Vacation rentals in Security-Widefield

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Quick stats about vacation rentals in Security-Widefield

  • Total vacation rentals

    Explore 130 vacation rentals in Security-Widefield

  • Nightly prices starting at

    Security-Widefield vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Security-Widefield vacation 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!

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 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.
Guesthouse in Broadmoor
4.98 out of 5 average rating, 120 reviews

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, 249 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
Apartment in Colorado Springs
4.82 out of 5 average rating, 65 reviews

Cozy Private Apartment

This cozy 2-room apartment is perfect for those seeking comfort and privacy. The natural light from the bedroom window creates a bright, airy atmosphere. The living area includes a hide-a-bed for extra sleeping space. The kitchen is well-equipped with a microwave, toaster, coffee maker, and refrigerator. Modern track lighting adds a stylish touch to the space. With a private driveway and entrance, this apartment offers ultimate privacy, and the outdoor table provides a lovely spot to unwind.

Top 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
4.87 out of 5 average rating, 135 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.

Superhost
A hot tub is illuminated with soft blue lighting, surrounded by trees and outdoor space. The patio overhead features string lights, enhancing the evening ambiance. A glimpse of outdoor seating is visible in the background.
Guest suite in Colorado Springs
4.91 out of 5 average rating, 490 reviews

The Nook—Private Studio w/ Full Kitchen & Hot tub!

A home away from home, this lower-level studio has all the amenities you’d want in your own place. From the secluded back patio surrounded by mature trees, to the full kitchen & breakfast nook, this private basement apartment is the perfect getaway. Located in a central neighborhood, this location offers some of the best access to Colorado Springs: 3 minutes from food & coffee, 20 minutes from national landmarks such as Garden of The Gods, & only 17 minutes from the Colorado Springs airport!

Top guest favourite
Cabin in Colorado Springs
5 out of 5 average rating, 187 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
A spacious living area features a large, light-colored couch and love seat, complemented by a coffee table with a cozy throw. Large windows allow natural light to fill the room, and the open kitchen showcases modern appliances and a dining table with chairs.
Home in Fountain
4.86 out of 5 average rating, 109 reviews

Game Room and Rooftop Deck, Stylish 3 Bedroom Home

Welcome to our beautiful and stylish home in peaceful Fountain, Co. Modern, luxurious, comfortablewith space for friends and family. Located close to Fort Carson and downtown Colorado Springs. Perfect for those looking to have all of the amenities of home while exploring Southern Colorado. Guests will be able to enjoy a relaxing environment complete with a rooftop deck and firepit. End your nights overlooking the neighborhood and scenery of the mountains enjoying fresh air and a cozy fire.

Top guest favourite
A secluded patio area features four Adirondack chairs arranged around a smokeless firepit, with a warm fire burning brightly. A stone wall provides privacy and greenery from nearby trees enhances the tranquil environment.
Home in Colorado Springs
4.95 out of 5 average rating, 435 reviews

Historic Craftsman ★ Fire pit┃Waffle Maker┃Near CC

✓LOCATION: Walk to Switchback Coffee┃1.0 mi to Colorado College┃1.5 mi to downtown┃Short drive to Garden of the Gods, Pikes Peak, USAFA ✓OUTDOORS: Sit under the string lights on a private fenced in patio w/smokeless firepit & grill ✓ENTERTAINMENT: Movie loft & living room w/Roku TVs, fast WIFI & games ✓EQUIPPED KITCHEN: Keurig, Chemex, waffle maker, blender, etc ✓FAMILY FRIENDLY: Pack N Play, high chair, stroller, toys, monitors +more ✓Mountain views ✓Complimentary local soda

Top guest favourite
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
4.89 out of 5 average rating, 118 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

Top guest favourite
Home in Colorado Springs
4.92 out of 5 average rating, 50 reviews

Ultimate Retreat Near Ft. Carson & Peterson

This stylish, spacious 4 bed, 2 bath home is truly one-of-a-kind—featuring a full vintage arcade, home gym, and fenced yard that opens to a beautiful open space, park and playground. Unwind by the fire pit while you grill, enjoy fast WiFi, central AC, and a fully equipped kitchen. Just minutes from the airport and Ft. Carson—your perfect base to relax, gather, and make memories in Colorado Springs! The ideal retreat for friends, families, and traveling professionals.

Top guest favourite
A fully fenced backyard features a stone fire pit surrounded by red Adirondack chairs. Sunlight filters through the trees, highlighting the spacious outdoor area, which includes a gravel path and a grassy section, with mountains visible in the distance.
Home in Colorado Springs
4.93 out of 5 average rating, 304 reviews

Mountain views! Hot Tub! Downtown! Pet friendly!

This house is the perfect home base for those who want to explore Colorado Springs! Located just minutes from downtown, you will be close to many restaurants, shops, coffee houses, and entertainment. The home is perfect for a couple or a solo traveler. You'll love the recently refinished kitchen, big backyard, fire pit, and mountain views! Less than 15 from Garden of the Gods, Seven Falls, Red Rock Open Space, Manitou, Pikes Peak, and Old Colorado City. A-STRP-23-0408

Top guest favourite
Home in Colorado Springs
4.99 out of 5 average rating, 102 reviews

Flex, Sip, & Stream BNB!

BRAND NEW GORGEOUS RENOVATION! Your stay is now upgraded! Hip, stylish 2B/2BA featuring a plush K-bed and cozy Q-bed. The fun, spacious basement is the vibe with a lounge bar, shuffleboard, the ultimate hang out, gym, themed movie room, & music room. Bold energy with photo worthy spaces. Just 10 min. to Colorado College & downtown dining, shopping, & nightlife. Your experience is here. Perfect for friend getaways, celebrations, and unforgettable Colorado weekends.

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.