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
The open living area showcases a stylish leather sofa paired with a wooden coffee table, complemented by decorative cushions. Natural light floods the space through skylights and windows. A fully equipped kitchen is visible in the background, along with a cozy dining area.
Guesthouse in Broadmoor
4.98 out of 5 average rating, 119 reviews

Earthy Chic Casita in Prime Location

Escape to Cheyenne Casita, a newly-built, stylish, cozy, 1 bed/1 bath home. Perfectly nestled near the mountains in a vibrant, historic neighborhood in a prime location. Whether you are looking for ideal hikes, historic landmarks, or want to indulge in the best local cuisine, you are near it all. Ideal for couples, business visitors, or solo travelers—this inviting space offers the perfect blend of convenience and tranquility. Cheyenne Casita is a safe space for everyone. Permit ASTRP23-1224

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, 247 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
A bright bedroom features a spacious bed adorned with an orange quilt and various decorative pillows. Soft lighting comes from pendant fixtures, adding warmth. A window, partly covered by light curtains, allows natural light to fill the room, while a small bedside table complements the decor.
Home in Colorado Springs
4.95 out of 5 average rating, 401 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

★ " What a beautiful cottage! A lot of effort was clearly made to make this space resonate homey comfort!" ☞ Pet friendly ☞ Fully fenced backyard w/ dog door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, charcoal BBQ, hammock ☞ SmartTV ☞ 18 mins to Garden of the Gods, C/S Airport, Manitou ☞ Fully equipped kitchen ☞ Private parking Perfectly sized for 2 guests and a kiddo. Human and/or the furry kind!

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
The exterior of the home is displayed, featuring a modern two-story design with gray siding and stone accents. A light blue front door is framed by large windows. A neatly paved driveway leads to a two-car garage, surrounded by landscaped greenery.
Home in Colorado Springs
4.87 out of 5 average rating, 135 reviews

4 Bdrm/Beautiful/Cozy/Family Getaway

You will bring the whole family to this beautiful home with lots of room for fun. This 4 bedroom, 2.5 bath home offers plenty of space and convenience for you and your 7 guests. You will be located in a sought after neighborhood with miles of dirt trails for bikes, runs, or walks. The neighborhood offers 4 playgrounds, all within walking distance. Home has close access to trails and sidewalks. Your home is located 15 minutes away from Colorado Springs Airport, Peterson SFB, and Fort Carson.

Top guest favorite
Cabin in Colorado Springs
5 out of 5 average rating, 185 reviews

15 min to Downtown I Romantic I Hiking I Forest

Located beside a babbling creek, our 2-bed, 2.5-bath log cabin offers a unique blend of rustic charm and modern comfort. Whether you're an avid hiker or seeking a tranquil getaway, our cabin's allure lies in its intimate connection with nature. Immerse yourself in the soothing sounds of the river, explore nearby trails and unwind on the creekside deck surrounded by the forest. Warm up by the wood-burning stove in winter. Experience the magic of Cheyenne Canyon-book for an unforgettable stay!

Top 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
Cabin in Cascade-Chipita Park
4.95 out of 5 average rating, 232 reviews

Riverside Retreat: Hot Tub, Sauna, & Fire Pit

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

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, 116 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
A comfortable studio space is shown, featuring a cozy couch and a wooden dresser under a light fixture. Large windows offer natural light and views of the surroundings. A wall-mounted TV is positioned across from a desk, enhancing the inviting ambiance.
Tiny home in Colorado Springs
4.94 out of 5 average rating, 105 reviews

Tiny Home Studio, Centrally Located Near Downtown

Studio with one full size bed, couch, updated bathroom, fully updated kitchen, desk, washer/dryer, and 47in TV with Roku and high speed wifi. The studio has fenced yard that is shared with the main house. There is one dedicated drive way parking spot. With views of Pikes Peak and tree lined streets this private studio is surrounded by beauty. Located near downtown Colorado Springs, Old Colorado City , Garden of the Gods, Fort Carson, and Peterson Air Force Base.

Top guest favorite
Home in Colorado Springs
4.93 out of 5 average rating, 187 reviews

Hot Tub • Fenced Yard • Pet Friendly • Downtown

Escape to The Spruce House, a pet-friendly retreat just minutes from downtown dining, shopping, and local attractions. Relax in the private hot tub, gather around the outdoor fire table, or unwind with gig-speed Wi-Fi and Smart TVs. Enjoy a fully equipped kitchen, new appliances, stacked washer/dryer, and a peaceful fenced yard. Whether you're here for work, adventure, or a family getaway, we've created a stay that's comfortable, modern, and memorable.

Popular amenities for Security-Widefield family-friendly rentals

When is the best time to visit Security-Widefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,933 GYDG$23,424 GYDG$26,979 GYDG$25,097 GYDG$28,652 GYDG$30,325 GYDG$30,953 GYDG$31,162 GYDG$28,025 GYDG$27,397 GYDG$27,606 GYDG$29,280 GYD
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