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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, 210 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
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
4.94 out of 5 average rating, 357 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!

Top guest favorite
A well-lit bedroom features a spacious bed with a decorative white coverlet and orange accent pillows. Nightstands with lamps are positioned on either side, while a ceiling fan offers airflow. A wooden bench sits at the foot of the bed, and a large window facilitates natural light.
Home in Colorado Springs
4.97 out of 5 average rating, 272 reviews

2Bedroom home centrally located on MainSt

Two-Bedrooms one with a queen bed and one with two single beds, also a pull out couch for more sleeping options in the living room. Home has one bathroom, washer and dryer and fully equipped kitchen to make your meals. Duplex with private fenced in yard (grill and tables for outdoor eating). Located near downtown Colorado Springs, Old Colorado City, Garden of the Gods, within walking distance of a playground.Your family will be close to everything when you stay at this centrally-located place.

Guest favorite
The entrance features a bright yellow exterior with blue accents, including a door framed by two potted plants. A spacious wooden deck with stairs is shown, bordered by a white railing and surrounded by greenery, creating a welcoming outdoor space.
Bungalow in Broadmoor
4.95 out of 5 average rating, 177 reviews

The Cozy Yellow Cottage

Tucked away in a mostly quiet alley in a super eclectic neighborhood, this tiny house was built before 'Tiny Houses' were even a thing. This remodeled and charming 626.5 square foot house is ALL YOURS! Close to downtown Colorado Springs, Ivywild School, the Caffeinated Cow, a library, restaurants, shopping, hiking and biking trails, leisurely and safe neighborhood walks- the sky is truly the limit on what adventures await you! City of Colorado Springs Short Term Rental Permit #A-STRP-22-0086

Guest favorite
A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 233 reviews

New Luxury 1 - Bed Near Downtown

This brand-new build (730 sq. feet) is modern with extra touches of comfort including heated bathroom floors, a smart bathroom mirror, walk-in bedroom closet, vaulted ceilings, and a Rokutv so you can stream your favorite shows. A small private balcony and yard space mean you can enjoy the Colorado sun. Easily access everything Colorado Springs has to offer as this home is a short drive from incredible hiking as well as downtown. Please note: this home is above a garage which is used regular

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, 227 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 well-lit seating area features a gray armchair beside double glass doors allowing natural light. A decorative pillow rests on the chair, and a framed moose print hangs on the wall. A small table with a sign is positioned nearby.
Guesthouse in Colorado Springs
4.9 out of 5 average rating, 216 reviews

Rocky Mountain Love

Fort Carson is nearby!! Super cute, remodeled, 1 bedroom guesthouse is conveniently located near Ft Carson, and just minutes to downtown Colorado Springs. Lots of restaurants and shopping nearby and just 3 minutes from I-25, the gateway to the Rockies. Hike Cheyenne Canyon, Helen Hunt Falls, or Garden of the Gods. Visit the 5 Star Broadmoor Resort, or gamble in Cripple Creek (1 hr). So much to see and do! Our guest guide found inside the guesthouse will give you more ideas of things to do!

Guest favorite
Townhouse in Colorado Springs
4.93 out of 5 average rating, 230 reviews

Contempo Downtown home. 2 Baths*Deck*Yard*Fire pit

This newly remodeled townhome with no shared spaces is located close to downtown, Old Colorado City, trails and sightseeing. Features include 2 bedrooms, 2 full baths, comfy beds with fresh white cotton sheets, fully stocked kitchen with quartz countertop and stainless appliances, walk-in shower plus a tub for your kids, electric fireplace, large deck with lighted gazebo, sectional patio couch, lounge chairs, back yard with artificial grass and grill, while hosted by an experienced host!

Top guest favorite
Bungalow in Old Colorado City
4.99 out of 5 average rating, 227 reviews

Explore Colorado Springs From a Bright, Chic Bungalow

Our bungalow is a cozy, modern 2-bedroom, 1-bath home with a bonus hangout loft, wonderful front porch with swing, & a great living/dining area to relax in after a fun day of sight seeing or business in Colorado Springs. We're just west of downtown Colorado Springs & a short drive away from restaurants, nightlife spots, and shops. You will have a fully equipped kitchen, high speed internet & cable tv, stackable laundry, & all you need to feel at home as you enjoy the Pikes Peak region.

Superhost
An open concept living space showcases a comfortable love seat and a wooden coffee table. A modern kitchen with white cabinetry and a black refrigerator is visible. Natural light flows in through two windows, highlighting the warm wood flooring and neutral wall color.
Apartment in Colorado Springs
4.81 out of 5 average rating, 508 reviews

Downtown Boutique Boulder Suite

Come stay at the coolest Airbnb in town. This hip downtown space is an upstairs apartment with keyless entry. Newly renovated and beautifully decorated one bedroom with comfy king size bed. Open concept living area with full kitchen, love seat, smart tv, bar top dining and private bathroom with tiled shower. Enjoy access to full size washer:dryer and fast wifi! Minutes from Colorado College and the shopping and dining of downtown Colorado Springs. Permit number STR0899

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, 617 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 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, 229 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

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Security-Widefield

Guest favorite
Private room in Fountain
4.92 out of 5 average rating, 85 reviews

M| PrivateRoom|MountainView|2PM CHECK-IN|FastWifi

Top guest favorite
The spacious bedroom features a king size bed and a double size bed, both adorned with white bedding. A window draped with light-colored curtains allows natural light to brighten the room. Two nightstands with lamps are positioned beside the beds, enhancing the inviting space.
Private room in Colorado Springs
4.94 out of 5 average rating, 223 reviews

Cozy basement getaway

Guest favorite
Private room in Broadmoor
5 out of 5 average rating, 13 reviews

Peaceful cozy room for rent

Top guest favorite
Private room in Colorado Springs
4.98 out of 5 average rating, 61 reviews

Cozy Private Room w/ En-suite Bathroom

Superhost
Private room in Colorado Springs
4.7 out of 5 average rating, 30 reviews

Affordable modern guest room convenient location

Top guest favorite
Private room in Fountain
4.94 out of 5 average rating, 217 reviews

Grandmama's Farmstead Room

Top guest favorite
A spacious loft bedroom features a large bed adorned with a patterned coverlet. A study desk with a chair is positioned near a window, which is dressed with sheer curtains. A microwave and fridge are visible on a shelf in the corner, providing convenience.
Private room in Colorado Springs
4.99 out of 5 average rating, 588 reviews

Private loft and bath in the heart of the city

Guest favorite
Private room in Broadmoor
4.93 out of 5 average rating, 353 reviews

Private Bedroom & Full Bathroom w/ Self check In

When is the best time to visit Security-Widefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$16,520 GYDG$16,102 GYDG$19,030 GYDG$17,148 GYDG$19,657 GYDG$21,957 GYDG$25,094 GYDG$24,467 GYDG$20,912 GYDG$16,938 GYDG$17,984 GYDG$17,984 GYD
Avg. temp0°C1°C5°C9°C14°C20°C22°C21°C17°C10°C4°C0°C

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 130 vacation rentals in Security-Widefield

  • Nightly prices starting at

    Security-Widefield vacation rentals start at G$4,182 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,550 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

    60 properties have a dedicated workspace

  • Wi-Fi availability

    130 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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