Holiday rentals in Security-Widefield

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Top-rated holiday rentals in Security-Widefield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The open living area showcases a stylish leather sofa paired with a wooden coffee table, complemented by decorative cushions. Natural light floods the space through skylights and windows. A fully equipped kitchen is visible in the background, along with a cozy dining area.
Guest house in Colorado Springs
4.98 out of 5 average rating, 111 reviews

All-New Earthy Chic Casita in Prime Location

Escape to Cheyenne Casita, a newly-built, stylish, cozy, 1 bed/1 bath home. Perfectly nestled near the mountains in a vibrant, historic neighborhood in a prime location. Whether you are looking for ideal hikes, historic landmarks, or want to indulge in the best local cuisine, you are near it all. Ideal for couples, business visitors, or solo travelers—this inviting space offers the perfect blend of convenience and tranquility. Cheyenne Casita is a safe space for everyone. Permit ASTRP23-1224

Top guest favourite
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, 226 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 favourite
The bedroom features a spacious bed adorned with a soft green blanket and decorative pillows. Flanking the bed are two bedside tables with lamps. Above, three framed art pieces depict cacti, complementing the natural light streaming through the window.
Home in Colorado Springs
4.91 out of 5 average rating, 250 reviews

Alpaca Adobe: Hot tub, Couples hammock & Fire pit!

Welcome to the Alpaca Adobe! ✩Fenced in DREAM yard with bistro table, firepit, IG wall, grill, hot tub with mountain views, couples hammock + outdoor games ✩1 mile to Dwntwn ✩Walk to OTC; Short drive to CC, Pikes Peak, USAFA, UCCS, Garden of the Gods ✩48" TV w/Roku + access to apps ✩BRAND NEW comfy bed ✩FAMILY FRIENDLY: PackNplay, baby bath, high chair, baby monitors, toys + more! ✩BUSINESS: Fast wifi, keyless entry, G00gle Minis ✩Equipped kitchen: coffee, waffle maker, blender etc ✩Washer/Dryer

Guest favourite
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, 187 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 favourite
A comfortable living space features a blue sectional sofa positioned beside a wooden coffee table. A television is mounted on the wall opposite, with a large window offering views of the surrounding landscape. Natural light fills the room through sheer curtains.
Home in Colorado Springs
4.95 out of 5 average rating, 109 reviews

Gorgeous Pikes Peak Views, Fireplace & 3-Bedrooms

Your family will be close to everything when you stay at this centrally-located home in a wonderful neighborhood with gorgeous views of Pikes Peak and the entire eastern front of the Rockies! Newly furnished, warm, cozy with a 3-sided gas fireplace, 3-bedrooms (all queen beds). Brand new washer & dryer. Nest heating/AC. Memory foam beds. Pull-out couch. Smart TV's. Keurig system. We have also added a gas grill, a ping pong table, and wicker furniture front and back. All the comforts of home!

Guest favourite
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
4.85 out of 5 average rating, 120 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 favourite
Cabin in Colorado Springs
5 out of 5 average rating, 164 reviews

15 min to Downtown I Romantic I Hiking I Forest

Located beside a babbling creek, our 2-bed, 2.5-bath log cabin offers a unique blend of rustic charm and modern comfort. Whether you're an avid hiker or seeking a tranquil getaway, our cabin's allure lies in its intimate connection with nature. Immerse yourself in the soothing sounds of the river, explore nearby trails and unwind on the creekside deck surrounded by the forest. Warm up by the wood-burning stove in winter. Experience the magic of Cheyenne Canyon-book for an unforgettable stay!

Guest favourite
The exterior of a modern black house is shown, featuring a metal roof and large windows. A concrete driveway leads up to the entrance, accompanied by an outdoor seating area with chairs and a fire pit. Surrounding greenery adds a natural touch.
Home in Colorado Springs
4.96 out of 5 average rating, 222 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

Casita Noir is a private house with high end furnishings, perfect for your next trip. Near Downtown and I25. Walkable to Prospect Lake / Memorial Park (Labor Day Lift Off), Hillside Garden for concerts / weddings, and Switchback Roasters. Custom built construction with thoughtful touches to enhance your stay. You'll wake up well rested in our very comfortable king size bed, make yourself an espresso or tea to enjoy in front of the fireplace, and at the end of the day relax on the patio.

Top guest favourite
A dining table is set with two white plates and four wine glasses beside a bottle of wine. The background features a vibrant green plant wall, creating a refreshing atmosphere, while soft orange curtains frame the window, adding warmth to the scene.
Guest suite in Colorado Springs
5 out of 5 average rating, 174 reviews

Private, Unique, Romantic & near Downtown/Hiking

The Jungle Hut is an unique, immersive and romantic experience for lovers, adventurers, or anyone wanting to escape. The sounds of the jungle will welcome you as enter the property while the decor sets the scene. The Jungle Hut is an exotically and uniquely furnished 5-star property offering an unforgettable stay. It inspires romance and adventures in the Springs while being private and serene. It is located close to downtown and only minutes away from hiking and various attractions!

Top guest favourite
Guest house in Colorado Springs
4.95 out of 5 average rating, 150 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 favourite
An outdoor seating area features a firepit surrounded by comfortable lounge furniture. A large umbrella provides shade for the dining table set with several chairs. Lush greenery is visible along the fence, and a partly cloudy sky adds to the serene ambiance.
Home in Colorado Springs
4.95 out of 5 average rating, 156 reviews

Dwntwn Bungalow w/ King Bed, Fenced Yard & Firepit

►Less than 1 mile from downtown ►Minutes to OTC, Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ►3 blocks to local coffee ►Fenced in yard with dining furniture, yard games, FIREPIT & GRILL ►Smart TVs in living room & bedroom ★BRAND NEW★ comfortable king & queen bed! ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys + more! ►Fully equipped kitchen ★WAFFLE MAKER★ ►BUSINESS TRAVEL: Fast WIFI, keyless entry, desk ►Free Colorado soda

Guest favourite
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, 173 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!

Popular amenities for Security-Widefield holiday rentals

When is the best time to visit Security-Widefield?

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Avg. price€ 68€ 67€ 79€ 71€ 81€ 91€ 104€ 101€ 87€ 81€ 91€ 97
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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 holiday rentals in Security-Widefield

  • Total holiday rentals

    Explore 130 holiday rentals in Security-Widefield

  • Nightly prices starting at

    Security-Widefield holiday rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 4,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 of Security-Widefield holiday rentals include wifi 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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