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$6,278 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, 244 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 deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.
Home in Colorado Springs
4.95 out of 5 average rating, 208 reviews

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

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, 394 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
A two-story house with a red exterior and white accents is displayed. The front door is centered, flanked by windows. A garage with double doors is visible on the right, and a landscaped area with gravel and mulch is situated at the front.
Apartment in Colorado Springs
4.96 out of 5 average rating, 149 reviews

Quiet apartment with a view! STR-0944

Very clean private space! Area is cleaned and wiped down with disinfectant after every stay. Kitchen (private not shared), living and dining area is open concept. Kitchen has a full refrigerator, stove/oven, and dishes. Located on the east side of the Colorado Springs near many restaurants and stores. 1/2 mile from Walmart, across the street from a playground, 5.4 miles from Colorado College, 17 miles from Air Force Academy. Non smoking/non 420. No parties. I do live in the apartment above.

Guest favorite
A private hot tub is positioned in a fenced yard, surrounded by green turf. Soft lighting from patio string lights and lanterns creates a serene evening atmosphere. Steam rises from the tub, indicating warmth and comfort.
Home in Colorado Springs
4.96 out of 5 average rating, 206 reviews

Private Basement*HotTub*Washer+Dryer*Full Kitchen*

✔Attractively located on the east side, in a cozy neighborhood near parks, restaurants, shopping, & grocery stores ✔Walking distance to Vibes' field (local COS baseball team) ✔Short drive to Pikes Peak, USAFA, Fort Carson, Fort Peterson, UCCS, COS Airport ✔Private yard with hot tub ✔Private entrance & keyless entry ✔AC ✔70” & 42" Roku TVs in living & bedroom ✔Washer & Dryer ✔Full kitchen: Keurig, oven & range, microwave, dishwasher, toaster, etc. Short Term Rental Permit #: A-STRP-23-0389

Top guest favorite
A covered porch is featured with two comfortable blue chairs positioned on a wooden deck. Natural light casts shadows on the floor, while vibrant yellow siding complements the colorful trim. A view of the surrounding residential area can be seen beyond the railing.
Home in Old Colorado City
4.93 out of 5 average rating, 370 reviews

Walk to Old CO City, King Bed, Fenced in Hot Tub

★Attractively located on the west side, 0.7 mi to downtown OCC, 1.5 mi to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard with fire pit & grill and hot tub ★BRAND NEW★ comfortable beds! ★Fully equipped kitchen w/blender, toaster, coffee maker, etc ★BUSINESS TRAVEL: Desk area, FAST WIFI, Alexa, charging cables, keyless entry ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, monitors, toys + more! ★Large Smart TVs ★FREE Colorado soda

Guest favorite
Home in Colorado Springs
4.85 out of 5 average rating, 428 reviews

Nature Retreat: Hot Tub, Fire Pit + Projector

★Five Star cleaning team trained in disinfecting and sanitation ★LOCATION: On ten acres in COS towards the Royal Gorge and Canon City. Minutes to Fort Carson & Olympic shooting range. Short drive to downtown, Garden of the Gods, Pikes Peak, USAFA ★Grill & gas firepit ★Hot Tub ★Movie projector w/Apple TV ★Game room w/dart board, games, books and toys ★Wood stove fireplace ★Equipped kitchen: coffee maker, waffle maker, popcorn maker, mixer, blender, pots, pans, toaster & more ★Garage

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
4.88 out of 5 average rating, 154 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
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, 102 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
A hot tub sits atop a patio area, surrounded by a wooden fence and lush greenery. The sky above features a mix of clouds, with distant mountains visible in the background, creating a serene outdoor space.
Home in Colorado Springs
4.92 out of 5 average rating, 192 reviews

Wild Wolf Getaway | Hot Tub & Grill

✷Beautiful view of the Patty Jewett Golf Course ✷Hot Tub ✷Gas Grill ✷Fully Stocked Kitchen ✷Stacked Washer & Dryer ✷Fire Extinguisher ✷Coffee & Tea Maker ✷2 Queen Beds  ✷Dishwasher ✷Massage Chair ✷Sound Machine ✷Oil Diffuser ✷1 50-inch Insignia Smart TV, 1 43-inch Insignia Smart TV, & 1 32-inch Insignia Smart TV ✷Heat + Portable AC Units ✷Nearby Outdoor Adventures: North Cheyenne Canyon, The Garden of the Gods Park, Seven Falls, Manitou Springs

Guest favorite
Apartment in Colorado Springs
4.84 out of 5 average rating, 219 reviews

Lower Unit- Classic 50s Ranch Near Downtown

Relax in this inviting two-bedroom lower unit of a classic 1950s home, ideally located near downtown Colorado Springs. Enjoy easy access to the area’s top attractions, from hiking trails to local dining and shopping. The home features a fully fenced backyard, perfect for enjoying the outdoors. Whether you're exploring or simply relaxing, this cozy and convenient space offers the ideal home base for your stay.

Popular amenities for Security-Widefield family-friendly rentals

When is the best time to visit Security-Widefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,947 GYDG$23,436 GYDG$26,994 GYDG$25,110 GYDG$28,668 GYDG$30,342 GYDG$30,970 GYDG$31,179 GYDG$28,040 GYDG$27,412 GYDG$27,622 GYDG$29,296 GYD
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