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Vacation rentals in Security-Widefield

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Top-rated vacation rentals in Security-Widefield

Guests agree: these stays 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, 233 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

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
4.9 out of 5 average rating, 188 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!

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 Colorado Springs
4.83 out of 5 average rating, 260 reviews

Walk|Shop|Dine Ivy Wild 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
Home in Colorado Springs
4.93 out of 5 average rating, 115 reviews

Romantic Studio•Private Hot Tub•Downtown•420&Pets

Step into a moody studio, thoughtfully designed for connection, comfort, and atmosphere. Bold black interiors, warm lighting, plush robes and curated coffee bar were chosen to create a romantic, boutique-style escape. Outside, enjoy a private hot tub in your secluded yard — perfect for evening soaks and nightcaps under the string lights. West Downtown —easy access to dining, nightlife, and local faves, ideal for couples with pets, and those looking for something memorable. BETTER THAN A HOTEL!

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 Colorado Springs
4.93 out of 5 average rating, 535 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
An inviting outdoor patio area features comfortable seating, including a large couch with colorful cushions, a coffee table, and various chairs. A shaded canopy provides relief from the sun, while greenery surrounds the space, enhancing a sense of privacy. A grill is also visible in the background.
Guest suite in Colorado Springs
4.92 out of 5 average rating, 563 reviews

Private party deck, 420 friendly, best location!

We are 420 friendly-outside only! Please read our listing in full so there's no confusion! The lower level of our home is a locked off, private space-2 bedrooms w/ queen beds, private bath & living/kitchenette area (NOT a full kitchen-no stove/sink), washer/dryer. We live above. Private entrance opens up onto YOUR amazing patio & deck! 1 mile from downtown. The # of guests in the reservation must be accurate. Rate shown is for 2 guests -$15 extra per person/night over 2 guests. Permit #0089

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 Colorado Springs
4.92 out of 5 average rating, 358 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

Top guest favorite
Home in Colorado Springs
4.85 out of 5 average rating, 420 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
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 154 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.

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
4.88 out of 5 average rating, 104 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
Home in Colorado Springs
4.95 out of 5 average rating, 150 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.

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
4.94 out of 5 average rating, 256 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!

Popular amenities for Security-Widefield vacation rentals

When is the best time to visit Security-Widefield?

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Frequently Asked Questions

  • What are the best places to stay in Security-Widefield?

    Security-Widefield has welcoming neighborhoods with spacious homes, family-focused vacation rentals, and comfortable stays for groups. Many accommodations feature easy access to parks and quiet residential streets.

  • What are the best things to do in Security-Widefield with kids?

    Kids often enjoy playgrounds, sports fields, and youth programs in local recreation centers. Visiting interactive museums and wildlife centers nearby adds to family adventures.

  • What are some of the best things to do in Security-Widefield?

    Explore local parks for picnics, enjoy community recreation centers, and discover nearby attractions around Colorado Springs, known for nature experiences and museums. Locally rooted cafes and eateries add to the relaxed pace.

  • How is the weather in Security-Widefield?

    Security-Widefield has cold to mild winters, with temperatures from 19–45°F (-8–7°C), and warmer summers around 58–87°F (15–30°C). Rain is occasional throughout the year, so packing layers and rain gear is often useful.

  • When is the best time to visit Security-Widefield?

    Late spring through early fall is often recommended for warmer weather, comfortable outdoor excursions, and regional festivals. Winter can be chilly, with occasional snow adding a quiet touch to neighborhood scenes.

  • What are the best places to visit in Security-Widefield?

    Many visitors explore area parks, sports fields, and neighborhood recreation centers, while nearby Colorado Springs has popular museums and landmarks. Local shops and markets highlight southern Colorado’s distinct culture.

  • What are some hiking trails in Security-Widefield?

    Security-Widefield has several neighborhood walking paths and small nature trails suited for relaxed strolls. For more robust hikes, the areas around Colorado Springs feature well-known mountain and forest trails.

  • What are some family activities we can do in Security-Widefield?

    Families can enjoy playgrounds, organize picnics at local parks, and attend community recreation programs. Trips to museums and interactive centers around nearby Colorado Springs are also frequently suggested.

  • What are some of the best day trip ideas from Security-Widefield?

    Popular day trip ideas include exploring nature preserves, hiking in mountain parks, and visiting historic sites around Colorado Springs. Scenic drives and stops at regional art centers are frequently suggested.

  • Are there any pet friendly accommodations available in Security-Widefield?

    Security-Widefield has pet-friendly stays in various neighborhoods, including homes with fenced yards and easy access to local green spaces. Many hosts welcome travelers with pets and can share nearby dog-friendly parks.

  • What are some local tips for visiting Security-Widefield?

    Locals often suggest dressing for quick-changing weather, joining community events when possible, and trying locally run cafes. Early mornings are great for quieter park visits and spotting local wildlife.

  • What is Security-Widefield known for?

    Security-Widefield is known for its welcoming residential neighborhoods, easy access to parks, and community-focused atmosphere. Many travelers use it as a base to explore southern Colorado’s nature and cultural sites.

  • What are the best hidden gems to explore in Security-Widefield?

    Community parks and nature trails around Security-Widefield are frequently suggested for quiet walks and birdwatching. Locally owned bakeries and art spaces provide unique glimpses into the area's character.

  • What are the best foods to try in Security-Widefield?

    Locally rooted flavors often include Southwestern-inspired dishes, homemade baked goods, and classic American staples from diners. Many community events feature food trucks and regional specialties.

  • What should I bring for a trip to Security-Widefield?

    Pack layers for temps ranging from 19–87°F (-7–30°C) depending on season, plus sturdy walking shoes and sun protection. Sunscreen, reusable water bottles, and light rain gear are often suggested for outdoor activities.

  • What is the nightlife in Security-Widefield like?

    Nightlife is usually relaxed, with casual pubs, diners, and neighborhood gathering spots. For live music and performance venues, many visitors explore options around Colorado Springs.

  • What are the most popular events or festivals in Security-Widefield?

    Community fairs, seasonal farmers markets, and holiday parades are frequently suggested local gatherings. Larger festivals around Colorado Springs, including summer celebrations and arts events, attract many visitors.

  • Are there family friendly vacation rentals in Security-Widefield?

    Security-Widefield has many family-friendly vacation rentals, with homes featuring multiple bedrooms, outdoor spaces, and proximity to parks. Hosts frequently provide amenities suited for travelers with children.

Quick stats about vacation rentals in Security-Widefield

  • Total vacation rentals

    Explore 140 vacation rentals in Security-Widefield

  • Nightly prices starting at

    Security-Widefield vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 4,710 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    140 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!