Family-friendly vacation 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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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
4.95 out of 5 average rating, 199 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

Superhost
A welcoming living room features a comfortable gray sofa with accent pillows, a wooden coffee table, and a decorative rug. A large circular mirror hangs on the wall, and windows provide natural light to the space. An adjoining area with a hanging chair is visible.
Home in Broadmoor
4.83 out of 5 average rating, 230 reviews

Walk|Shop|Dine Ivywild Bungalow

☞ Walk Score 85 (Walk to Creekwalk shopping center, cafes, dining, etc.) ☞ Pet friendly (fenced in side-yard!) + views of Pikes Peak ☞ 50" Smart TV ☞ Primary King Bedroom ☞ Pull out sofa in livingroom (full size). Chair in Office Converts to Twin Sleeper ☞ Fast wifi & Private workspace 5 mins → Broadmoor Hotel 7 mins → Downtown Colorado Springs/Colorado College 10 mins → Hiking trails at Cheyenne Canyon 15 mins → Garden of the Gods / Manitou Springs / USAFA 20 mins →Colorado Springs Airport ✈

Guest favorite
A cozy living area features a spacious sectional sofa adorned with decorative pillows. A decorative fireplace is situated against a wooden accent wall, with a round coffee table in front. Natural light enters through large windows, creating a welcoming ambiance.
Home in Colorado Springs
4.93 out of 5 average rating, 395 reviews

Central • Patio • Fenced Yard • Firepit • Parks

★ "This location is PERFECT if you'll be exploring around Colorado Springs or the surrounding area. it's located pretty much close to everything!" ☞ Pet friendly ☞ Backyard doggy door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, firepit, hammock ☞ 600mbps internet connection ☞ SmartTV 4 mins → Downtown 14 mins → Garden of the Gods 15 mins → Manitou Springs 17 mins → Colorado Springs Airport

Top guest favorite
A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 226 reviews

New Luxury 1 - Bed Near Downtown

This brand-new build (730 sq. feet) is modern with extra touches of comfort including heated bathroom floors, a smart bathroom mirror, walk-in bedroom closet, vaulted ceilings, and a Rokutv so you can stream your favorite shows. A small private balcony and yard space mean you can enjoy the Colorado sun. Easily access everything Colorado Springs has to offer as this home is a short drive from incredible hiking as well as downtown. Please note: this home is above a garage which is used regular

Guest favorite
A well-lit seating area features a gray armchair beside double glass doors allowing natural light. A decorative pillow rests on the chair, and a framed moose print hangs on the wall. A small table with a sign is positioned nearby.
Guesthouse in Colorado Springs
4.9 out of 5 average rating, 216 reviews

Rocky Mountain Love

Fort Carson is nearby!! Super cute, remodeled, 1 bedroom guesthouse is conveniently located near Ft Carson, and just minutes to downtown Colorado Springs. Lots of restaurants and shopping nearby and just 3 minutes from I-25, the gateway to the Rockies. Hike Cheyenne Canyon, Helen Hunt Falls, or Garden of the Gods. Visit the 5 Star Broadmoor Resort, or gamble in Cripple Creek (1 hr). So much to see and do! Our guest guide found inside the guesthouse will give you more ideas of things to do!

Top 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, 272 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

Guest favorite
A stone pathway meanders through a grassy yard, bordered by flowering plants. Lush greenery complements the landscape, with two clusters of blooming irises standing out. Residential homes are visible to the right, creating a peaceful neighborhood setting.
Guest suite in Colorado Springs
4.83 out of 5 average rating, 339 reviews

Private Studio on urban homestead Central #0633

This great space has all the comforts you need for a enjoyable home away from home. There is a sleeping, lounging and dining area as well as a kitchenette, bathroom and a lovely patio space. We have established and grow a large variety of edible plants. On our 1/4 acre lot we use a compost and a rain catching system to support our food forest, spiral herb garden and annual beds. We raise chickens and have been attempting to start an apiary. I am happy to give garden tours if interested.

Top guest favorite
An outdoor hanging bed is framed by a wooden pergola, with slatted sides providing partial privacy. Light streams through the gaps, illuminating soft white bedding. Surrounding greenery adds a tranquil touch to the inviting lounging space.
Home in Colorado Springs
4.96 out of 5 average rating, 281 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

The closest you'll get to beach vibe with Pikes Peak Views! RARE lakeside home yet only 1 mile from downtown and central to the best in the Springs! 🌟 What you'll love • All king-sized beds • Outdoor glamp bedroom with lake views – guest favorite! • 7person hot tub with Pikes Peak & lake views! • Fully stocked kitchen + BBQ grill + wood-fired pizza oven • Large, fenced yard perfect for families or furry friends • Unlimited paddleboard access on the lake • 420 friendly (outside)

Top guest favorite
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 142 reviews

A-Frame Country Cabin

A-frame cabin is situated on a 5-acre rural property just beyond the city limits - it is a detached mother-in-law suite, located 200 ft from our main residence. The cabin includes a loft w/a queen-sized bed, a single pullout couch, & a mini kitchen. It faces eastward, away from the mountains. Ideal for those seeking a peaceful countryside retreat, note that access to the bedroom is via a spiral staircase, and the property is serviced by well water. Owner maintained & operated.

Top guest favorite
The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 611 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Guest favorite
A studio apartment is shown, featuring a spacious bed with a neutral-toned blanket. A small dining area with two chairs and a table is visible. A kitchenette is equipped with essential appliances, and natural light enters through the window beside the private entrance.
Guest suite in Colorado Springs
4.88 out of 5 average rating, 548 reviews

Private Studio Comfort with a view

Studio apartment 350 sq ft. in the rear of a private home . Private entrance. Shared walls with home. Entrance is below a large upper deck. Patio outside unit is reserved for guest use, and provides additional space to relax with a. gas grill and firepit. Kitchen stocked with microwave, toaster oven, blender, toaster, hotplate, pots and pans, 12 cup coffee maker, dishes etc. Private bathroom with spa like shower, washer and dryer in the unit.

Superhost
The living area features a cozy love seat adorned with colorful pillows, complemented by a wooden coffee table. Two bar stools and a round dining table are positioned nearby, illuminated by natural light streaming through the two windows.
Apartment in Colorado Springs
4.81 out of 5 average rating, 433 reviews

Downtown Boutique Aspen Suite

Come stay at the coolest Airbnb in town. This hip, colorful, fun, quirky downtown space is an upstairs apartment with keyless entry. The aspen suite is a newly beautifully decorated one bedroom with comfy queen size bed. Living area with love seat, tv, bar top dining, full kitchen and private bathroom with claw foot tub. Enjoy access to full size washer:dryer. Minutes from the shopping and dining of downtown Colorado Springs. Permit number STR1077

Popular amenities for Security-Widefield family-friendly rentals

When is the best time to visit Security-Widefield?

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Avg. price$114$102$119$120$137$145$148$149$134$120$116$125
Avg. temp32°F33°F41°F47°F57°F67°F72°F70°F63°F51°F39°F32°F

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 $30 per night before taxes and fees

  • Verified guest reviews

    Over 2,540 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

    70 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!

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