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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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, 202 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 spacious backyard features a fenced area with a children's climbing structure and outdoor dining space. Comfortable chairs are positioned around a grill, alongside a pebbled path leading through the yard, surrounded by greenery and trees.
Apartment in Old Colorado City
4.93 out of 5 average rating, 508 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

★Attractively located on the west side, 1 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in Backyard with fire pit, children's climbing structure, outdoor dining & grill ★BRAND NEW★ comfortable beds! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: FAST WIFI, Alexa, phone charging station, keyless entry ★FAMILY FRIENDLY: Pack N Play, Toys/Games & High chair ★TV w/Amazon firestick (Hulu/Netflix)

Top guest favorite
A spacious living area features a comfortable sofa and a large, wooden dining table surrounded by four chairs. A television is positioned on a low stand, while a kitchenette and workspace are visible in the background. The space is well-lit with recessed lighting.
Guest suite in Colorado Springs
4.96 out of 5 average rating, 225 reviews

Spacious Modern Central Private Basement Suite

Beautiful, newly renovated, private guest suite in the heart of Colorado Springs. Share our love for travel & national parks with modern, chic, travel-inspired decor. Enjoy privacy with a separate back entrance that leads downstairs to a large living area. You will have your own private bedroom & full bathroom. Kitchenette is perfect for simple meals with a fridge/ freezer, microwave, keurig coffee maker & kettle. Pets are not allowed & smoking is strictly prohibited. Permit #: STR-2383

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.

Guest favorite
A bright living area features a blend of comfortable seating and natural light. The adjacent bedroom showcases a spacious bed with neutral-toned bedding. A well-equipped kitchen is visible, highlighting modern appliances, while a private balcony offers scenic views of the surroundings.
Condo in Colorado Springs
4.87 out of 5 average rating, 139 reviews

⁂ Peaceful Hideaway - 2 BR, 1 Bath, Sleeps 4 ⁂

Our adorable 745 SQFT apartment is tucked away at the end of a cul de sac with a beautiful Pikes Peak view & is near many CO Springs attractions, grocery stores & shopping. You will be welcomed with a sparkling clean space & thoughtful touches including coffee, spices, & oil. The 2 bedrooms & 1 full bath have been freshly remodeled. Keeping your comfort in mind, we have included an LED Smart TV, radiant heat, private parking, & laundry (coin-op). We are excited to host your stay!

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, 614 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, 549 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.

Top guest favorite
A spacious living area is designed with a large sectional couch and a soft area rug. A television is positioned on a low media unit. Natural light filters through a nearby window, illuminating the cozy dining area with a round table and chairs in the background.
Guest suite in Colorado Springs
4.95 out of 5 average rating, 164 reviews

La Casita - Private Basement Walkout w/Kitchenette

This spacious newly furnished basement apartment will be perfect for your special getaway! It features a large living area with a cozy couch as well as a kitchenette & dinning area for your own enjoyment. Located centrally in Colorado Springs, you’ll be just minutes away from local shopping centers, eateries and more! This unit is only 18 minutes away from the Colorado Springs Airport, and 20 - 25 mins away from the famous Garden of the Gods park.

Guest favorite
A two-story modern home is displayed, featuring gray siding and stone accents. The front porch is framed by a well-maintained lawn and small trees. A two-car garage is located on the right, with a concrete driveway extending to the street.
Home in Colorado Springs
4.95 out of 5 average rating, 225 reviews

Mountain Majesty

Nestled against the majestic backdrop of the Rockies, our home boasts a cozy ambiance infused with farmhouse mountain decor. Relax in spacious bedrooms with black out blinds with their own tvs, unwind in the well-appointed living spaces, and savor the breathtaking views from our mountain-inspired haven. Perfect for families or groups seeking a serene escape with easy access to the wonders of Colorado Springs. Your mountain adventure begins here!

Top guest favorite
A modern kitchen is equipped with essential appliances, including a refrigerator and stove. A sleek breakfast bar with two stools offers casual seating. Natural light enters through a nearby window, illuminating the space. White cabinetry and warm wooden countertops create a bright atmosphere.
Condo in Colorado Springs
4.85 out of 5 average rating, 306 reviews

Comfortable / Cozy / Near Downtown

DUPLEX PROPERTY A comfortable stay and all the excitement of downtown Colorado Springs await you at this 1-bedroom, 1-bathroom vacation rental home. Within walking distance from downtown shopping and dining, 1 mile from Colorado College and the Olympic Training Museum, and minutes from gorgeous hiking trails, this updated 600-square-foot home for 4 boasts a unique combination of city scenery and natural wonder! Permit number: A-STRP-24-0111

Top guest favorite
A bright and airy room features a spacious bed with orange accent pillows and soft white linens. A turquoise throw blanket is draped across the bed. A small table, clear chairs, and a decorative plant are visible, adding to the room’s relaxed ambiance.
Guest suite in Colorado Springs
4.97 out of 5 average rating, 200 reviews

Centrally Located, Hip neighborhood, Downtown Apt!

This place is perfect for those who wish to explore the diverse offering of Colorado Springs. Enjoy the cute downtown neighborhood and relax in this recently renovated apartment! This stylish space is centrally located and close to many local restaurants, coffee shops, and shopping. Hop in the car and take a 10-15 minute drive to hiking trails, Garden of the Gods, Old Colorado City, Seven Falls and Manitou.

Popular amenities for Security-Widefield family-friendly rentals

When is the best time to visit Security-Widefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,794 GYDG$21,289 GYDG$24,837 GYDG$25,046 GYDG$28,594 GYDG$30,264 GYDG$30,890 GYDG$31,099 GYDG$27,968 GYDG$25,046 GYDG$24,211 GYDG$26,090 GYD
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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$6,262 GYD 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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