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$6,270 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, 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, 400 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 kitchen features modern appliances, including a refrigerator and coffee maker. A spacious island with a light quartz countertop serves as a dining area. Illuminated pendant lights hang overhead, and a comfortable seating area is visible across from the kitchen.
Guesthouse in Colorado Springs
4.94 out of 5 average rating, 539 reviews

Hillside cottage retreat. Walk to downtown!

Walking distance to downtown our cottage has everything you need for a comfortable stay. King size bed in upstairs bedroom that has its own TV, sitting area and large closet. Main level has a well equipped kitchen with cooktop, counter top over, microwave and instant pot air fryer/pressure cooker combo. Washer and dryer in kitchen. Each level has its own AC/heat units. Outside we have easy parking and a large patio with gas grill. Easy base camp to see everything the Springs has to offer.

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, 134 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
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
4.87 out of 5 average rating, 108 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.

Guest favorite
A spacious living area is visible with a large sectional sofa, a coffee table, and a flat-screen TV. Natural light is allowed in through the windows, enhancing the welcoming environment. An elegant dining area is adorned with a wooden table and tasteful decor.
Home in Colorado Springs
4.89 out of 5 average rating, 289 reviews

"Central Springs" 4BR/2Bath Home GREAT Location

You will LOVE your stay in this 4 bedroom, 2 bathroom, fully furnished, clean home. This house is perfect for big groups or small. It has Central Heat & Air, full kitchen, BBQ in back, & is in a safe neighborhood. ~11 mins: COS airport ~18 min: downtown Colorado Springs ~25 mins: Garden of the Gods ~25 mins: Manitou Springs ~3 mins: shopping/grocery ~35 mins: Air Force Academy ~18 mins: Cheyenne Mt State Park ~15 mins: Fort Carson ~15 min: Peterson Air Force Base ~2.5 hours: Ski Resorts

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, 100 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, 115 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, 176 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, 164 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 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, 104 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.

Popular amenities for Security-Widefield family-friendly rentals

When is the best time to visit Security-Widefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,916 GYDG$23,408 GYDG$26,961 GYDG$25,080 GYDG$28,633 GYDG$30,305 GYDG$30,932 GYDG$31,141 GYDG$28,006 GYDG$27,379 GYDG$27,588 GYDG$29,260 GYD
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