old Colorado City, Cheyenne Mtn Zoo & Manitou Springs (and more) This Single level 2 King Bedrooms/2 Full Bathroom home is perfect for your entire family! Jump in the Hot Tub or enjoy the firepit after a fun day outdoors! See www.visitcos for all the fun things during your stay!

Top guest favorite
Home in Colorado Springs
4.96 out of 5 average rating, 169 reviews

Couples Getaway w/ Hot Tub, Fire Pit, Grill

✔ King bed ✔ Hot tub, fire pit, and grill (not shared) ✔ Fenced-in yard, suitable for dogs and children ✔ 2 miles from Downtown Colorado Springs ✔ Near Olympic Training Center ✔ In-home washer & dryer ✔ Electric fireplace -Ideal for couples, vacationers, honeymooners, college visitors, Air Force families, business travelers, and small families or friends. -Private side of a single-level duplex—interior, yard, and amenities are not shared. -Easy access to Denver.

Top guest favorite
A modern living area features a sectional couch facing a wall-mounted television. A sleek fireplace below adds warmth, while natural light enters through glass doors leading to the outdoor space. Decorative plants are placed on shelves, enhancing the ambiance.
Home in Colorado Springs
4.97 out of 5 average rating, 149 reviews

Cheerful 2 bedroom suite with hot tub.

Enjoy a stylish experience at this centrally-located place. This 2 bedroom 1 bath has been newly remodeled. Private entry through walk out basement. Access to hot tub, garden area, fire pits, grill and fountains for an enjoyable stay. Professional cleaned & disinfected. Located near shopping, restaurants & movie theater. Amazing peaceful backyard Mini bar equipped with microwave, mini fridge, Kurig, & toaster oven. 2 TVs (60” and 55”) with cable and surround sound.

Top guest favorite
Home in Colorado Springs
4.99 out of 5 average rating, 102 reviews

Flex, Sip, & Stream BNB!

BRAND NEW GORGEOUS RENOVATION! Your stay is now upgraded! Hip, stylish 2B/2BA featuring a plush K-bed and cozy Q-bed. The fun, spacious basement is the vibe with a lounge bar, shuffleboard, the ultimate hang out, gym, themed movie room, & music room. Bold energy with photo worthy spaces. Just 10 min. to Colorado College & downtown dining, shopping, & nightlife. Your experience is here. Perfect for friend getaways, celebrations, and unforgettable Colorado weekends.

Top guest favorite
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
5 out of 5 average rating, 216 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

When is the best time to visit Security-Widefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,934 GYDG$23,425 GYDG$26,980 GYDG$25,098 GYDG$28,653 GYDG$30,326 GYDG$30,954 GYDG$31,163 GYDG$28,026 GYDG$27,398 GYDG$27,607 GYDG$29,281 GYD
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Destinations to explore